diff --git a/CHANGES/362.feature b/CHANGES/362.feature
new file mode 100644
index 000000000..1dd6ea874
--- /dev/null
+++ b/CHANGES/362.feature
@@ -0,0 +1 @@
+Added upload and show commands for Ansible Roles and Collection-Version content
diff --git a/pulpcore/cli/ansible/content.py b/pulpcore/cli/ansible/content.py
index 8a6b13871..560993f43 100644
--- a/pulpcore/cli/ansible/content.py
+++ b/pulpcore/cli/ansible/content.py
@@ -1,14 +1,29 @@
 import gettext
+from typing import IO, Any, Optional, Union
 
 import click
 
 from pulpcore.cli.ansible.context import PulpAnsibleCollectionVersionContext, PulpAnsibleRoleContext
-from pulpcore.cli.common.context import PulpContext, pass_pulp_context
-from pulpcore.cli.common.generic import list_command
+from pulpcore.cli.common.context import PulpContext, pass_entity_context, pass_pulp_context
+from pulpcore.cli.common.generic import (
+    GroupOption,
+    chunk_size_option,
+    href_option,
+    list_command,
+    pulp_option,
+    show_command,
+)
+from pulpcore.cli.core.context import PulpArtifactContext
 
 _ = gettext.gettext
 
 
+def _content_callback(ctx: click.Context, param: click.Parameter, value: Any) -> Any:
+    if value:
+        ctx.obj.entity = value  # The context should be already set based on the type option
+    return value
+
+
 @click.group()
 @click.option(
     "-t",
@@ -28,4 +43,96 @@ def content(ctx: click.Context, pulp_ctx: PulpContext, content_type: str) -> Non
         raise NotImplementedError()
 
 
-content.add_command(list_command())
+list_options = [
+    pulp_option("--name", help=_("Name of {entity}")),
+    pulp_option("--namespace", help=_("Namespace of {entity}")),
+    pulp_option("--version", help=_("Version of {entity}")),
+    pulp_option(
+        "--only-highest",
+        "is_highest",
+        is_flag=True,
+        default=None,
+        help=_(
+            "Only show highest version of collection version (only works for collection versions)"
+        ),
+    ),
+    pulp_option(
+        "--tags",
+        help=_(
+            "Comma separated list of tags that must all match (only works for collection-versions)"
+        ),
+    ),
+]
+
+fields_options = [
+    pulp_option("--fields", help=_("String list of fields to include in the result")),
+    pulp_option(
+        "--exclude-fields",
+        default="files,manifest,docs_blob",
+        help=_("String list of fields to exclude from result"),
+    ),
+]
+
+lookup_options = [
+    click.option(
+        "--name",
+        help=_("Name of {entity}"),
+        group=["namespace", "version"],
+        expose_value=False,
+        cls=GroupOption,
+        callback=_content_callback,
+    ),
+    click.option(
+        "--namespace",
+        help=_("Namespace of {entity}"),
+        group=["name", "version"],
+        expose_value=False,
+        cls=GroupOption,
+    ),
+    click.option(
+        "--version",
+        help=_("Version of {entity}"),
+        group=["namespace", "name"],
+        expose_value=False,
+        cls=GroupOption,
+    ),
+    href_option,
+]
+
+content.add_command(list_command(decorators=list_options + fields_options))
+content.add_command(show_command(decorators=lookup_options))
+
+
+@content.command()
+@click.option("--file", type=click.File("rb"), required=True)
+@chunk_size_option
+@pulp_option("--name", help=_("Name of {entity}, only required for Roles"))
+@pulp_option("--namespace", help=_("Namespace of {entity}, only required for Roles"))
+@pulp_option("--version", help=_("Version of {entity}, only required for Roles"))
+@pass_entity_context
+@pass_pulp_context
+def upload(
+    pulp_ctx: PulpContext,
+    content_ctx: Union[PulpAnsibleRoleContext, PulpAnsibleCollectionVersionContext],
+    file: IO[bytes],
+    chunk_size: int,
+    name: Optional[str],
+    namespace: Optional[str],
+    version: Optional[str],
+) -> None:
+
+    if isinstance(content_ctx, PulpAnsibleRoleContext):
+        # Check that name, namespace, and version are supplied for Role upload
+        if not all((name, namespace, version)):
+            raise click.ClickException(
+                "Please specify name, namespace, and version when uploading a Role"
+            )
+        artifact_href = PulpArtifactContext(pulp_ctx).upload(file, chunk_size)
+        body = {"artifact": artifact_href, "name": name, "namespace": namespace, "version": version}
+        result = content_ctx.create(body=body)
+        pulp_ctx.output_result(result)
+    else:
+        # Collection upload uses name, namespace, and version for extra validation
+        body = {"expected_name": name, "expected_namespace": namespace, "expected_version": version}
+        result = content_ctx.upload(file=file, body=body)
+        pulp_ctx.output_result(result)
diff --git a/pulpcore/cli/ansible/context.py b/pulpcore/cli/ansible/context.py
index dfa9f1700..8aad35c27 100644
--- a/pulpcore/cli/ansible/context.py
+++ b/pulpcore/cli/ansible/context.py
@@ -1,4 +1,5 @@
 import gettext
+from typing import IO, Any
 
 from pulpcore.cli.common.context import (
     EntityDefinition,
@@ -21,6 +22,11 @@ class PulpAnsibleCollectionVersionContext(PulpContentContext):
     LIST_ID = "content_ansible_collection_versions_list"
     READ_ID = "content_ansible_collection_versions_read"
     CREATE_ID = "content_ansible_collection_versions_create"
+    UPLOAD_ID = "upload_collection"
+
+    def upload(self, file: IO[bytes], body: Any) -> Any:
+        body = self.preprocess_body(body)
+        return self.pulp_ctx.call(self.UPLOAD_ID, body=body, uploads={"file": file.read()})
 
 
 class PulpAnsibleRoleContext(PulpContentContext):
diff --git a/tests/scripts/pulp_ansible/test_content.sh b/tests/scripts/pulp_ansible/test_content.sh
new file mode 100755
index 000000000..a68f95eee
--- /dev/null
+++ b/tests/scripts/pulp_ansible/test_content.sh
@@ -0,0 +1,35 @@
+#!/bin/bash
+
+# shellcheck source=tests/scripts/config.source
+. "$(dirname "$(dirname "$(realpath "$0")")")"/config.source
+
+pulp debug has-plugin --name "ansible" || exit 3
+
+cleanup() {
+  pulp orphans delete || true
+}
+trap cleanup EXIT
+
+# Test ansible collection-version upload
+wget "https://galaxy.ansible.com/download/ansible-posix-1.3.0.tar.gz"
+sha256=$(sha256sum ansible-posix-1.3.0.tar.gz | cut -d' ' -f1)
+
+expect_succ pulp ansible content upload --file "ansible-posix-1.3.0.tar.gz"
+expect_succ pulp artifact list --sha256 "$sha256"
+test "$(echo "$OUTPUT" | jq -r length)" -eq "1"
+expect_succ pulp ansible content list --name "posix" --namespace "ansible" --version "1.3.0"
+test "$(echo "$OUTPUT" | jq -r length)" -eq "1"
+content_href="$(echo "$OUTPUT" | jq -r .[0].pulp_href)"
+expect_succ pulp ansible content show --href "$content_href"
+
+# Test ansible role upload
+wget "https://github.com/ansible/ansible-kubernetes-modules/archive/v0.0.1.tar.gz"
+sha2256=$(sha256sum v0.0.1.tar.gz | cut -d' ' -f1)
+
+expect_succ pulp ansible content --type "role" upload --file "v0.0.1.tar.gz" --name "kubernetes-modules" --namespace "ansible" --version "0.0.1"
+expect_succ pulp artifact list --sha256 "$sha2256"
+test "$(echo "$OUTPUT" | jq -r length)" -eq "1"
+expect_succ pulp ansible content --type "role" list --name "kubernetes-modules" --namespace "ansible" --version "0.0.1"
+test "$(echo "$OUTPUT" | jq -r length)" -eq "1"
+content2_href="$(echo "$OUTPUT" | jq -r .[0].pulp_href)"
+expect_succ pulp ansible content --type "role" show --href "$content2_href"