diff --git a/source/tasks/BuildInformation/BuildInformationV5/buildInformation.ts b/source/tasks/BuildInformation/BuildInformationV5/buildInformation.ts
index b66799ae..c8a74f8e 100644
--- a/source/tasks/BuildInformation/BuildInformationV5/buildInformation.ts
+++ b/source/tasks/BuildInformation/BuildInformationV5/buildInformation.ts
@@ -93,7 +93,7 @@ export class BuildInformation {
             this.tool.arg(["--package-id", item]);
         }
 
-        await executeTask(this.tool, this.connection, "Build information successfully pushed.", "Failed to push build information.", additionalArguments);
+        await executeTask(this.tool, "(build-information;push;v5)", this.connection, "Build information successfully pushed.", "Failed to push build information.", additionalArguments);
     }
 
     private getVcsTypeFromProvider = (buildRepositoryProvider: string) => {
diff --git a/source/tasks/CreateOctopusRelease/CreateOctopusReleaseV5/createRelease.ts b/source/tasks/CreateOctopusRelease/CreateOctopusReleaseV5/createRelease.ts
index 4bfb4d2d..bcb9250e 100644
--- a/source/tasks/CreateOctopusRelease/CreateOctopusReleaseV5/createRelease.ts
+++ b/source/tasks/CreateOctopusRelease/CreateOctopusReleaseV5/createRelease.ts
@@ -39,6 +39,6 @@ export class CreateRelease {
             this.tool.arg(["--tenantTag", item]);
         }
 
-        await executeTask(this.tool, this.connection, "Create release succeeded.", "Failed to create release.", additionalArguments);
+        await executeTask(this.tool, "(release;create;v5)", this.connection, "Create release succeeded.", "Failed to create release.", additionalArguments);
     }
 }
diff --git a/source/tasks/Deploy/DeployV5/deploy.ts b/source/tasks/Deploy/DeployV5/deploy.ts
index 7832f552..f9c5460e 100644
--- a/source/tasks/Deploy/DeployV5/deploy.ts
+++ b/source/tasks/Deploy/DeployV5/deploy.ts
@@ -31,6 +31,11 @@ export class Deploy {
             this.tool.arg(["--tenantTag", item]);
         }
 
-        await executeTask(this.tool, this.connection, "Deployment succeeded.", "Failed to deploy release.", additionalArguments);
+        let stepIdentifier = "(release;deploy;v5)";
+        if (deployForTenants.length > 0 || deployForTenantTags.length > 0) {
+            stepIdentifier = "(release;deploy-tenanted;v5)";
+        }
+
+        await executeTask(this.tool, stepIdentifier, this.connection, "Deployment succeeded.", "Failed to deploy release.", additionalArguments);
     }
 }
diff --git a/source/tasks/OctoCli/OctoCliV5/octoCli.ts b/source/tasks/OctoCli/OctoCliV5/octoCli.ts
index b9c02a6a..0abb837d 100644
--- a/source/tasks/OctoCli/OctoCliV5/octoCli.ts
+++ b/source/tasks/OctoCli/OctoCliV5/octoCli.ts
@@ -7,6 +7,6 @@ export class OctoCli {
 
     public async run(args: string | undefined) {
         this.tool.arg(this.command);
-        await executeTask(this.tool, this.connection, "Succeeded executing octo command.", "Failed to execute octo command.", args);
+        await executeTask(this.tool, "(cli;run;v5)", this.connection, "Succeeded executing octo command.", "Failed to execute octo command.", args);
     }
 }
diff --git a/source/tasks/Promote/PromoteV5/promote.ts b/source/tasks/Promote/PromoteV5/promote.ts
index ffe4f746..c1e5b442 100644
--- a/source/tasks/Promote/PromoteV5/promote.ts
+++ b/source/tasks/Promote/PromoteV5/promote.ts
@@ -22,6 +22,6 @@ export class Promote {
             this.tool.arg(["--tenantTag", item]);
         }
 
-        await executeTask(this.tool, this.connection, "Promote release succeeded.", "Failed to promote release.", additionalArguments);
+        await executeTask(this.tool, "(release;promote;v5)", this.connection, "Promote release succeeded.", "Failed to promote release.", additionalArguments);
     }
 }
diff --git a/source/tasks/Push/PushV5/push.ts b/source/tasks/Push/PushV5/push.ts
index 6f81a9ee..0c89ae30 100644
--- a/source/tasks/Push/PushV5/push.ts
+++ b/source/tasks/Push/PushV5/push.ts
@@ -18,7 +18,7 @@ export class Push {
             this.tool.arg(["--package", item]);
         }
 
-        await executeTask(this.tool, this.connection, "Package(s) pushed.", "Failed to push package(s).", additionalArguments);
+        await executeTask(this.tool, "(package;push;v5)", this.connection, "Package(s) pushed.", "Failed to push package(s).", additionalArguments);
     }
 
     private resolveGlobs = async (globs: string[]): Promise<string[]> => {
diff --git a/source/tasks/Utils/octopusTasks.ts b/source/tasks/Utils/octopusTasks.ts
index dda2ad09..d87d0886 100644
--- a/source/tasks/Utils/octopusTasks.ts
+++ b/source/tasks/Utils/octopusTasks.ts
@@ -4,13 +4,13 @@ import { OctoServerConnectionDetails } from "./connection";
 import { connectionArguments, includeAdditionalArgumentsAndProxyConfig } from "./inputs";
 import { OctopusToolRunner, runOctopusCli } from "./tool";
 
-export async function executeTask(tool: OctopusToolRunner, connection: OctoServerConnectionDetails, successMessage: string, failureMessage: string, additionalArguments?: string | undefined) {
+export async function executeTask(tool: OctopusToolRunner, stepIdentifier: string, connection: OctoServerConnectionDetails, successMessage: string, failureMessage: string, additionalArguments?: string | undefined) {
     return executeWithSetResult(
         async () => {
             connectionArguments(connection, tool);
             includeAdditionalArgumentsAndProxyConfig(connection.url, additionalArguments, tool);
 
-            await runOctopusCli(tool);
+            await runOctopusCli(tool, stepIdentifier);
         },
         successMessage,
         failureMessage
diff --git a/source/tasks/Utils/tool.ts b/source/tasks/Utils/tool.ts
index a89b1a63..788967c0 100644
--- a/source/tasks/Utils/tool.ts
+++ b/source/tasks/Utils/tool.ts
@@ -2,12 +2,12 @@ import { IExecOptions } from "azure-pipelines-task-lib/toolrunner";
 import Q from "q";
 import * as tasks from "azure-pipelines-task-lib";
 
-function getExecOptions(): IExecOptions {
-    return { env: { OCTOEXTENSION: process.env.EXTENSION_VERSION, ...process.env } };
+function getExecOptions(stepIdentifier: string): IExecOptions {
+    return { env: { OCTOEXTENSION: `${process.env.EXTENSION_VERSION} ${stepIdentifier}`, ...process.env } };
 }
 
-export function runOctopusCli(tool: OctopusToolRunner) {
-    return tool.exec(getExecOptions());
+export function runOctopusCli(tool: OctopusToolRunner, stepIdentifier: string) {
+    return tool.exec(getExecOptions(stepIdentifier));
 }
 
 export interface OctopusToolRunner {
diff --git a/source/tasksLegacy/BuildInformation/BuildInformationV4/index.ts b/source/tasksLegacy/BuildInformation/BuildInformationV4/index.ts
index 6a094906..973ac51a 100644
--- a/source/tasksLegacy/BuildInformation/BuildInformationV4/index.ts
+++ b/source/tasksLegacy/BuildInformation/BuildInformationV4/index.ts
@@ -81,7 +81,7 @@ async function run() {
         ];
 
         const code: number = await octo
-            .map((x) => x.launchOcto(configure))
+            .map((x) => x.launchOcto(configure, "(build-information;push;v4)"))
             .getOrElseL((x) => {
                 throw new Error(x);
             });
diff --git a/source/tasksLegacy/CreateOctopusRelease/CreateOctopusReleaseV3/index.ts b/source/tasksLegacy/CreateOctopusRelease/CreateOctopusReleaseV3/index.ts
index 03167815..ebab652b 100644
--- a/source/tasksLegacy/CreateOctopusRelease/CreateOctopusReleaseV3/index.ts
+++ b/source/tasksLegacy/CreateOctopusRelease/CreateOctopusReleaseV3/index.ts
@@ -59,7 +59,7 @@ async function run() {
         ];
 
         const code: number = await octo
-            .map((x) => x.launchOcto(configure))
+            .map((x) => x.launchOcto(configure, "(release;create;v3)"))
             .getOrElseL((x) => {
                 throw new Error(x);
             });
diff --git a/source/tasksLegacy/CreateOctopusRelease/CreateOctopusReleaseV4/index.ts b/source/tasksLegacy/CreateOctopusRelease/CreateOctopusReleaseV4/index.ts
index 148a716f..b9f2fc0a 100644
--- a/source/tasksLegacy/CreateOctopusRelease/CreateOctopusReleaseV4/index.ts
+++ b/source/tasksLegacy/CreateOctopusRelease/CreateOctopusReleaseV4/index.ts
@@ -67,7 +67,7 @@ async function run() {
         configure.push(includeAdditionalArgumentsAndProxyConfig(connection.url, additionalArguments));
 
         const code: number = await octo
-            .map((x) => x.launchOcto(configure))
+            .map((x) => x.launchOcto(configure, "(release;create;v4)"))
             .getOrElseL((x) => {
                 throw new Error(x);
             });
diff --git a/source/tasksLegacy/Deploy/DeployV3/index.ts b/source/tasksLegacy/Deploy/DeployV3/index.ts
index 73a9c40b..e99444b5 100644
--- a/source/tasksLegacy/Deploy/DeployV3/index.ts
+++ b/source/tasksLegacy/Deploy/DeployV3/index.ts
@@ -37,8 +37,13 @@ async function run() {
             includeAdditionalArgumentsAndProxyConfig(connection.url, additionalArguments),
         ];
 
+        let stepIdentifier = "(release;deploy;v3)";
+        if (deploymentForTenants.length > 0 || deployForTenantTags.length > 0) {
+            stepIdentifier = "(release;deploy-tenanted;v3)";
+        }
+
         const code: number = await octo
-            .map((x) => x.launchOcto(configure))
+            .map((x) => x.launchOcto(configure, stepIdentifier))
             .getOrElseL((x) => {
                 throw new Error(x);
             });
diff --git a/source/tasksLegacy/Deploy/DeployV4/index.ts b/source/tasksLegacy/Deploy/DeployV4/index.ts
index 8344b3b2..d2dd6cec 100644
--- a/source/tasksLegacy/Deploy/DeployV4/index.ts
+++ b/source/tasksLegacy/Deploy/DeployV4/index.ts
@@ -37,8 +37,13 @@ async function run() {
             includeAdditionalArgumentsAndProxyConfig(connection.url, additionalArguments),
         ];
 
+        let stepIdentifier = "(release;deploy;v4)";
+        if (deployForTenants.length > 0 || deployForTenantTags.length > 0) {
+            stepIdentifier = "(release;deploy-tenanted;v4)";
+        }
+
         const code: number = await octo
-            .map((x) => x.launchOcto(configure))
+            .map((x) => x.launchOcto(configure, stepIdentifier))
             .getOrElseL((x) => {
                 throw new Error(x);
             });
diff --git a/source/tasksLegacy/OctoCli/OctoCliV4/index.ts b/source/tasksLegacy/OctoCli/OctoCliV4/index.ts
index 1e529988..fcf7a196 100644
--- a/source/tasksLegacy/OctoCli/OctoCliV4/index.ts
+++ b/source/tasksLegacy/OctoCli/OctoCliV4/index.ts
@@ -17,7 +17,7 @@ async function run() {
         const configure = [connectionArguments(connection), includeAdditionalArguments(args)];
 
         const code: number = await octo
-            .map((x) => x.launchOcto(configure))
+            .map((x) => x.launchOcto(configure, "(cli;run;v4)"))
             .getOrElseL((x) => {
                 throw new Error(x);
             });
diff --git a/source/tasksLegacy/Pack/PackV4/index.ts b/source/tasksLegacy/Pack/PackV4/index.ts
index ba1c667c..1c5b5135 100644
--- a/source/tasksLegacy/Pack/PackV4/index.ts
+++ b/source/tasksLegacy/Pack/PackV4/index.ts
@@ -99,7 +99,7 @@ Alternatively, if NuGet package metadata is required, consider using the 'NuGet'
         const configureTool = configure(getInputs());
 
         const code: number = await octo
-            .map((x) => x.launchOcto(configureTool))
+            .map((x) => x.launchOcto(configureTool, "(package;pack;v4)"))
             .getOrElseL((x) => {
                 throw new Error(x);
             });
diff --git a/source/tasksLegacy/Promote/PromoteV3/index.ts b/source/tasksLegacy/Promote/PromoteV3/index.ts
index 31eca73b..53b5eb44 100644
--- a/source/tasksLegacy/Promote/PromoteV3/index.ts
+++ b/source/tasksLegacy/Promote/PromoteV3/index.ts
@@ -39,7 +39,7 @@ async function run() {
         ];
 
         const code: number = await octo
-            .map((x) => x.launchOcto(configure))
+            .map((x) => x.launchOcto(configure, "(release;promote;v3)"))
             .getOrElseL((x) => {
                 throw new Error(x);
             });
diff --git a/source/tasksLegacy/Promote/PromoteV4/index.ts b/source/tasksLegacy/Promote/PromoteV4/index.ts
index 366fca51..672fc0bd 100644
--- a/source/tasksLegacy/Promote/PromoteV4/index.ts
+++ b/source/tasksLegacy/Promote/PromoteV4/index.ts
@@ -39,7 +39,7 @@ async function run() {
         ];
 
         const code: number = await octo
-            .map((x) => x.launchOcto(configure))
+            .map((x) => x.launchOcto(configure, "(release;promote;v4)"))
             .getOrElseL((x) => {
                 throw new Error(x);
             });
diff --git a/source/tasksLegacy/Push/PushV3/index.ts b/source/tasksLegacy/Push/PushV3/index.ts
index 2f1ffaeb..e002e3a0 100644
--- a/source/tasksLegacy/Push/PushV3/index.ts
+++ b/source/tasksLegacy/Push/PushV3/index.ts
@@ -31,7 +31,7 @@ async function run() {
         ];
 
         const code: number = await octo
-            .map((x) => x.launchOcto(configure))
+            .map((x) => x.launchOcto(configure, "(package;push;v3)"))
             .getOrElseL((x) => {
                 throw new Error(x);
             });
diff --git a/source/tasksLegacy/Push/PushV4/index.ts b/source/tasksLegacy/Push/PushV4/index.ts
index d24bc7d2..bd8d0671 100644
--- a/source/tasksLegacy/Push/PushV4/index.ts
+++ b/source/tasksLegacy/Push/PushV4/index.ts
@@ -33,7 +33,7 @@ async function run() {
         ];
 
         const code: number = await octo
-            .map((x) => x.launchOcto(configure))
+            .map((x) => x.launchOcto(configure, "(package;push;v4)"))
             .getOrElseL((x) => {
                 throw new Error(x);
             });
diff --git a/source/tasksLegacy/Utils/tool.ts b/source/tasksLegacy/Utils/tool.ts
index 1d1b1bff..e892e3e7 100644
--- a/source/tasksLegacy/Utils/tool.ts
+++ b/source/tasksLegacy/Utils/tool.ts
@@ -25,20 +25,20 @@ export class OctoLauncher {
         this.runner = runner;
     }
 
-    private getExecOptions(): IExecOptions {
-        return { env: { OCTOEXTENSION: process.env.EXTENSION_VERSION, ...process.env } };
+    private getExecOptions(stepIdentifier: string): IExecOptions {
+        return { env: { OCTOEXTENSION: `${process.env.EXTENSION_VERSION} ${stepIdentifier}`, ...process.env } };
     }
 
-    public launchOcto(configurations: Array<(tool: ToolRunner) => ToolRunner>): Q.Promise<number> {
+    public launchOcto(configurations: Array<(tool: ToolRunner) => ToolRunner>, stepIdentifier: string): Q.Promise<number> {
         configureTool(configurations)(this.runner);
 
-        return this.runner.exec(this.getExecOptions());
+        return this.runner.exec(this.getExecOptions(stepIdentifier));
     }
 
-    public launchOctoSync(configurations: Array<(tool: ToolRunner) => ToolRunner>): IExecSyncResult {
+    public launchOctoSync(configurations: Array<(tool: ToolRunner) => ToolRunner>, stepIdentifier: string): IExecSyncResult {
         configureTool(configurations)(this.runner);
 
-        return this.runner.execSync(this.getExecOptions());
+        return this.runner.execSync(this.getExecOptions(stepIdentifier));
     }
 }
 
@@ -90,7 +90,7 @@ export function getPortableOctoCommandRunner(command: string): Option<ToolRunner
 export const assertOctoVersionAcceptsIds = async function (): Promise<void> {
     const octo = await getOrInstallOctoCommandRunner("version");
     const result = octo
-        .map((x) => x.launchOctoSync([]))
+        .map((x) => x.launchOctoSync([], "version"))
         .getOrElseL((x) => {
             throw new Error(x);
         });