diff --git a/Bootstrap/Helpers.ts b/Bootstrap/Helpers.ts
index 7db10093..b7ba8b8f 100644
--- a/Bootstrap/Helpers.ts
+++ b/Bootstrap/Helpers.ts
@@ -1,7 +1,8 @@
+import { isLinux } from "../Library/PrefixHelper";
 import { DiagnosticLog, DiagnosticMessageId } from "./DataModel";
 import { DiagnosticLogger } from "./DiagnosticLogger";
 
-const USER_APP_PATH = "/home/site/wwwroot";
+const LINUX_USER_APPLICATION_INSIGHTS_PATH = "/node_modules/applicationinsights/out/applicationinsights.js";
 
 export function sdkAlreadyExists(_logger: DiagnosticLogger): boolean {
     try {
@@ -9,38 +10,35 @@ export function sdkAlreadyExists(_logger: DiagnosticLogger): boolean {
         let appInstance: string;
         try {
             // Node 8.9+
-            // If we find the applicationinsights module under in the user application path, do not attach the SDK
-            // In order for this to work in Windows, we need to pass the full "/home/site/wwwroot" path to require.resolve
-            appInstance = (require.resolve as any)("applicationinsights", { paths: [USER_APP_PATH] });
-            if (appInstance) {
-                diagnosticLogSdkExists(_logger, appInstance);
-                return true;
-            }
+            appInstance = (require.resolve as any)("applicationinsights", { paths: [process.cwd()] });
         } catch (e) {
             // Node <8.9
             appInstance = require.resolve(process.cwd() + "/node_modules/applicationinsights");
-            // If loaded instance is in Azure machine home path do not attach the SDK, this means customer already instrumented their app
-            if (appInstance.indexOf("home") > -1) {
-                diagnosticLogSdkExists(_logger, appInstance);
-                return true;
-            }
-            else {
-                // ApplicationInsights could be loaded outside of customer application, attach in this case
-                return false;
-            }
+        }
+        /** 
+         * If loaded instance is in Azure machine home path do not attach the SDK, this means customer already instrumented their app.
+         * Linux App Service doesn't append the full cwd to the require.resolve, so we need to check for the relative path we expect
+         * if application insights is being imported in the user app code.
+        */
+        if (
+            appInstance.indexOf("home") > -1 ||
+            (appInstance === LINUX_USER_APPLICATION_INSIGHTS_PATH && isLinux())
+        ) {
+            const diagnosticLog: DiagnosticLog = {
+                message: "Application Insights SDK already exists. Module is already installed in this application; not re-attaching. Installed SDK location: " + appInstance,
+                properties: {
+                    "msgId": DiagnosticMessageId.sdkExists
+                }
+            };
+            _logger.logError(diagnosticLog);
+            return true;
+        }
+        else {
+            // ApplicationInsights could be loaded outside of customer application, attach in this case
+            return false;
         }
     } catch (e) {
         // crashed while trying to resolve "applicationinsights", so SDK does not exist. Attach appinsights
         return false;
     }
-}
-
-function diagnosticLogSdkExists(logger: DiagnosticLogger, appInstance: string): void {
-    const diagnosticLog: DiagnosticLog = {
-        message: "Application Insights SDK already exists. Module is already installed in this application; not re-attaching. Installed SDK location: " + appInstance,
-        properties: {
-            "msgId": DiagnosticMessageId.sdkExists
-        }
-    };
-    logger.logError(diagnosticLog);
-}
+}
\ No newline at end of file
diff --git a/package-lock.json b/package-lock.json
index fafe6ac8..4e91c0e4 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -337,25 +337,25 @@
       }
     },
     "node_modules/@opentelemetry/api": {
-      "version": "1.7.0",
-      "resolved": "https://registry.npmjs.org/@opentelemetry/api/-/api-1.7.0.tgz",
-      "integrity": "sha512-AdY5wvN0P2vXBi3b29hxZgSFvdhdxPB9+f0B6s//P9Q8nibRWeA3cHm8UmLpio9ABigkVHJ5NMPk+Mz8VCCyrw==",
+      "version": "1.8.0",
+      "resolved": "https://registry.npmjs.org/@opentelemetry/api/-/api-1.8.0.tgz",
+      "integrity": "sha512-I/s6F7yKUDdtMsoBWXJe8Qz40Tui5vsuKCWJEWVL+5q9sSWRzzx6v2KeNsOBEwd94j0eWkpWCH4yB6rZg9Mf0w==",
       "engines": {
         "node": ">=8.0.0"
       }
     },
     "node_modules/@opentelemetry/core": {
-      "version": "1.21.0",
-      "resolved": "https://registry.npmjs.org/@opentelemetry/core/-/core-1.21.0.tgz",
-      "integrity": "sha512-KP+OIweb3wYoP7qTYL/j5IpOlu52uxBv5M4+QhSmmUfLyTgu1OIS71msK3chFo1D6Y61BIH3wMiMYRCxJCQctA==",
+      "version": "1.22.0",
+      "resolved": "https://registry.npmjs.org/@opentelemetry/core/-/core-1.22.0.tgz",
+      "integrity": "sha512-0VoAlT6x+Xzik1v9goJ3pZ2ppi6+xd3aUfg4brfrLkDBHRIVjMP0eBHrKrhB+NKcDyMAg8fAbGL3Npg/F6AwWA==",
       "dependencies": {
-        "@opentelemetry/semantic-conventions": "1.21.0"
+        "@opentelemetry/semantic-conventions": "1.22.0"
       },
       "engines": {
         "node": ">=14"
       },
       "peerDependencies": {
-        "@opentelemetry/api": ">=1.0.0 <1.8.0"
+        "@opentelemetry/api": ">=1.0.0 <1.9.0"
       }
     },
     "node_modules/@opentelemetry/instrumentation": {
@@ -377,40 +377,40 @@
       }
     },
     "node_modules/@opentelemetry/resources": {
-      "version": "1.21.0",
-      "resolved": "https://registry.npmjs.org/@opentelemetry/resources/-/resources-1.21.0.tgz",
-      "integrity": "sha512-1Z86FUxPKL6zWVy2LdhueEGl9AHDJcx+bvHStxomruz6Whd02mE3lNUMjVJ+FGRoktx/xYQcxccYb03DiUP6Yw==",
+      "version": "1.22.0",
+      "resolved": "https://registry.npmjs.org/@opentelemetry/resources/-/resources-1.22.0.tgz",
+      "integrity": "sha512-+vNeIFPH2hfcNL0AJk/ykJXoUCtR1YaDUZM+p3wZNU4Hq98gzq+7b43xbkXjadD9VhWIUQqEwXyY64q6msPj6A==",
       "dependencies": {
-        "@opentelemetry/core": "1.21.0",
-        "@opentelemetry/semantic-conventions": "1.21.0"
+        "@opentelemetry/core": "1.22.0",
+        "@opentelemetry/semantic-conventions": "1.22.0"
       },
       "engines": {
         "node": ">=14"
       },
       "peerDependencies": {
-        "@opentelemetry/api": ">=1.0.0 <1.8.0"
+        "@opentelemetry/api": ">=1.0.0 <1.9.0"
       }
     },
     "node_modules/@opentelemetry/sdk-trace-base": {
-      "version": "1.21.0",
-      "resolved": "https://registry.npmjs.org/@opentelemetry/sdk-trace-base/-/sdk-trace-base-1.21.0.tgz",
-      "integrity": "sha512-yrElGX5Fv0umzp8Nxpta/XqU71+jCAyaLk34GmBzNcrW43nqbrqvdPs4gj4MVy/HcTjr6hifCDCYA3rMkajxxA==",
+      "version": "1.22.0",
+      "resolved": "https://registry.npmjs.org/@opentelemetry/sdk-trace-base/-/sdk-trace-base-1.22.0.tgz",
+      "integrity": "sha512-pfTuSIpCKONC6vkTpv6VmACxD+P1woZf4q0K46nSUvXFvOFqjBYKFaAMkKD3M1mlKUUh0Oajwj35qNjMl80m1Q==",
       "dependencies": {
-        "@opentelemetry/core": "1.21.0",
-        "@opentelemetry/resources": "1.21.0",
-        "@opentelemetry/semantic-conventions": "1.21.0"
+        "@opentelemetry/core": "1.22.0",
+        "@opentelemetry/resources": "1.22.0",
+        "@opentelemetry/semantic-conventions": "1.22.0"
       },
       "engines": {
         "node": ">=14"
       },
       "peerDependencies": {
-        "@opentelemetry/api": ">=1.0.0 <1.8.0"
+        "@opentelemetry/api": ">=1.0.0 <1.9.0"
       }
     },
     "node_modules/@opentelemetry/semantic-conventions": {
-      "version": "1.21.0",
-      "resolved": "https://registry.npmjs.org/@opentelemetry/semantic-conventions/-/semantic-conventions-1.21.0.tgz",
-      "integrity": "sha512-lkC8kZYntxVKr7b8xmjCVUgE0a8xgDakPyDo9uSWavXPyYqLgYYGdEd2j8NxihRyb6UwpX3G/hFUF4/9q2V+/g==",
+      "version": "1.22.0",
+      "resolved": "https://registry.npmjs.org/@opentelemetry/semantic-conventions/-/semantic-conventions-1.22.0.tgz",
+      "integrity": "sha512-CAOgFOKLybd02uj/GhCdEeeBjOS0yeoDeo/CA7ASBSmenpZHAKGB3iDm/rv3BQLcabb/OprDEsSQ1y0P8A7Siw==",
       "engines": {
         "node": ">=14"
       }