From 7461aa6d89c6feeb9ca495cc4838c6e9ec5ef562 Mon Sep 17 00:00:00 2001
From: Jen Huang <its.jenetic@gmail.com>
Date: Wed, 2 Oct 2024 04:57:23 -0700
Subject: [PATCH] [8.x] [UII] Add proxy args to install snippets (#193922)
 (#194642)

# Backport

This will backport the following commits from `main` to `8.x`:
- [[UII] Add proxy args to install snippets
(#193922)](https://github.com/elastic/kibana/pull/193922)

<!--- Backport version: 8.9.8 -->

### Questions ?
Please refer to the [Backport tool
documentation](https://github.com/sqren/backport)

<!--BACKPORT [{"author":{"name":"Jen
Huang","email":"its.jenetic@gmail.com"},"sourceCommit":{"committedDate":"2024-10-01T19:30:24Z","message":"[UII]
Add proxy args to install snippets (#193922)\n\n##
Summary\r\n\r\nResolves #184222. This PR:\r\n\r\n- Ensures custom agent
binary download source URI is respected where\r\never it appears in
command snippets, for both Fleet Server and Elastic\r\nAgent install
instructions\r\n- If a proxy is associated with the source URI, the
appropriate args are\r\nadded to the commands as well\r\n- For `curl`
commands, these are appended as `--proxy <url>` and\r\n`--proxy-header
\"<key>-<value>\"` (repeated for each header key/value\r\npair)\r\n- For
Windows, these are appended as `-Proxy \"<url>\"` and
`-Headers\r\n@{\"<key1>\"=\"<value1>\"; \"<key2>\"=\"<value2>\"}`\r\n-
Adjusts Fleet Server `./elastic-agent install` instructions so
that:\r\n- `--fleet-server-es` is the value of the data output host set
on that\r\nFleet Server policy (must be ES output)\r\n- If a proxy is
associated with that ES output, the corresponding args\r\nare
appended:\r\n`--proxy-url=<url>` and `--proxy-header \"<key>-<value>\"`
(repeated for\r\neach header key/value pair)\r\n\r\nThe internal API at
`/internal/fleet/settings/enrollment` has new\r\nproperties added to its
response to support this:\r\n```\r\n fleet_server: {\r\n es_output?:
Output;\r\n es_output_proxy?: FleetProxy;\r\n };\r\n
download_source_proxy?: FleetProxy;\r\n```\r\n\r\n##
Examples\r\n\r\n**Fleet Server install with proxied custom download and
proxied ES\r\nhost:**\r\n```\r\ncurl -L -O
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-9.0.0-linux-x86_64.tar.gz
--proxy http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate, br\"\r\ntar xzvf
elastic-agent-9.0.0-linux-x86_64.tar.gz\r\ncd
elastic-agent-9.0.0-linux-x86_64\r\nsudo ./elastic-agent install \\\r\n
--fleet-server-es=http://localhost:9999 \\\r\n
--fleet-server-service-token=REDACTED \\\r\n
--fleet-server-policy=027a180f-2f4a-4dd1-a531-bf1d1d64179f \\\r\n
--fleet-server-port=8220 \\\r\n --proxy-url=http://some-proxy:1111
\\\r\n --proxy-header=\"Accept-Language=en-US,en;q=0.5\" \\\r\n
--proxy-header=\"Accept-Encoding=gzip, deflate,
br\"\r\n```\r\n```\r\n$ProgressPreference =
'SilentlyContinue'\r\nInvoke-WebRequest -Uri
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-9.0.0-windows-x86_64.zip
-OutFile elastic-agent-9.0.0-windows-x86_64.zip -Proxy
\"http://some-proxy:1111\" -Headers
@{\"Accept-Language\"=\"en-US,en;q=0.5\";\"Accept-Encoding\"=\"gzip,
deflate, br\"}\r\nExpand-Archive
.\\elastic-agent-9.0.0-windows-x86_64.zip\r\ncd
elastic-agent-9.0.0-windows-x86_64\r\n.\\elastic-agent.exe install `\r\n
--fleet-server-es=http://localhost:9999 `\r\n
--fleet-server-service-token=REDACTED `\r\n
--fleet-server-policy=027a180f-2f4a-4dd1-a531-bf1d1d64179f `\r\n
--fleet-server-port=8220 `\r\n --proxy-url=http://some-proxy:1111 `\r\n
--proxy-header=\"Accept-Language=en-US,en;q=0.5\" `\r\n
--proxy-header=\"Accept-Encoding=gzip, deflate,
br\"\r\n```\r\n\r\n**Elastic Agent install with proxied download source
and proxied Fleet\r\nServer host:**\r\n```\r\ncurl -L -O
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-8.15.1-darwin-aarch64.tar.gz
--proxy http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate, br\"\r\ntar xzvf
elastic-agent-8.15.1-darwin-aarch64.tar.gz\r\ncd
elastic-agent-8.15.1-darwin-aarch64\r\nsudo ./elastic-agent install
--url=https://localhost:2222 --enrollment-token=REDACTED
--proxy-url=http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate,
br\"\r\n```\r\n```\r\n$ProgressPreference =
'SilentlyContinue'\r\nInvoke-WebRequest -Uri
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-8.15.1-windows-x86_64.zip
-OutFile elastic-agent-8.15.1-windows-x86_64.zip -Proxy
\"http://some-proxy:1111\" -Headers
@{\"Accept-Language\"=\"en-US,en;q=0.5\";\"Accept-Encoding\"=\"gzip,
deflate, br\"}\r\nExpand-Archive
.\\elastic-agent-8.15.1-windows-x86_64.zip -DestinationPath .\r\ncd
elastic-agent-8.15.1-windows-x86_64\r\n.\\elastic-agent.exe install
--url=https://localhost:2222 --enrollment-token=REDACTED
--proxy-url=http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate, br\"\r\n```\r\n\r\n### To-do\r\n- [x]
Unit tests\r\n- [x] API integration tests for enrollment settings
endpoint","sha":"121ff399672673844c5a92996c7a379894abeea8","branchLabelMapping":{"^v9.0.0$":"main","^v8.16.0$":"8.x","^v(\\d+).(\\d+).\\d+$":"$1.$2"}},"sourcePullRequest":{"labels":["release_note:fix","Team:Fleet","v9.0.0","backport:prev-minor"],"number":193922,"url":"https://github.com/elastic/kibana/pull/193922","mergeCommit":{"message":"[UII]
Add proxy args to install snippets (#193922)\n\n##
Summary\r\n\r\nResolves #184222. This PR:\r\n\r\n- Ensures custom agent
binary download source URI is respected where\r\never it appears in
command snippets, for both Fleet Server and Elastic\r\nAgent install
instructions\r\n- If a proxy is associated with the source URI, the
appropriate args are\r\nadded to the commands as well\r\n- For `curl`
commands, these are appended as `--proxy <url>` and\r\n`--proxy-header
\"<key>-<value>\"` (repeated for each header key/value\r\npair)\r\n- For
Windows, these are appended as `-Proxy \"<url>\"` and
`-Headers\r\n@{\"<key1>\"=\"<value1>\"; \"<key2>\"=\"<value2>\"}`\r\n-
Adjusts Fleet Server `./elastic-agent install` instructions so
that:\r\n- `--fleet-server-es` is the value of the data output host set
on that\r\nFleet Server policy (must be ES output)\r\n- If a proxy is
associated with that ES output, the corresponding args\r\nare
appended:\r\n`--proxy-url=<url>` and `--proxy-header \"<key>-<value>\"`
(repeated for\r\neach header key/value pair)\r\n\r\nThe internal API at
`/internal/fleet/settings/enrollment` has new\r\nproperties added to its
response to support this:\r\n```\r\n fleet_server: {\r\n es_output?:
Output;\r\n es_output_proxy?: FleetProxy;\r\n };\r\n
download_source_proxy?: FleetProxy;\r\n```\r\n\r\n##
Examples\r\n\r\n**Fleet Server install with proxied custom download and
proxied ES\r\nhost:**\r\n```\r\ncurl -L -O
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-9.0.0-linux-x86_64.tar.gz
--proxy http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate, br\"\r\ntar xzvf
elastic-agent-9.0.0-linux-x86_64.tar.gz\r\ncd
elastic-agent-9.0.0-linux-x86_64\r\nsudo ./elastic-agent install \\\r\n
--fleet-server-es=http://localhost:9999 \\\r\n
--fleet-server-service-token=REDACTED \\\r\n
--fleet-server-policy=027a180f-2f4a-4dd1-a531-bf1d1d64179f \\\r\n
--fleet-server-port=8220 \\\r\n --proxy-url=http://some-proxy:1111
\\\r\n --proxy-header=\"Accept-Language=en-US,en;q=0.5\" \\\r\n
--proxy-header=\"Accept-Encoding=gzip, deflate,
br\"\r\n```\r\n```\r\n$ProgressPreference =
'SilentlyContinue'\r\nInvoke-WebRequest -Uri
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-9.0.0-windows-x86_64.zip
-OutFile elastic-agent-9.0.0-windows-x86_64.zip -Proxy
\"http://some-proxy:1111\" -Headers
@{\"Accept-Language\"=\"en-US,en;q=0.5\";\"Accept-Encoding\"=\"gzip,
deflate, br\"}\r\nExpand-Archive
.\\elastic-agent-9.0.0-windows-x86_64.zip\r\ncd
elastic-agent-9.0.0-windows-x86_64\r\n.\\elastic-agent.exe install `\r\n
--fleet-server-es=http://localhost:9999 `\r\n
--fleet-server-service-token=REDACTED `\r\n
--fleet-server-policy=027a180f-2f4a-4dd1-a531-bf1d1d64179f `\r\n
--fleet-server-port=8220 `\r\n --proxy-url=http://some-proxy:1111 `\r\n
--proxy-header=\"Accept-Language=en-US,en;q=0.5\" `\r\n
--proxy-header=\"Accept-Encoding=gzip, deflate,
br\"\r\n```\r\n\r\n**Elastic Agent install with proxied download source
and proxied Fleet\r\nServer host:**\r\n```\r\ncurl -L -O
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-8.15.1-darwin-aarch64.tar.gz
--proxy http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate, br\"\r\ntar xzvf
elastic-agent-8.15.1-darwin-aarch64.tar.gz\r\ncd
elastic-agent-8.15.1-darwin-aarch64\r\nsudo ./elastic-agent install
--url=https://localhost:2222 --enrollment-token=REDACTED
--proxy-url=http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate,
br\"\r\n```\r\n```\r\n$ProgressPreference =
'SilentlyContinue'\r\nInvoke-WebRequest -Uri
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-8.15.1-windows-x86_64.zip
-OutFile elastic-agent-8.15.1-windows-x86_64.zip -Proxy
\"http://some-proxy:1111\" -Headers
@{\"Accept-Language\"=\"en-US,en;q=0.5\";\"Accept-Encoding\"=\"gzip,
deflate, br\"}\r\nExpand-Archive
.\\elastic-agent-8.15.1-windows-x86_64.zip -DestinationPath .\r\ncd
elastic-agent-8.15.1-windows-x86_64\r\n.\\elastic-agent.exe install
--url=https://localhost:2222 --enrollment-token=REDACTED
--proxy-url=http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate, br\"\r\n```\r\n\r\n### To-do\r\n- [x]
Unit tests\r\n- [x] API integration tests for enrollment settings
endpoint","sha":"121ff399672673844c5a92996c7a379894abeea8"}},"sourceBranch":"main","suggestedTargetBranches":[],"targetPullRequestStates":[{"branch":"main","label":"v9.0.0","labelRegex":"^v9.0.0$","isSourceBranch":true,"state":"MERGED","url":"https://github.com/elastic/kibana/pull/193922","number":193922,"mergeCommit":{"message":"[UII]
Add proxy args to install snippets (#193922)\n\n##
Summary\r\n\r\nResolves #184222. This PR:\r\n\r\n- Ensures custom agent
binary download source URI is respected where\r\never it appears in
command snippets, for both Fleet Server and Elastic\r\nAgent install
instructions\r\n- If a proxy is associated with the source URI, the
appropriate args are\r\nadded to the commands as well\r\n- For `curl`
commands, these are appended as `--proxy <url>` and\r\n`--proxy-header
\"<key>-<value>\"` (repeated for each header key/value\r\npair)\r\n- For
Windows, these are appended as `-Proxy \"<url>\"` and
`-Headers\r\n@{\"<key1>\"=\"<value1>\"; \"<key2>\"=\"<value2>\"}`\r\n-
Adjusts Fleet Server `./elastic-agent install` instructions so
that:\r\n- `--fleet-server-es` is the value of the data output host set
on that\r\nFleet Server policy (must be ES output)\r\n- If a proxy is
associated with that ES output, the corresponding args\r\nare
appended:\r\n`--proxy-url=<url>` and `--proxy-header \"<key>-<value>\"`
(repeated for\r\neach header key/value pair)\r\n\r\nThe internal API at
`/internal/fleet/settings/enrollment` has new\r\nproperties added to its
response to support this:\r\n```\r\n fleet_server: {\r\n es_output?:
Output;\r\n es_output_proxy?: FleetProxy;\r\n };\r\n
download_source_proxy?: FleetProxy;\r\n```\r\n\r\n##
Examples\r\n\r\n**Fleet Server install with proxied custom download and
proxied ES\r\nhost:**\r\n```\r\ncurl -L -O
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-9.0.0-linux-x86_64.tar.gz
--proxy http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate, br\"\r\ntar xzvf
elastic-agent-9.0.0-linux-x86_64.tar.gz\r\ncd
elastic-agent-9.0.0-linux-x86_64\r\nsudo ./elastic-agent install \\\r\n
--fleet-server-es=http://localhost:9999 \\\r\n
--fleet-server-service-token=REDACTED \\\r\n
--fleet-server-policy=027a180f-2f4a-4dd1-a531-bf1d1d64179f \\\r\n
--fleet-server-port=8220 \\\r\n --proxy-url=http://some-proxy:1111
\\\r\n --proxy-header=\"Accept-Language=en-US,en;q=0.5\" \\\r\n
--proxy-header=\"Accept-Encoding=gzip, deflate,
br\"\r\n```\r\n```\r\n$ProgressPreference =
'SilentlyContinue'\r\nInvoke-WebRequest -Uri
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-9.0.0-windows-x86_64.zip
-OutFile elastic-agent-9.0.0-windows-x86_64.zip -Proxy
\"http://some-proxy:1111\" -Headers
@{\"Accept-Language\"=\"en-US,en;q=0.5\";\"Accept-Encoding\"=\"gzip,
deflate, br\"}\r\nExpand-Archive
.\\elastic-agent-9.0.0-windows-x86_64.zip\r\ncd
elastic-agent-9.0.0-windows-x86_64\r\n.\\elastic-agent.exe install `\r\n
--fleet-server-es=http://localhost:9999 `\r\n
--fleet-server-service-token=REDACTED `\r\n
--fleet-server-policy=027a180f-2f4a-4dd1-a531-bf1d1d64179f `\r\n
--fleet-server-port=8220 `\r\n --proxy-url=http://some-proxy:1111 `\r\n
--proxy-header=\"Accept-Language=en-US,en;q=0.5\" `\r\n
--proxy-header=\"Accept-Encoding=gzip, deflate,
br\"\r\n```\r\n\r\n**Elastic Agent install with proxied download source
and proxied Fleet\r\nServer host:**\r\n```\r\ncurl -L -O
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-8.15.1-darwin-aarch64.tar.gz
--proxy http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate, br\"\r\ntar xzvf
elastic-agent-8.15.1-darwin-aarch64.tar.gz\r\ncd
elastic-agent-8.15.1-darwin-aarch64\r\nsudo ./elastic-agent install
--url=https://localhost:2222 --enrollment-token=REDACTED
--proxy-url=http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate,
br\"\r\n```\r\n```\r\n$ProgressPreference =
'SilentlyContinue'\r\nInvoke-WebRequest -Uri
https://my-agent-binary-source/beats/elastic-agent/elastic-agent-8.15.1-windows-x86_64.zip
-OutFile elastic-agent-8.15.1-windows-x86_64.zip -Proxy
\"http://some-proxy:1111\" -Headers
@{\"Accept-Language\"=\"en-US,en;q=0.5\";\"Accept-Encoding\"=\"gzip,
deflate, br\"}\r\nExpand-Archive
.\\elastic-agent-8.15.1-windows-x86_64.zip -DestinationPath .\r\ncd
elastic-agent-8.15.1-windows-x86_64\r\n.\\elastic-agent.exe install
--url=https://localhost:2222 --enrollment-token=REDACTED
--proxy-url=http://some-proxy:1111 --proxy-header
\"Accept-Language=en-US,en;q=0.5\" --proxy-header
\"Accept-Encoding=gzip, deflate, br\"\r\n```\r\n\r\n### To-do\r\n- [x]
Unit tests\r\n- [x] API integration tests for enrollment settings
endpoint","sha":"121ff399672673844c5a92996c7a379894abeea8"}}]}]
BACKPORT-->
---
 .../fleet_settings_enrollment_response.yaml   |  12 +
 .../fleet/common/types/rest_spec/settings.ts  |  13 +-
 .../steps/install_fleet_server.tsx            |  33 +-
 .../utils/install_command_utils.test.ts       | 695 +++++++++++++++---
 .../utils/install_command_utils.ts            |  86 ++-
 .../install_agent_standalone.tsx              |   2 +-
 .../agent_enrollment_flyout/index.tsx         |  10 +-
 .../steps/compute_steps.tsx                   |  12 +-
 .../agent_enrollment_flyout/types.ts          |   1 +
 .../enrollment_instructions/manual/index.tsx  |  57 +-
 .../standalone/index.tsx                      |  27 +-
 ...use_fleet_server_hosts_for_policy.test.tsx |  52 ++
 .../use_fleet_server_hosts_for_policy.ts      |   8 +-
 .../settings/enrollment_settings_handler.ts   |  37 +-
 .../apis/settings/enrollment.ts               |  45 +-
 .../es_archives/fleet/fleet_server/data.json  |   5 +-
 16 files changed, 907 insertions(+), 188 deletions(-)

diff --git a/x-pack/plugins/fleet/common/openapi/components/schemas/fleet_settings_enrollment_response.yaml b/x-pack/plugins/fleet/common/openapi/components/schemas/fleet_settings_enrollment_response.yaml
index 5c9204e5f35a3..8de00dae5c9ea 100644
--- a/x-pack/plugins/fleet/common/openapi/components/schemas/fleet_settings_enrollment_response.yaml
+++ b/x-pack/plugins/fleet/common/openapi/components/schemas/fleet_settings_enrollment_response.yaml
@@ -23,6 +23,12 @@ properties:
               type: string
             download_source_id:
               type: string
+            space_ids:
+              type: array
+              items:
+                type: string
+            data_output_id:
+              type: string
           required:
             - id
             - name
@@ -33,10 +39,16 @@ properties:
         $ref: ./fleet_server_host.yaml
       host_proxy:
         $ref: ./proxies.yaml
+      es_output:
+        $ref: ./output_create_request_elasticsearch.yaml
+      es_output_proxy:
+        $ref: ./proxies.yaml
     required:
       - agent_policies
       - has_active
   download_source:
     $ref: ./download_sources.yaml
+  download_source_proxy:
+    $ref: ./proxies.yaml
 required:
   - fleet_server
diff --git a/x-pack/plugins/fleet/common/types/rest_spec/settings.ts b/x-pack/plugins/fleet/common/types/rest_spec/settings.ts
index 6961a0254562f..c281b79b4d50c 100644
--- a/x-pack/plugins/fleet/common/types/rest_spec/settings.ts
+++ b/x-pack/plugins/fleet/common/types/rest_spec/settings.ts
@@ -5,7 +5,14 @@
  * 2.0.
  */
 
-import type { Settings, AgentPolicy, FleetServerHost, FleetProxy, DownloadSource } from '../models';
+import type {
+  Settings,
+  AgentPolicy,
+  FleetServerHost,
+  FleetProxy,
+  DownloadSource,
+  Output,
+} from '../models';
 
 export interface GetSettingsResponse {
   item: Settings;
@@ -35,16 +42,20 @@ export type EnrollmentSettingsFleetServerPolicy = Pick<
   | 'fleet_server_host_id'
   | 'download_source_id'
   | 'space_ids'
+  | 'data_output_id'
 >;
 
 export interface GetEnrollmentSettingsResponse {
   fleet_server: {
     policies: EnrollmentSettingsFleetServerPolicy[];
     has_active: boolean;
+    es_output?: Output;
+    es_output_proxy?: FleetProxy;
     host?: FleetServerHost;
     host_proxy?: FleetProxy;
   };
   download_source?: DownloadSource;
+  download_source_proxy?: FleetProxy;
 }
 export interface PutSpaceSettingsRequest {
   body: {
diff --git a/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/steps/install_fleet_server.tsx b/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/steps/install_fleet_server.tsx
index 97edbd849e0ae..a7631deb88b80 100644
--- a/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/steps/install_fleet_server.tsx
+++ b/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/steps/install_fleet_server.tsx
@@ -13,8 +13,8 @@ import { i18n } from '@kbn/i18n';
 import { FormattedMessage } from '@kbn/i18n-react';
 
 import type { PLATFORM_TYPE } from '../../../hooks';
-import { useDefaultDownloadSource } from '../../../hooks';
-import { useStartServices, useDefaultOutput, useKibanaVersion } from '../../../hooks';
+import { useFleetServerHostsForPolicy } from '../../../hooks';
+import { useStartServices, useKibanaVersion } from '../../../hooks';
 
 import { PlatformSelector } from '../..';
 
@@ -61,24 +61,31 @@ const InstallFleetServerStepContent: React.FunctionComponent<{
 }> = ({ serviceToken, fleetServerHost, fleetServerPolicyId, deploymentMode }) => {
   const { docLinks } = useStartServices();
   const kibanaVersion = useKibanaVersion();
-  const { output } = useDefaultOutput();
-  const { downloadSource } = useDefaultDownloadSource();
 
-  const commandOutput = output?.type === 'elasticsearch' ? output : undefined;
+  const { esOutput, esOutputProxy, downloadSource, downloadSourceProxy } =
+    useFleetServerHostsForPolicy(
+      fleetServerPolicyId
+        ? {
+            id: fleetServerPolicyId,
+          }
+        : null
+    );
 
   const installCommands = (['linux', 'mac', 'windows', 'deb', 'rpm'] as PLATFORM_TYPE[]).reduce(
     (acc, platform) => {
-      acc[platform] = getInstallCommandForPlatform(
+      acc[platform] = getInstallCommandForPlatform({
         platform,
-        commandOutput?.hosts?.[0] ?? '<ELASTICSEARCH_HOST>',
-        serviceToken ?? '',
-        fleetServerPolicyId,
+        esOutputHost: esOutput?.hosts?.[0] ?? '<ELASTICSEARCH_HOST>',
+        esOutputProxy,
+        serviceToken: serviceToken ?? '',
+        policyId: fleetServerPolicyId,
         fleetServerHost,
-        deploymentMode === 'production',
-        commandOutput?.ca_trusted_fingerprint ?? undefined,
+        isProductionDeployment: deploymentMode === 'production',
+        sslCATrustedFingerprint: esOutput?.ca_trusted_fingerprint ?? undefined,
         kibanaVersion,
-        downloadSource
-      );
+        downloadSource,
+        downloadSourceProxy,
+      });
 
       return acc;
     },
diff --git a/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/utils/install_command_utils.test.ts b/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/utils/install_command_utils.test.ts
index 21a2cc53257f7..c86811da2fde7 100644
--- a/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/utils/install_command_utils.test.ts
+++ b/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/utils/install_command_utils.test.ts
@@ -10,11 +10,11 @@ import { getInstallCommandForPlatform } from './install_command_utils';
 describe('getInstallCommandForPlatform', () => {
   describe('without policy id', () => {
     it('should return the correct command if the the policyId is not set for linux', () => {
-      const res = getInstallCommandForPlatform(
-        'linux',
-        'http://elasticsearch:9200',
-        'service-token-1'
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'linux',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--linux-x86_64.tar.gz
@@ -28,11 +28,11 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is not set for mac', () => {
-      const res = getInstallCommandForPlatform(
-        'mac',
-        'http://elasticsearch:9200',
-        'service-token-1'
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'mac',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--darwin-aarch64.tar.gz
@@ -46,11 +46,11 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is not set for windows', () => {
-      const res = getInstallCommandForPlatform(
-        'windows',
-        'http://elasticsearch:9200',
-        'service-token-1'
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'windows',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "$ProgressPreference = 'SilentlyContinue'
@@ -65,11 +65,11 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is not set for rpm', () => {
-      const res = getInstallCommandForPlatform(
-        'rpm',
-        'http://elasticsearch:9200',
-        'service-token-1'
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'rpm',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--x86_64.rpm
@@ -84,11 +84,11 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is not set for deb', () => {
-      const res = getInstallCommandForPlatform(
-        'deb',
-        'http://elasticsearch:9200',
-        'service-token-1'
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'deb',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--amd64.deb
@@ -103,15 +103,12 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command sslCATrustedFingerprint option is passed', () => {
-      const res = getInstallCommandForPlatform(
-        'linux',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        undefined,
-        undefined,
-        false,
-        'fingerprint123456'
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'linux',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        sslCATrustedFingerprint: 'fingerprint123456',
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--linux-x86_64.tar.gz
@@ -128,12 +125,12 @@ describe('getInstallCommandForPlatform', () => {
 
   describe('with policy id', () => {
     it('should return the correct command if the the policyId is set for linux', () => {
-      const res = getInstallCommandForPlatform(
-        'linux',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        'policy-1'
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'linux',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--linux-x86_64.tar.gz
@@ -148,12 +145,12 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is set for mac', () => {
-      const res = getInstallCommandForPlatform(
-        'mac',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        'policy-1'
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'mac',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--darwin-aarch64.tar.gz
@@ -168,12 +165,12 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is set for windows', () => {
-      const res = getInstallCommandForPlatform(
-        'windows',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        'policy-1'
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'windows',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "$ProgressPreference = 'SilentlyContinue'
@@ -189,12 +186,12 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is set for rpm', () => {
-      const res = getInstallCommandForPlatform(
-        'rpm',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        'policy-1'
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'rpm',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--x86_64.rpm
@@ -210,12 +207,12 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is set for deb', () => {
-      const res = getInstallCommandForPlatform(
-        'deb',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        'policy-1'
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'deb',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--amd64.deb
@@ -233,22 +230,18 @@ describe('getInstallCommandForPlatform', () => {
 
   describe('with policy id and downloadSource', () => {
     it('should return the correct command if the the policyId is set for linux', () => {
-      const res = getInstallCommandForPlatform(
-        'linux',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        'policy-1',
-        undefined,
-        undefined,
-        undefined,
-        undefined,
-        {
+      const res = getInstallCommandForPlatform({
+        platform: 'linux',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        downloadSource: {
           id: 'test',
           name: 'test',
           is_default: false,
           host: 'https://test.fr/8.12.0-test/',
-        }
-      );
+        },
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://test.fr/8.12.0-test/beats/elastic-agent/elastic-agent--linux-x86_64.tar.gz
@@ -265,14 +258,14 @@ describe('getInstallCommandForPlatform', () => {
 
   describe('with policy id and fleet server host and production deployment', () => {
     it('should return the correct command if the the policyId is set for linux', () => {
-      const res = getInstallCommandForPlatform(
-        'linux',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        'policy-1',
-        'http://fleetserver:8220',
-        true
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'linux',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        isProductionDeployment: true,
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--linux-x86_64.tar.gz
@@ -291,14 +284,14 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is set for mac', () => {
-      const res = getInstallCommandForPlatform(
-        'mac',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        'policy-1',
-        'http://fleetserver:8220',
-        true
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'mac',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        isProductionDeployment: true,
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--darwin-aarch64.tar.gz
@@ -317,14 +310,14 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is set for windows', () => {
-      const res = getInstallCommandForPlatform(
-        'windows',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        'policy-1',
-        'http://fleetserver:8220',
-        true
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'windows',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        isProductionDeployment: true,
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "$ProgressPreference = 'SilentlyContinue'
@@ -344,14 +337,14 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is set for rpm', () => {
-      const res = getInstallCommandForPlatform(
-        'rpm',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        'policy-1',
-        'http://fleetserver:8220',
-        true
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'rpm',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        isProductionDeployment: true,
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--x86_64.rpm
@@ -371,14 +364,14 @@ describe('getInstallCommandForPlatform', () => {
     });
 
     it('should return the correct command if the the policyId is set for deb', () => {
-      const res = getInstallCommandForPlatform(
-        'deb',
-        'http://elasticsearch:9200',
-        'service-token-1',
-        'policy-1',
-        'http://fleetserver:8220',
-        true
-      );
+      const res = getInstallCommandForPlatform({
+        platform: 'deb',
+        esOutputHost: 'http://elasticsearch:9200',
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        isProductionDeployment: true,
+      });
 
       expect(res).toMatchInlineSnapshot(`
         "curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent--amd64.deb
@@ -397,4 +390,474 @@ describe('getInstallCommandForPlatform', () => {
       `);
     });
   });
+
+  describe('with simple proxy settings', () => {
+    it('should return the correct command if proxies are set for linux', () => {
+      const res = getInstallCommandForPlatform({
+        platform: 'linux',
+        esOutputHost: 'http://elasticsearch:9200',
+        esOutputProxy: {
+          id: 'es-proxy',
+          name: 'es-proxy',
+          url: 'http://es-proxy:1111',
+          is_preconfigured: false,
+        },
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        downloadSource: {
+          id: 'download-src',
+          name: 'download-src',
+          host: 'https://download-src/8.12.0-test/',
+          is_default: false,
+          proxy_id: 'download-proxy',
+        },
+        downloadSourceProxy: {
+          id: 'download-src-proxy',
+          name: 'download-src-proxy',
+          url: 'http://download-src-proxy:2222',
+          is_preconfigured: false,
+        },
+      });
+
+      expect(res).toMatchInlineSnapshot(`
+        "curl -L -O https://download-src/8.12.0-test/beats/elastic-agent/elastic-agent--linux-x86_64.tar.gz --proxy http://download-src-proxy:2222
+        tar xzvf elastic-agent--linux-x86_64.tar.gz
+        cd elastic-agent--linux-x86_64
+        sudo ./elastic-agent install \\\\
+          --fleet-server-es=http://elasticsearch:9200 \\\\
+          --fleet-server-service-token=service-token-1 \\\\
+          --fleet-server-policy=policy-1 \\\\
+          --fleet-server-port=8220 \\\\
+          --proxy-url=http://es-proxy:1111"
+      `);
+    });
+
+    it('should return the correct command if proxies are set for mac', () => {
+      const res = getInstallCommandForPlatform({
+        platform: 'mac',
+        esOutputHost: 'http://elasticsearch:9200',
+        esOutputProxy: {
+          id: 'es-proxy',
+          name: 'es-proxy',
+          url: 'http://es-proxy:1111',
+          is_preconfigured: false,
+        },
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        downloadSource: {
+          id: 'download-src',
+          name: 'download-src',
+          host: 'https://download-src/8.12.0-test/',
+          is_default: false,
+          proxy_id: 'download-proxy',
+        },
+        downloadSourceProxy: {
+          id: 'download-src-proxy',
+          name: 'download-src-proxy',
+          url: 'http://download-src-proxy:2222',
+          is_preconfigured: false,
+        },
+      });
+
+      expect(res).toMatchInlineSnapshot(`
+        "curl -L -O https://download-src/8.12.0-test/beats/elastic-agent/elastic-agent--darwin-aarch64.tar.gz --proxy http://download-src-proxy:2222
+        tar xzvf elastic-agent--darwin-aarch64.tar.gz
+        cd elastic-agent--darwin-aarch64
+        sudo ./elastic-agent install \\\\
+          --fleet-server-es=http://elasticsearch:9200 \\\\
+          --fleet-server-service-token=service-token-1 \\\\
+          --fleet-server-policy=policy-1 \\\\
+          --fleet-server-port=8220 \\\\
+          --proxy-url=http://es-proxy:1111"
+      `);
+    });
+
+    it('should return the correct command if proxies are set for windows', () => {
+      const res = getInstallCommandForPlatform({
+        platform: 'windows',
+        esOutputHost: 'http://elasticsearch:9200',
+        esOutputProxy: {
+          id: 'es-proxy',
+          name: 'es-proxy',
+          url: 'http://es-proxy:1111',
+          is_preconfigured: false,
+        },
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        downloadSource: {
+          id: 'download-src',
+          name: 'download-src',
+          host: 'https://download-src/8.12.0-test/',
+          is_default: false,
+          proxy_id: 'download-proxy',
+        },
+        downloadSourceProxy: {
+          id: 'download-src-proxy',
+          name: 'download-src-proxy',
+          url: 'http://download-src-proxy:2222',
+          is_preconfigured: false,
+        },
+      });
+
+      expect(res).toMatchInlineSnapshot(`
+        "$ProgressPreference = 'SilentlyContinue'
+        Invoke-WebRequest -Uri https://download-src/8.12.0-test/beats/elastic-agent/elastic-agent--windows-x86_64.zip -OutFile elastic-agent--windows-x86_64.zip -Proxy \\"http://download-src-proxy:2222\\"
+        Expand-Archive .\\\\elastic-agent--windows-x86_64.zip
+        cd elastic-agent--windows-x86_64
+        .\\\\elastic-agent.exe install \`
+          --fleet-server-es=http://elasticsearch:9200 \`
+          --fleet-server-service-token=service-token-1 \`
+          --fleet-server-policy=policy-1 \`
+          --fleet-server-port=8220 \`
+          --proxy-url=http://es-proxy:1111"
+      `);
+    });
+
+    it('should return the correct command if proxies are set for rpm', () => {
+      const res = getInstallCommandForPlatform({
+        platform: 'rpm',
+        esOutputHost: 'http://elasticsearch:9200',
+        esOutputProxy: {
+          id: 'es-proxy',
+          name: 'es-proxy',
+          url: 'http://es-proxy:1111',
+          is_preconfigured: false,
+        },
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        downloadSource: {
+          id: 'download-src',
+          name: 'download-src',
+          host: 'https://download-src/8.12.0-test/',
+          is_default: false,
+          proxy_id: 'download-proxy',
+        },
+        downloadSourceProxy: {
+          id: 'download-src-proxy',
+          name: 'download-src-proxy',
+          url: 'http://download-src-proxy:2222',
+          is_preconfigured: false,
+        },
+      });
+
+      expect(res).toMatchInlineSnapshot(`
+        "curl -L -O https://download-src/8.12.0-test/beats/elastic-agent/elastic-agent--x86_64.rpm --proxy http://download-src-proxy:2222
+        sudo rpm -vi elastic-agent--x86_64.rpm
+        sudo elastic-agent enroll \\\\
+          --fleet-server-es=http://elasticsearch:9200 \\\\
+          --fleet-server-service-token=service-token-1 \\\\
+          --fleet-server-policy=policy-1 \\\\
+          --fleet-server-port=8220 \\\\
+          --proxy-url=http://es-proxy:1111
+        sudo systemctl enable elastic-agent
+        sudo systemctl start elastic-agent"
+      `);
+    });
+
+    it('should return the correct command if proxies are set for deb', () => {
+      const res = getInstallCommandForPlatform({
+        platform: 'deb',
+        esOutputHost: 'http://elasticsearch:9200',
+        esOutputProxy: {
+          id: 'es-proxy',
+          name: 'es-proxy',
+          url: 'http://es-proxy:1111',
+          is_preconfigured: false,
+        },
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        downloadSource: {
+          id: 'download-src',
+          name: 'download-src',
+          host: 'https://download-src/8.12.0-test/',
+          is_default: false,
+          proxy_id: 'download-proxy',
+        },
+        downloadSourceProxy: {
+          id: 'download-src-proxy',
+          name: 'download-src-proxy',
+          url: 'http://download-src-proxy:2222',
+          is_preconfigured: false,
+        },
+      });
+
+      expect(res).toMatchInlineSnapshot(`
+        "curl -L -O https://download-src/8.12.0-test/beats/elastic-agent/elastic-agent--amd64.deb --proxy http://download-src-proxy:2222
+        sudo dpkg -i elastic-agent--amd64.deb
+        sudo elastic-agent enroll \\\\
+          --fleet-server-es=http://elasticsearch:9200 \\\\
+          --fleet-server-service-token=service-token-1 \\\\
+          --fleet-server-policy=policy-1 \\\\
+          --fleet-server-port=8220 \\\\
+          --proxy-url=http://es-proxy:1111
+        sudo systemctl enable elastic-agent
+        sudo systemctl start elastic-agent"
+      `);
+    });
+  });
+
+  describe('with full proxy settings', () => {
+    it('should return the correct command if proxies are set for linux', () => {
+      const res = getInstallCommandForPlatform({
+        platform: 'linux',
+        esOutputHost: 'http://elasticsearch:9200',
+        esOutputProxy: {
+          id: 'es-proxy',
+          name: 'es-proxy',
+          url: 'http://es-proxy:1111',
+          proxy_headers: {
+            'X-Forwarded-For': 'forwarded-value',
+            'test-header': 'test-value',
+          },
+          is_preconfigured: false,
+        },
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        downloadSource: {
+          id: 'download-src',
+          name: 'download-src',
+          host: 'https://download-src/8.12.0-test/',
+          is_default: false,
+          proxy_id: 'download-proxy',
+        },
+        downloadSourceProxy: {
+          id: 'download-src-proxy',
+          name: 'download-src-proxy',
+          url: 'http://download-src-proxy:2222',
+          proxy_headers: {
+            'Accept-Language': 'en-US,en;q=0.5',
+            'second-header': 'second-value',
+          },
+          is_preconfigured: false,
+        },
+      });
+
+      expect(res).toMatchInlineSnapshot(`
+        "curl -L -O https://download-src/8.12.0-test/beats/elastic-agent/elastic-agent--linux-x86_64.tar.gz --proxy http://download-src-proxy:2222 --proxy-header \\"Accept-Language=en-US,en;q=0.5\\" --proxy-header \\"second-header=second-value\\"
+        tar xzvf elastic-agent--linux-x86_64.tar.gz
+        cd elastic-agent--linux-x86_64
+        sudo ./elastic-agent install \\\\
+          --fleet-server-es=http://elasticsearch:9200 \\\\
+          --fleet-server-service-token=service-token-1 \\\\
+          --fleet-server-policy=policy-1 \\\\
+          --fleet-server-port=8220 \\\\
+          --proxy-url=http://es-proxy:1111 \\\\
+          --proxy-header=\\"X-Forwarded-For=forwarded-value\\" \\\\
+          --proxy-header=\\"test-header=test-value\\""
+      `);
+    });
+
+    it('should return the correct command if proxies are set for mac', () => {
+      const res = getInstallCommandForPlatform({
+        platform: 'mac',
+        esOutputHost: 'http://elasticsearch:9200',
+        esOutputProxy: {
+          id: 'es-proxy',
+          name: 'es-proxy',
+          url: 'http://es-proxy:1111',
+          proxy_headers: {
+            'X-Forwarded-For': 'forwarded-value',
+            'test-header': 'test-value',
+          },
+          is_preconfigured: false,
+        },
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        downloadSource: {
+          id: 'download-src',
+          name: 'download-src',
+          host: 'https://download-src/8.12.0-test/',
+          is_default: false,
+          proxy_id: 'download-proxy',
+        },
+        downloadSourceProxy: {
+          id: 'download-src-proxy',
+          name: 'download-src-proxy',
+          url: 'http://download-src-proxy:2222',
+          proxy_headers: {
+            'Accept-Language': 'en-US,en;q=0.5',
+            'second-header': 'second-value',
+          },
+          is_preconfigured: false,
+        },
+      });
+
+      expect(res).toMatchInlineSnapshot(`
+        "curl -L -O https://download-src/8.12.0-test/beats/elastic-agent/elastic-agent--darwin-aarch64.tar.gz --proxy http://download-src-proxy:2222 --proxy-header \\"Accept-Language=en-US,en;q=0.5\\" --proxy-header \\"second-header=second-value\\"
+        tar xzvf elastic-agent--darwin-aarch64.tar.gz
+        cd elastic-agent--darwin-aarch64
+        sudo ./elastic-agent install \\\\
+          --fleet-server-es=http://elasticsearch:9200 \\\\
+          --fleet-server-service-token=service-token-1 \\\\
+          --fleet-server-policy=policy-1 \\\\
+          --fleet-server-port=8220 \\\\
+          --proxy-url=http://es-proxy:1111 \\\\
+          --proxy-header=\\"X-Forwarded-For=forwarded-value\\" \\\\
+          --proxy-header=\\"test-header=test-value\\""
+      `);
+    });
+
+    it('should return the correct command if proxies are set for windows', () => {
+      const res = getInstallCommandForPlatform({
+        platform: 'windows',
+        esOutputHost: 'http://elasticsearch:9200',
+        esOutputProxy: {
+          id: 'es-proxy',
+          name: 'es-proxy',
+          url: 'http://es-proxy:1111',
+          proxy_headers: {
+            'X-Forwarded-For': 'forwarded-value',
+            'test-header': 'test-value',
+          },
+          is_preconfigured: false,
+        },
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        downloadSource: {
+          id: 'download-src',
+          name: 'download-src',
+          host: 'https://download-src/8.12.0-test/',
+          is_default: false,
+          proxy_id: 'download-proxy',
+        },
+        downloadSourceProxy: {
+          id: 'download-src-proxy',
+          name: 'download-src-proxy',
+          url: 'http://download-src-proxy:2222',
+          proxy_headers: {
+            'Accept-Language': 'en-US,en;q=0.5',
+            'second-header': 'second-value',
+          },
+          is_preconfigured: false,
+        },
+      });
+
+      expect(res).toMatchInlineSnapshot(`
+        "$ProgressPreference = 'SilentlyContinue'
+        Invoke-WebRequest -Uri https://download-src/8.12.0-test/beats/elastic-agent/elastic-agent--windows-x86_64.zip -OutFile elastic-agent--windows-x86_64.zip -Proxy \\"http://download-src-proxy:2222\\" -Headers @{\\"Accept-Language\\"=\\"en-US,en;q=0.5\\"; \\"second-header\\"=\\"second-value\\"}
+        Expand-Archive .\\\\elastic-agent--windows-x86_64.zip
+        cd elastic-agent--windows-x86_64
+        .\\\\elastic-agent.exe install \`
+          --fleet-server-es=http://elasticsearch:9200 \`
+          --fleet-server-service-token=service-token-1 \`
+          --fleet-server-policy=policy-1 \`
+          --fleet-server-port=8220 \`
+          --proxy-url=http://es-proxy:1111 \`
+          --proxy-header=\\"X-Forwarded-For=forwarded-value\\" \`
+          --proxy-header=\\"test-header=test-value\\""
+      `);
+    });
+
+    it('should return the correct command if proxies are set for rpm', () => {
+      const res = getInstallCommandForPlatform({
+        platform: 'rpm',
+        esOutputHost: 'http://elasticsearch:9200',
+        esOutputProxy: {
+          id: 'es-proxy',
+          name: 'es-proxy',
+          url: 'http://es-proxy:1111',
+          proxy_headers: {
+            'X-Forwarded-For': 'forwarded-value',
+            'test-header': 'test-value',
+          },
+          is_preconfigured: false,
+        },
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        downloadSource: {
+          id: 'download-src',
+          name: 'download-src',
+          host: 'https://download-src/8.12.0-test/',
+          is_default: false,
+          proxy_id: 'download-proxy',
+        },
+        downloadSourceProxy: {
+          id: 'download-src-proxy',
+          name: 'download-src-proxy',
+          url: 'http://download-src-proxy:2222',
+          proxy_headers: {
+            'Accept-Language': 'en-US,en;q=0.5',
+            'second-header': 'second-value',
+          },
+          is_preconfigured: false,
+        },
+      });
+
+      expect(res).toMatchInlineSnapshot(`
+        "curl -L -O https://download-src/8.12.0-test/beats/elastic-agent/elastic-agent--x86_64.rpm --proxy http://download-src-proxy:2222 --proxy-header \\"Accept-Language=en-US,en;q=0.5\\" --proxy-header \\"second-header=second-value\\"
+        sudo rpm -vi elastic-agent--x86_64.rpm
+        sudo elastic-agent enroll \\\\
+          --fleet-server-es=http://elasticsearch:9200 \\\\
+          --fleet-server-service-token=service-token-1 \\\\
+          --fleet-server-policy=policy-1 \\\\
+          --fleet-server-port=8220 \\\\
+          --proxy-url=http://es-proxy:1111 \\\\
+          --proxy-header=\\"X-Forwarded-For=forwarded-value\\" \\\\
+          --proxy-header=\\"test-header=test-value\\"
+        sudo systemctl enable elastic-agent
+        sudo systemctl start elastic-agent"
+      `);
+    });
+
+    it('should return the correct command if proxies are set for deb', () => {
+      const res = getInstallCommandForPlatform({
+        platform: 'deb',
+        esOutputHost: 'http://elasticsearch:9200',
+        esOutputProxy: {
+          id: 'es-proxy',
+          name: 'es-proxy',
+          url: 'http://es-proxy:1111',
+          proxy_headers: {
+            'X-Forwarded-For': 'forwarded-value',
+            'test-header': 'test-value',
+          },
+          is_preconfigured: false,
+        },
+        serviceToken: 'service-token-1',
+        policyId: 'policy-1',
+        fleetServerHost: 'http://fleetserver:8220',
+        downloadSource: {
+          id: 'download-src',
+          name: 'download-src',
+          host: 'https://download-src/8.12.0-test/',
+          is_default: false,
+          proxy_id: 'download-proxy',
+        },
+        downloadSourceProxy: {
+          id: 'download-src-proxy',
+          name: 'download-src-proxy',
+          url: 'http://download-src-proxy:2222',
+          proxy_headers: {
+            'Accept-Language': 'en-US,en;q=0.5',
+            'second-header': 'second-value',
+          },
+          is_preconfigured: false,
+        },
+      });
+
+      expect(res).toMatchInlineSnapshot(`
+        "curl -L -O https://download-src/8.12.0-test/beats/elastic-agent/elastic-agent--amd64.deb --proxy http://download-src-proxy:2222 --proxy-header \\"Accept-Language=en-US,en;q=0.5\\" --proxy-header \\"second-header=second-value\\"
+        sudo dpkg -i elastic-agent--amd64.deb
+        sudo elastic-agent enroll \\\\
+          --fleet-server-es=http://elasticsearch:9200 \\\\
+          --fleet-server-service-token=service-token-1 \\\\
+          --fleet-server-policy=policy-1 \\\\
+          --fleet-server-port=8220 \\\\
+          --proxy-url=http://es-proxy:1111 \\\\
+          --proxy-header=\\"X-Forwarded-For=forwarded-value\\" \\\\
+          --proxy-header=\\"test-header=test-value\\"
+        sudo systemctl enable elastic-agent
+        sudo systemctl start elastic-agent"
+      `);
+    });
+  });
 });
diff --git a/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/utils/install_command_utils.ts b/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/utils/install_command_utils.ts
index 79809b94470e4..5656e49de4bc9 100644
--- a/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/utils/install_command_utils.ts
+++ b/x-pack/plugins/fleet/public/applications/fleet/components/fleet_server_instructions/utils/install_command_utils.ts
@@ -5,7 +5,11 @@
  * 2.0.
  */
 
-import type { DownloadSource } from '../../../../../../common/types';
+import type { DownloadSource, FleetProxy } from '../../../../../../common/types';
+import {
+  getDownloadBaseUrl,
+  getDownloadSourceProxyArgs,
+} from '../../../../../components/enrollment_instructions/manual';
 import type { PLATFORM_TYPE } from '../../../hooks';
 
 export type CommandsByPlatform = {
@@ -15,27 +19,31 @@ export type CommandsByPlatform = {
 function getArtifact(
   platform: PLATFORM_TYPE,
   kibanaVersion: string,
-  downloadSource?: DownloadSource
+  downloadSource?: DownloadSource,
+  downloadSourceProxy?: FleetProxy
 ) {
-  const ARTIFACT_BASE_URL = `${
-    downloadSource
-      ? downloadSource.host.endsWith('/')
-        ? downloadSource.host.substring(0, downloadSource.host.length - 1)
-        : downloadSource.host
-      : 'https://artifacts.elastic.co/downloads'
-  }/beats/elastic-agent`;
+  const ARTIFACT_BASE_URL = `${getDownloadBaseUrl(downloadSource)}/beats/elastic-agent`;
+  const { windows: windowsDownloadSourceProxyArgs, curl: curlDownloadSourceProxyArgs } =
+    getDownloadSourceProxyArgs(downloadSourceProxy);
+
+  const appendWindowsDownloadSourceProxyArgs = windowsDownloadSourceProxyArgs
+    ? ` ${windowsDownloadSourceProxyArgs}`
+    : '';
+  const appendCurlDownloadSourceProxyArgs = curlDownloadSourceProxyArgs
+    ? ` ${curlDownloadSourceProxyArgs}`
+    : '';
 
   const artifactMap: Record<PLATFORM_TYPE, { downloadCommand: string }> = {
     linux: {
       downloadCommand: [
-        `curl -L -O ${ARTIFACT_BASE_URL}/elastic-agent-${kibanaVersion}-linux-x86_64.tar.gz`,
+        `curl -L -O ${ARTIFACT_BASE_URL}/elastic-agent-${kibanaVersion}-linux-x86_64.tar.gz${appendCurlDownloadSourceProxyArgs}`,
         `tar xzvf elastic-agent-${kibanaVersion}-linux-x86_64.tar.gz`,
         `cd elastic-agent-${kibanaVersion}-linux-x86_64`,
       ].join(`\n`),
     },
     mac: {
       downloadCommand: [
-        `curl -L -O ${ARTIFACT_BASE_URL}/elastic-agent-${kibanaVersion}-darwin-aarch64.tar.gz`,
+        `curl -L -O ${ARTIFACT_BASE_URL}/elastic-agent-${kibanaVersion}-darwin-aarch64.tar.gz${appendCurlDownloadSourceProxyArgs}`,
         `tar xzvf elastic-agent-${kibanaVersion}-darwin-aarch64.tar.gz`,
         `cd elastic-agent-${kibanaVersion}-darwin-aarch64`,
       ].join(`\n`),
@@ -43,20 +51,20 @@ function getArtifact(
     windows: {
       downloadCommand: [
         `$ProgressPreference = 'SilentlyContinue'`,
-        `Invoke-WebRequest -Uri https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent-${kibanaVersion}-windows-x86_64.zip -OutFile elastic-agent-${kibanaVersion}-windows-x86_64.zip`,
+        `Invoke-WebRequest -Uri ${ARTIFACT_BASE_URL}/elastic-agent-${kibanaVersion}-windows-x86_64.zip -OutFile elastic-agent-${kibanaVersion}-windows-x86_64.zip${appendWindowsDownloadSourceProxyArgs}`,
         `Expand-Archive .\\elastic-agent-${kibanaVersion}-windows-x86_64.zip`,
         `cd elastic-agent-${kibanaVersion}-windows-x86_64`,
       ].join(`\n`),
     },
     deb: {
       downloadCommand: [
-        `curl -L -O ${ARTIFACT_BASE_URL}/elastic-agent-${kibanaVersion}-amd64.deb`,
+        `curl -L -O ${ARTIFACT_BASE_URL}/elastic-agent-${kibanaVersion}-amd64.deb${appendCurlDownloadSourceProxyArgs}`,
         `sudo dpkg -i elastic-agent-${kibanaVersion}-amd64.deb`,
       ].join(`\n`),
     },
     rpm: {
       downloadCommand: [
-        `curl -L -O ${ARTIFACT_BASE_URL}/elastic-agent-${kibanaVersion}-x86_64.rpm`,
+        `curl -L -O ${ARTIFACT_BASE_URL}/elastic-agent-${kibanaVersion}-x86_64.rpm${appendCurlDownloadSourceProxyArgs}`,
         `sudo rpm -vi elastic-agent-${kibanaVersion}-x86_64.rpm`,
       ].join(`\n`),
     },
@@ -68,20 +76,34 @@ function getArtifact(
   return artifactMap[platform];
 }
 
-export function getInstallCommandForPlatform(
-  platform: PLATFORM_TYPE,
-  esHost: string,
-  serviceToken: string,
-  policyId?: string,
-  fleetServerHost?: string,
-  isProductionDeployment?: boolean,
-  sslCATrustedFingerprint?: string,
-  kibanaVersion?: string,
-  downloadSource?: DownloadSource
-): string {
+export function getInstallCommandForPlatform({
+  platform,
+  esOutputHost,
+  esOutputProxy,
+  serviceToken,
+  policyId,
+  fleetServerHost,
+  isProductionDeployment,
+  sslCATrustedFingerprint,
+  kibanaVersion,
+  downloadSource,
+  downloadSourceProxy,
+}: {
+  platform: PLATFORM_TYPE;
+  esOutputHost: string;
+  esOutputProxy?: FleetProxy | undefined;
+  serviceToken: string;
+  policyId?: string;
+  fleetServerHost?: string;
+  isProductionDeployment?: boolean;
+  sslCATrustedFingerprint?: string;
+  kibanaVersion?: string;
+  downloadSource?: DownloadSource;
+  downloadSourceProxy?: FleetProxy;
+}): string {
   const newLineSeparator = platform === 'windows' ? '`\n' : '\\\n';
 
-  const artifact = getArtifact(platform, kibanaVersion ?? '', downloadSource);
+  const artifact = getArtifact(platform, kibanaVersion ?? '', downloadSource, downloadSourceProxy);
 
   const commandArguments = [];
 
@@ -89,7 +111,7 @@ export function getInstallCommandForPlatform(
     commandArguments.push(['url', fleetServerHost]);
   }
 
-  commandArguments.push(['fleet-server-es', esHost]);
+  commandArguments.push(['fleet-server-es', esOutputHost]);
   commandArguments.push(['fleet-server-service-token', serviceToken]);
   if (policyId) {
     commandArguments.push(['fleet-server-policy', policyId]);
@@ -110,7 +132,15 @@ export function getInstallCommandForPlatform(
 
   commandArguments.push(['fleet-server-port', '8220']);
 
-  const commandArgumentsStr = commandArguments
+  const enrollmentProxyArgs = [];
+  if (esOutputProxy) {
+    enrollmentProxyArgs.push(['proxy-url', esOutputProxy.url]);
+    Object.entries(esOutputProxy.proxy_headers || []).forEach(([key, value]) => {
+      enrollmentProxyArgs.push(['proxy-header', `"${key}=${value}"`]);
+    });
+  }
+
+  const commandArgumentsStr = [...commandArguments, ...enrollmentProxyArgs]
     .reduce((acc, [key, val]) => {
       if (acc === '' && key === 'url') {
         return `--${key}=${val}`;
diff --git a/x-pack/plugins/fleet/public/applications/fleet/sections/agent_policy/create_package_policy_page/multi_page_layout/components/page_steps/install_agent/install_agent_standalone.tsx b/x-pack/plugins/fleet/public/applications/fleet/sections/agent_policy/create_package_policy_page/multi_page_layout/components/page_steps/install_agent/install_agent_standalone.tsx
index 0b9a6f6e85830..2802ac1319b15 100644
--- a/x-pack/plugins/fleet/public/applications/fleet/sections/agent_policy/create_package_policy_page/multi_page_layout/components/page_steps/install_agent/install_agent_standalone.tsx
+++ b/x-pack/plugins/fleet/public/applications/fleet/sections/agent_policy/create_package_policy_page/multi_page_layout/components/page_steps/install_agent/install_agent_standalone.tsx
@@ -52,7 +52,7 @@ export const InstallElasticAgentStandalonePageStep: React.FC<InstallAgentPagePro
     );
   }
 
-  const installManagedCommands = StandaloneInstructions(kibanaVersion);
+  const installManagedCommands = StandaloneInstructions({ agentVersion: kibanaVersion });
 
   const steps = [
     ConfigureStandaloneAgentStep({
diff --git a/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/index.tsx b/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/index.tsx
index 1b4e6565efc01..5ccdf37951703 100644
--- a/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/index.tsx
+++ b/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/index.tsx
@@ -77,8 +77,13 @@ export const AgentEnrollmentFlyout: React.FunctionComponent<FlyOutProps> = ({
 
   const { agentPolicyWithPackagePolicies } = useAgentPolicyWithPackagePolicies(selectedPolicyId);
 
-  const { fleetServerHost, fleetProxy, downloadSource, isLoadingInitialRequest } =
-    useFleetServerHostsForPolicy(agentPolicyWithPackagePolicies);
+  const {
+    fleetServerHost,
+    fleetProxy,
+    downloadSource,
+    isLoadingInitialRequest,
+    downloadSourceProxy,
+  } = useFleetServerHostsForPolicy(agentPolicyWithPackagePolicies);
 
   const selectedPolicy = agentPolicyWithPackagePolicies
     ? agentPolicyWithPackagePolicies
@@ -196,6 +201,7 @@ export const AgentEnrollmentFlyout: React.FunctionComponent<FlyOutProps> = ({
             fleetServerHost={fleetServerHost}
             fleetProxy={fleetProxy}
             downloadSource={downloadSource}
+            downloadSourceProxy={downloadSourceProxy}
             setSelectedPolicyId={setSelectedPolicyId}
             agentPolicy={agentPolicy}
             selectedPolicy={selectedPolicy}
diff --git a/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/steps/compute_steps.tsx b/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/steps/compute_steps.tsx
index ea31b163fb368..660aafa339b47 100644
--- a/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/steps/compute_steps.tsx
+++ b/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/steps/compute_steps.tsx
@@ -53,6 +53,8 @@ export const StandaloneSteps: React.FunctionComponent<InstructionProps> = ({
   setSelectedAPIKeyId,
   isK8s,
   cloudSecurityIntegration,
+  downloadSource,
+  downloadSourceProxy,
 }) => {
   const { yaml, onCreateApiKey, isCreatingApiKey, apiKey, downloadYaml } = useFetchFullPolicy(
     selectedPolicy,
@@ -62,7 +64,11 @@ export const StandaloneSteps: React.FunctionComponent<InstructionProps> = ({
   const agentVersion = useAgentVersion();
 
   const instructionsSteps = useMemo(() => {
-    const standaloneInstallCommands = StandaloneInstructions(agentVersion || '');
+    const standaloneInstallCommands = StandaloneInstructions({
+      agentVersion: agentVersion || '',
+      downloadSource,
+      downloadSourceProxy,
+    });
 
     const steps: EuiContainedStepProps[] = !agentPolicy
       ? [
@@ -107,6 +113,8 @@ export const StandaloneSteps: React.FunctionComponent<InstructionProps> = ({
     return steps;
   }, [
     agentVersion,
+    downloadSource,
+    downloadSourceProxy,
     agentPolicy,
     selectedPolicy,
     agentPolicies,
@@ -143,6 +151,7 @@ export const ManagedSteps: React.FunctionComponent<InstructionProps> = ({
   fleetServerHost,
   fleetProxy,
   downloadSource,
+  downloadSourceProxy,
   refreshAgentPolicies,
   mode,
   setMode,
@@ -173,6 +182,7 @@ export const ManagedSteps: React.FunctionComponent<InstructionProps> = ({
     fleetServerHost,
     fleetProxy,
     downloadSource,
+    downloadSourceProxy,
     agentVersion: agentVersion || '',
     gcpProjectId,
     gcpOrganizationId,
diff --git a/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/types.ts b/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/types.ts
index 0eefe62229193..a58feeda65617 100644
--- a/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/types.ts
+++ b/x-pack/plugins/fleet/public/components/agent_enrollment_flyout/types.ts
@@ -83,4 +83,5 @@ export interface InstructionProps extends BaseProps {
   fleetServerHost: string;
   fleetProxy?: FleetProxy;
   downloadSource?: DownloadSource;
+  downloadSourceProxy?: FleetProxy;
 }
diff --git a/x-pack/plugins/fleet/public/components/enrollment_instructions/manual/index.tsx b/x-pack/plugins/fleet/public/components/enrollment_instructions/manual/index.tsx
index e5733983dd754..654b3a782649c 100644
--- a/x-pack/plugins/fleet/public/components/enrollment_instructions/manual/index.tsx
+++ b/x-pack/plugins/fleet/public/components/enrollment_instructions/manual/index.tsx
@@ -5,6 +5,7 @@
  * 2.0.
  */
 
+import { DEFAULT_DOWNLOAD_SOURCE_URI } from '../../../../common/constants';
 import type { DownloadSource, FleetProxy } from '../../../types';
 
 function getfleetServerHostsEnrollArgs(
@@ -14,7 +15,7 @@ function getfleetServerHostsEnrollArgs(
 ) {
   const proxyHeadersArgs = fleetProxy?.proxy_headers
     ? Object.entries(fleetProxy.proxy_headers).reduce((acc, [proxyKey, proyVal]) => {
-        acc += ` --proxy-header ${proxyKey}=${proyVal}`;
+        acc += ` --proxy-header "${proxyKey}=${proyVal}"`;
 
         return acc;
       }, '')
@@ -23,11 +24,45 @@ function getfleetServerHostsEnrollArgs(
   return `--url=${fleetServerHost || `FLEET_SERVER_HOST`} --enrollment-token=${apiKey}${proxyArgs}`;
 }
 
+export const getDownloadBaseUrl = (downloadSource?: DownloadSource) => {
+  const source = downloadSource?.host || DEFAULT_DOWNLOAD_SOURCE_URI;
+  return source.endsWith('/') ? source.substring(0, source.length - 1) : source;
+};
+
+export const getDownloadSourceProxyArgs = (downloadSourceProxy?: FleetProxy) => {
+  const windows = `${downloadSourceProxy?.url ? `-Proxy "${downloadSourceProxy.url}"` : ''} ${
+    downloadSourceProxy?.proxy_headers
+      ? `-Headers @{${Object.entries(downloadSourceProxy.proxy_headers)
+          .reduce((acc, [proxyKey, proyVal]) => {
+            acc.push(`"${proxyKey}"="${proyVal}"`);
+            return acc;
+          }, [] as string[])
+          .join('; ')}}`
+      : ''
+  }`.trim();
+  const curl = `${downloadSourceProxy?.url ? `--proxy ${downloadSourceProxy.url}` : ''} ${
+    downloadSourceProxy?.proxy_headers
+      ? Object.entries(downloadSourceProxy.proxy_headers)
+          .reduce((acc, [proxyKey, proyVal]) => {
+            acc.push(`--proxy-header "${proxyKey}=${proyVal}"`);
+            return acc;
+          }, [] as string[])
+          .join(' ')
+      : ''
+  }`.trim();
+
+  return {
+    windows,
+    curl,
+  };
+};
+
 export const ManualInstructions = ({
   apiKey,
   fleetServerHost,
   fleetProxy,
   downloadSource,
+  downloadSourceProxy,
   agentVersion: agentVersion,
   gcpProjectId = '<PROJECT_ID>',
   gcpOrganizationId = '<ORGANIZATION_ID>',
@@ -37,44 +72,44 @@ export const ManualInstructions = ({
   fleetServerHost: string;
   fleetProxy?: FleetProxy;
   downloadSource?: DownloadSource;
+  downloadSourceProxy?: FleetProxy;
   agentVersion: string;
   gcpProjectId?: string;
   gcpOrganizationId?: string;
   gcpAccountType?: string;
 }) => {
   const enrollArgs = getfleetServerHostsEnrollArgs(apiKey, fleetServerHost, fleetProxy);
-  const downloadBaseUrl = downloadSource
-    ? downloadSource.host.endsWith('/')
-      ? downloadSource.host.substring(0, downloadSource.host.length - 1)
-      : downloadSource.host
-    : 'https://artifacts.elastic.co/downloads';
+  const downloadBaseUrl = getDownloadBaseUrl(downloadSource);
 
   const fleetServerUrl = enrollArgs?.split('--url=')?.pop()?.split('--enrollment')[0];
   const enrollmentToken = enrollArgs?.split('--enrollment-token=')[1];
 
   const k8sCommand = 'kubectl apply -f elastic-agent-managed-kubernetes.yml';
 
-  const linuxCommand = `curl -L -O ${downloadBaseUrl}/beats/elastic-agent/elastic-agent-${agentVersion}-linux-x86_64.tar.gz
+  const { windows: windowsDownloadSourceProxyArgs, curl: curlDownloadSourceProxyArgs } =
+    getDownloadSourceProxyArgs(downloadSourceProxy);
+
+  const linuxCommand = `curl -L -O ${downloadBaseUrl}/beats/elastic-agent/elastic-agent-${agentVersion}-linux-x86_64.tar.gz ${curlDownloadSourceProxyArgs}
 tar xzvf elastic-agent-${agentVersion}-linux-x86_64.tar.gz
 cd elastic-agent-${agentVersion}-linux-x86_64
 sudo ./elastic-agent install ${enrollArgs}`;
 
-  const macCommand = `curl -L -O ${downloadBaseUrl}/beats/elastic-agent/elastic-agent-${agentVersion}-darwin-aarch64.tar.gz
+  const macCommand = `curl -L -O ${downloadBaseUrl}/beats/elastic-agent/elastic-agent-${agentVersion}-darwin-aarch64.tar.gz ${curlDownloadSourceProxyArgs}
 tar xzvf elastic-agent-${agentVersion}-darwin-aarch64.tar.gz
 cd elastic-agent-${agentVersion}-darwin-aarch64
 sudo ./elastic-agent install ${enrollArgs}`;
 
   const windowsCommand = `$ProgressPreference = 'SilentlyContinue'
-Invoke-WebRequest -Uri ${downloadBaseUrl}/beats/elastic-agent/elastic-agent-${agentVersion}-windows-x86_64.zip -OutFile elastic-agent-${agentVersion}-windows-x86_64.zip
+Invoke-WebRequest -Uri ${downloadBaseUrl}/beats/elastic-agent/elastic-agent-${agentVersion}-windows-x86_64.zip -OutFile elastic-agent-${agentVersion}-windows-x86_64.zip ${windowsDownloadSourceProxyArgs}
 Expand-Archive .\\elastic-agent-${agentVersion}-windows-x86_64.zip -DestinationPath .
 cd elastic-agent-${agentVersion}-windows-x86_64
 .\\elastic-agent.exe install ${enrollArgs}`;
 
-  const linuxDebCommand = `curl -L -O ${downloadBaseUrl}/beats/elastic-agent/elastic-agent-${agentVersion}-amd64.deb
+  const linuxDebCommand = `curl -L -O ${downloadBaseUrl}/beats/elastic-agent/elastic-agent-${agentVersion}-amd64.deb ${curlDownloadSourceProxyArgs}
 sudo dpkg -i elastic-agent-${agentVersion}-amd64.deb
 sudo elastic-agent enroll ${enrollArgs} \nsudo systemctl enable elastic-agent \nsudo systemctl start elastic-agent`;
 
-  const linuxRpmCommand = `curl -L -O ${downloadBaseUrl}/beats/elastic-agent/elastic-agent-${agentVersion}-x86_64.rpm
+  const linuxRpmCommand = `curl -L -O ${downloadBaseUrl}/beats/elastic-agent/elastic-agent-${agentVersion}-x86_64.rpm ${curlDownloadSourceProxyArgs}
 sudo rpm -vi elastic-agent-${agentVersion}-x86_64.rpm
 sudo elastic-agent enroll ${enrollArgs} \nsudo systemctl enable elastic-agent \nsudo systemctl start elastic-agent`;
 
diff --git a/x-pack/plugins/fleet/public/components/enrollment_instructions/standalone/index.tsx b/x-pack/plugins/fleet/public/components/enrollment_instructions/standalone/index.tsx
index 21221fdaba79f..dd8eafec86ec4 100644
--- a/x-pack/plugins/fleet/public/components/enrollment_instructions/standalone/index.tsx
+++ b/x-pack/plugins/fleet/public/components/enrollment_instructions/standalone/index.tsx
@@ -4,27 +4,42 @@
  * 2.0; you may not use this file except in compliance with the Elastic License
  * 2.0.
  */
+
 import type { CommandsByPlatform } from '../../../applications/fleet/components/fleet_server_instructions/utils/install_command_utils';
+import type { DownloadSource, FleetProxy } from '../../../types';
+import { getDownloadBaseUrl, getDownloadSourceProxyArgs } from '../manual';
+
+export const StandaloneInstructions = ({
+  agentVersion,
+  downloadSource,
+  downloadSourceProxy,
+}: {
+  agentVersion: string;
+  downloadSource?: DownloadSource;
+  downloadSourceProxy?: FleetProxy;
+}): CommandsByPlatform => {
+  const downloadBaseUrl = getDownloadBaseUrl(downloadSource);
+  const { windows: windowsDownloadSourceProxyArgs, curl: curlDownloadSourceProxyArgs } =
+    getDownloadSourceProxyArgs(downloadSourceProxy);
 
-export const StandaloneInstructions = (agentVersion: string): CommandsByPlatform => {
-  const linuxDebCommand = `curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent-${agentVersion}-amd64.deb
+  const linuxDebCommand = `curl -L -O ${downloadBaseUrl}/downloads/beats/elastic-agent/elastic-agent-${agentVersion}-amd64.deb ${curlDownloadSourceProxyArgs}
 sudo dpkg -i elastic-agent-${agentVersion}-amd64.deb \nsudo systemctl enable elastic-agent \nsudo systemctl start elastic-agent`;
 
-  const linuxRpmCommand = `curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent-${agentVersion}-x86_64.rpm
+  const linuxRpmCommand = `curl -L -O ${downloadBaseUrl}/downloads/beats/elastic-agent/elastic-agent-${agentVersion}-x86_64.rpm ${curlDownloadSourceProxyArgs}
 sudo rpm -vi elastic-agent-${agentVersion}-x86_64.rpm \nsudo systemctl enable elastic-agent \nsudo systemctl start elastic-agent`;
 
-  const linuxCommand = `curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent-${agentVersion}-linux-x86_64.tar.gz
+  const linuxCommand = `curl -L -O ${downloadBaseUrl}/downloads/beats/elastic-agent/elastic-agent-${agentVersion}-linux-x86_64.tar.gz ${curlDownloadSourceProxyArgs}
 tar xzvf elastic-agent-${agentVersion}-linux-x86_64.tar.gz
 cd elastic-agent-${agentVersion}-linux-x86_64
 sudo ./elastic-agent install`;
 
-  const macCommand = `curl -L -O https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent-${agentVersion}-darwin-aarch64.tar.gz
+  const macCommand = `curl -L -O ${downloadBaseUrl}/downloads/beats/elastic-agent/elastic-agent-${agentVersion}-darwin-aarch64.tar.gz ${curlDownloadSourceProxyArgs}
 tar xzvf elastic-agent-${agentVersion}-darwin-aarch64.tar.gz
 cd elastic-agent-${agentVersion}-darwin-aarch64
 sudo ./elastic-agent install`;
 
   const windowsCommand = `$ProgressPreference = 'SilentlyContinue'
-Invoke-WebRequest -Uri https://artifacts.elastic.co/downloads/beats/elastic-agent/elastic-agent-${agentVersion}-windows-x86_64.zip -OutFile elastic-agent-${agentVersion}-windows-x86_64.zip
+Invoke-WebRequest -Uri ${downloadBaseUrl}/downloads/beats/elastic-agent/elastic-agent-${agentVersion}-windows-x86_64.zip -OutFile elastic-agent-${agentVersion}-windows-x86_64.zip ${windowsDownloadSourceProxyArgs}
 Expand-Archive .\elastic-agent-${agentVersion}-windows-x86_64.zip -DestinationPath .
 cd elastic-agent-${agentVersion}-windows-x86_64
 .\\elastic-agent.exe install`;
diff --git a/x-pack/plugins/fleet/public/hooks/use_fleet_server_hosts_for_policy.test.tsx b/x-pack/plugins/fleet/public/hooks/use_fleet_server_hosts_for_policy.test.tsx
index 9e6c8ab5c62b1..6f9c96d130ebd 100644
--- a/x-pack/plugins/fleet/public/hooks/use_fleet_server_hosts_for_policy.test.tsx
+++ b/x-pack/plugins/fleet/public/hooks/use_fleet_server_hosts_for_policy.test.tsx
@@ -42,6 +42,23 @@ describe('useFleetServerHostsForPolicy', () => {
             is_preconfigured: false,
           },
           has_active: true,
+          es_output: {
+            id: 'es-output',
+            name: 'es-output',
+            is_default: false,
+            is_default_monitoring: false,
+            type: 'elasticsearch',
+            hosts: ['https://elasticsearch:9200'],
+          },
+          es_output_proxy: {
+            id: 'es-output-proxy',
+            name: 'es-output-proxy',
+            url: 'https://es-output-proxy',
+            proxy_headers: {
+              'header-key': 'header-value',
+            },
+            is_preconfigured: false,
+          },
         },
         download_source: {
           id: 'default-source',
@@ -49,6 +66,15 @@ describe('useFleetServerHostsForPolicy', () => {
           host: 'https://defaultsource',
           is_default: false,
         },
+        download_source_proxy: {
+          id: 'download-src-proxy',
+          name: 'download-src-proxy',
+          url: 'https://download-src-proxy',
+          proxy_headers: {
+            'header-key': 'header-value',
+          },
+          is_preconfigured: false,
+        },
       },
     });
   });
@@ -64,12 +90,38 @@ describe('useFleetServerHostsForPolicy', () => {
         url: 'https://defaultproxy',
         is_preconfigured: false,
       },
+      esOutput: {
+        id: 'es-output',
+        name: 'es-output',
+        is_default: false,
+        is_default_monitoring: false,
+        type: 'elasticsearch',
+        hosts: ['https://elasticsearch:9200'],
+      },
+      esOutputProxy: {
+        id: 'es-output-proxy',
+        name: 'es-output-proxy',
+        url: 'https://es-output-proxy',
+        proxy_headers: {
+          'header-key': 'header-value',
+        },
+        is_preconfigured: false,
+      },
       downloadSource: {
         id: 'default-source',
         name: 'default-source',
         host: 'https://defaultsource',
         is_default: false,
       },
+      downloadSourceProxy: {
+        id: 'download-src-proxy',
+        name: 'download-src-proxy',
+        url: 'https://download-src-proxy',
+        proxy_headers: {
+          'header-key': 'header-value',
+        },
+        is_preconfigured: false,
+      },
     });
   });
 });
diff --git a/x-pack/plugins/fleet/public/hooks/use_fleet_server_hosts_for_policy.ts b/x-pack/plugins/fleet/public/hooks/use_fleet_server_hosts_for_policy.ts
index 8ca0d8a6871c3..12b8523f13028 100644
--- a/x-pack/plugins/fleet/public/hooks/use_fleet_server_hosts_for_policy.ts
+++ b/x-pack/plugins/fleet/public/hooks/use_fleet_server_hosts_for_policy.ts
@@ -14,7 +14,7 @@ import { useGetEnrollmentSettings } from './use_request';
 /**
  * Return Fleet server hosts urls and proxy for a given agent policy
  */
-export function useFleetServerHostsForPolicy(agentPolicy?: AgentPolicy | null) {
+export function useFleetServerHostsForPolicy(agentPolicy?: Pick<AgentPolicy, 'id'> | null) {
   const {
     isLoading,
     isInitialRequest,
@@ -26,14 +26,20 @@ export function useFleetServerHostsForPolicy(agentPolicy?: AgentPolicy | null) {
       isLoadingInitialRequest: isLoading && isInitialRequest,
       fleetServerHost: enrollmentSettings?.fleet_server.host?.host_urls[0] || '',
       fleetProxy: enrollmentSettings?.fleet_server.host_proxy,
+      esOutput: enrollmentSettings?.fleet_server.es_output,
+      esOutputProxy: enrollmentSettings?.fleet_server.es_output_proxy,
       downloadSource: enrollmentSettings?.download_source,
+      downloadSourceProxy: enrollmentSettings?.download_source_proxy,
     }),
     [
       isLoading,
       isInitialRequest,
       enrollmentSettings?.fleet_server.host,
       enrollmentSettings?.fleet_server.host_proxy,
+      enrollmentSettings?.fleet_server.es_output,
+      enrollmentSettings?.fleet_server.es_output_proxy,
       enrollmentSettings?.download_source,
+      enrollmentSettings?.download_source_proxy,
     ]
   );
 }
diff --git a/x-pack/plugins/fleet/server/routes/settings/enrollment_settings_handler.ts b/x-pack/plugins/fleet/server/routes/settings/enrollment_settings_handler.ts
index 17cb27296d9e4..55a3d383433cc 100644
--- a/x-pack/plugins/fleet/server/routes/settings/enrollment_settings_handler.ts
+++ b/x-pack/plugins/fleet/server/routes/settings/enrollment_settings_handler.ts
@@ -22,6 +22,7 @@ import { agentPolicyService, appContextService, downloadSourceService } from '..
 import { getFleetServerHostsForAgentPolicy } from '../../services/fleet_server_host';
 import { getFleetProxy } from '../../services/fleet_proxies';
 import { getFleetServerPolicies, hasFleetServersForPolicies } from '../../services/fleet_server';
+import { getDataOutputForAgentPolicy } from '../../services/agent_policies';
 
 export const getEnrollmentSettingsHandler: FleetRequestHandler<
   undefined,
@@ -46,6 +47,7 @@ export const getEnrollmentSettingsHandler: FleetRequestHandler<
       name: undefined,
       fleet_server_host_id: undefined,
       download_source_id: undefined,
+      data_output_id: undefined,
     };
 
     // Check if there is any active fleet server enrolled into the fleet server policies policies
@@ -70,6 +72,19 @@ export const getEnrollmentSettingsHandler: FleetRequestHandler<
       settingsResponse.download_source = undefined;
     }
 
+    // Get download source proxy
+    // ignore errors if the download source proxy is not found
+    try {
+      if (settingsResponse.download_source?.proxy_id) {
+        settingsResponse.download_source_proxy = await getFleetProxy(
+          soClient,
+          settingsResponse.download_source.proxy_id
+        );
+      }
+    } catch (e) {
+      settingsResponse.download_source_proxy = undefined;
+    }
+
     // Get associated fleet server host, or default one if it doesn't exist
     // `getFleetServerHostsForAgentPolicy` errors if there is no default, so catch it
     try {
@@ -81,7 +96,7 @@ export const getEnrollmentSettingsHandler: FleetRequestHandler<
       settingsResponse.fleet_server.host = undefined;
     }
 
-    // if a fleet server host was found, get associated fleet server host proxy if any
+    // If a fleet server host was found, get associated fleet server host proxy if any
     // ignore errors if the proxy is not found
     try {
       if (settingsResponse.fleet_server.host?.proxy_id) {
@@ -94,6 +109,25 @@ export const getEnrollmentSettingsHandler: FleetRequestHandler<
       settingsResponse.fleet_server.host_proxy = undefined;
     }
 
+    // Get associated output and proxy (if any) to use for Fleet Server enrollment
+    try {
+      if (settingsResponse.fleet_server.policies.length > 0) {
+        const dataOutput = await getDataOutputForAgentPolicy(soClient, scopedAgentPolicy);
+        if (dataOutput.type === 'elasticsearch' && dataOutput.hosts?.[0]) {
+          settingsResponse.fleet_server.es_output = dataOutput;
+          if (dataOutput.proxy_id) {
+            settingsResponse.fleet_server.es_output_proxy = await getFleetProxy(
+              soClient,
+              dataOutput.proxy_id
+            );
+          }
+        }
+      }
+    } catch (e) {
+      settingsResponse.fleet_server.es_output = undefined;
+      settingsResponse.fleet_server.es_output_proxy = undefined;
+    }
+
     return response.ok({ body: settingsResponse });
   } catch (error) {
     return defaultFleetErrorHandler({ error, response });
@@ -116,6 +150,7 @@ export const getFleetServerOrAgentPolicies = async (
     fleet_server_host_id: policy.fleet_server_host_id,
     download_source_id: policy.download_source_id,
     space_ids: policy.space_ids,
+    data_output_id: policy.data_output_id,
   });
 
   // If an agent policy is specified, return only that policy
diff --git a/x-pack/test/fleet_api_integration/apis/settings/enrollment.ts b/x-pack/test/fleet_api_integration/apis/settings/enrollment.ts
index fc464ce0e3ded..d69051b6140a9 100644
--- a/x-pack/test/fleet_api_integration/apis/settings/enrollment.ts
+++ b/x-pack/test/fleet_api_integration/apis/settings/enrollment.ts
@@ -18,11 +18,8 @@ export default function (providerContext: FtrProviderContext) {
   describe('Enrollment settings - get', function () {
     skipIfNoDockerRegistry(providerContext);
 
-    before(async () => {
-      await fleetAndAgents.setup();
-    });
-
     it('should respond with empty enrollment settings on empty cluster', async function () {
+      await fleetAndAgents.setup();
       const response = await supertest
         .get(`/internal/fleet/settings/enrollment`)
         .set('kbn-xsrf', 'xxxx')
@@ -51,6 +48,7 @@ export default function (providerContext: FtrProviderContext) {
           .set('kbn-xsrf', 'xxxx')
           .send({ force: true })
           .expect(200);
+        await fleetAndAgents.setup();
       });
       after(async () => {
         await esArchiver.unload('x-pack/test/functional/es_archives/fleet/fleet_server');
@@ -92,12 +90,25 @@ export default function (providerContext: FtrProviderContext) {
             host_proxy: {
               id: 'my-proxy',
               name: 'my proxy',
+              proxy_headers: {
+                'Accept-Encoding': 'gzip, deflate, br',
+                'Accept-Language': 'en-US,en;q=0.5',
+              },
               url: 'https://my-proxy',
               certificate: '',
               certificate_authorities: '',
               certificate_key: '',
               is_preconfigured: false,
             },
+            es_output: {
+              hosts: ['http://localhost:9200'],
+              id: 'fleet-default-output',
+              is_default: true,
+              is_default_monitoring: true,
+              name: 'default',
+              preset: 'balanced',
+              type: 'elasticsearch',
+            },
           },
           download_source: {
             id: 'fleet-default-download-source',
@@ -137,12 +148,25 @@ export default function (providerContext: FtrProviderContext) {
             host_proxy: {
               id: 'my-proxy',
               name: 'my proxy',
+              proxy_headers: {
+                'Accept-Encoding': 'gzip, deflate, br',
+                'Accept-Language': 'en-US,en;q=0.5',
+              },
               url: 'https://my-proxy',
               certificate: '',
               certificate_authorities: '',
               certificate_key: '',
               is_preconfigured: false,
             },
+            es_output: {
+              hosts: ['http://localhost:9200'],
+              id: 'fleet-default-output',
+              is_default: true,
+              is_default_monitoring: true,
+              name: 'default',
+              preset: 'balanced',
+              type: 'elasticsearch',
+            },
           },
           download_source: {
             id: 'fleet-default-download-source',
@@ -178,6 +202,19 @@ export default function (providerContext: FtrProviderContext) {
             host: 'https://localhost:2222',
             proxy_id: 'my-proxy',
           },
+          download_source_proxy: {
+            certificate: '',
+            certificate_authorities: '',
+            certificate_key: '',
+            id: 'my-proxy',
+            is_preconfigured: false,
+            name: 'my proxy',
+            proxy_headers: {
+              'Accept-Encoding': 'gzip, deflate, br',
+              'Accept-Language': 'en-US,en;q=0.5',
+            },
+            url: 'https://my-proxy',
+          },
         });
       });
     });
diff --git a/x-pack/test/functional/es_archives/fleet/fleet_server/data.json b/x-pack/test/functional/es_archives/fleet/fleet_server/data.json
index a3729885c13e9..32e3735981802 100644
--- a/x-pack/test/functional/es_archives/fleet/fleet_server/data.json
+++ b/x-pack/test/functional/es_archives/fleet/fleet_server/data.json
@@ -435,12 +435,11 @@
         "certificate_key": "",
         "is_preconfigured": false,
         "name": "my proxy",
-        "proxy_headers": null,
+        "proxy_headers": "{\"Accept-Language\":\"en-US,en;q=0.5\",\"Accept-Encoding\":\"gzip, deflate, br\"}",
         "url": "https://my-proxy"
       },
       "managed": false,
-      "references": [
-      ],
+      "references": [],
       "type": "fleet-proxy",
       "updated_at": "2024-04-22T22:07:16.226Z"
     }