diff --git a/__mocks__/applicationinsights.js b/__mocks__/applicationinsights.js
deleted file mode 100644
index fadf29a..0000000
--- a/__mocks__/applicationinsights.js
+++ /dev/null
@@ -1,9 +0,0 @@
-module.exports = {
-    setup: jest.fn().mockReturnThis(),
-    start: jest.fn().mockReturnThis(),
-    defaultClient: {
-      trackEvent: jest.fn(),
-      trackDependency: jest.fn(),
-      trackException: jest.fn(),
-    },
-};
\ No newline at end of file
diff --git a/__mocks__/mssql.js b/__mocks__/mssql.js
deleted file mode 100644
index ad5ea13..0000000
--- a/__mocks__/mssql.js
+++ /dev/null
@@ -1,5 +0,0 @@
-module.exports = {
-    connect: jest.fn(),
-    query: jest.fn().mockResolvedValue({ recordset: [] }),
-    close: jest.fn()
-};
\ No newline at end of file
diff --git a/index.js b/index.js
index 3632f0b..b114e64 100644
--- a/index.js
+++ b/index.js
@@ -3,20 +3,22 @@
  * @param {import('probot').Probot} app
  */
 
-const dedent = require("dedent");
-const fs = require("fs");
-const path = require("path");
-const sql = require("mssql");
-require("dotenv").config();
+import dedent from "dedent";
+import fs from "fs";
+import sql from "mssql";
+import 'dotenv/config';
 
-const {
+import {
   TextAnalysisClient,
   AzureKeyCredential,
-} = require("@azure/ai-language-text");
-const { LANGUAGE_API_KEY, LANGUAGE_API_ENDPOINT, DATABASE_CONNECTION_STRING, VALIDATE_SEAT_ASSIGNMENT, APPLICATIONINSIGHTS_CONNECTION_STRING } =
+} from "@azure/ai-language-text";
+import appInsightsModule from "applicationinsights";
+
+const {
+  LANGUAGE_API_KEY, LANGUAGE_API_ENDPOINT, DATABASE_CONNECTION_STRING, VALIDATE_SEAT_ASSIGNMENT, APPLICATIONINSIGHTS_CONNECTION_STRING } =
   process.env;
 
-module.exports = (app) => {
+export default (app) => {
   // Your code here
   app.log.info("Yay, the app was loaded!");
 
@@ -103,7 +105,7 @@ module.exports = (app) => {
 
     if ( VALIDATE_SEAT_ASSIGNMENT != "YES" || (VALIDATE_SEAT_ASSIGNMENT == "YES" && copilotSeatUsers.some(user => user.assignee.login == pr_author))) {
       try {
-        await context.octokit.issues.create({
+        await context.octokit.rest.issues.create({
           owner: organization_name,
           repo: context.payload.repository.name,
           title: "Copilot Usage - PR#" + pr_number.toString(),
@@ -174,7 +176,7 @@ module.exports = (app) => {
       // All questions have been answered and we can close the issue
       app.log.info("Closing the issue");
       try {
-        await context.octokit.issues.update({
+        await context.octokit.rest.issues.update({
           owner: context.payload.repository.owner.login,
           repo: context.payload.repository.name,
           issue_number: context.payload.issue.number,
@@ -197,7 +199,7 @@ module.exports = (app) => {
       if (comment) {
         try {
           // close the issue
-          await context.octokit.issues.update({
+          await context.octokit.rest.issues.update({
             owner: context.payload.repository.owner.login,
             repo: context.payload.repository.name,
             issue_number: context.payload.issue.number,
@@ -337,9 +339,8 @@ module.exports = (app) => {
 class AppInsights {
   constructor() {
     if (APPLICATIONINSIGHTS_CONNECTION_STRING) {
-      this.appInsights = require("applicationinsights");
-      this.appInsights.setup().start();
-      this.appIClient = this.appInsights.defaultClient;
+      appInsightsModule.setup().start();
+      this.appIClient = appInsightsModule.defaultClient;
     } else {
       this.appIClient = null;
     }
diff --git a/package-lock.json b/package-lock.json
index e8620a1..5fa7c46 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -12,11 +12,11 @@
         "@azure/ai-language-text": "^1.1.0",
         "@azure/ai-text-analytics": "^5.1.0",
         "ai-text-analytics": "^0.0.1-security",
-        "applicationinsights": "^2.9.8",
+        "applicationinsights": "^3.15.0",
         "dedent": "^1.5.1",
         "dotenv": "^16.3.1",
         "mssql": "^11.0.1",
-        "probot": "^13.4.3"
+        "probot": "^14.3.2"
       },
       "devDependencies": {
         "jest": "^29.6.4",
@@ -41,6 +41,35 @@
         "node": ">=6.0.0"
       }
     },
+    "node_modules/@azure-rest/core-client": {
+      "version": "2.6.1",
+      "resolved": "https://registry.npmjs.org/@azure-rest/core-client/-/core-client-2.6.1.tgz",
+      "integrity": "sha512-KzI10qnkWTsVS2yRBUdc8NLUJ1rOm+292mYs7Pe9wqAj/jv4bRskVm1l8XkKeVTN0OCQtrU5RG0Yhjbz1Wmg7g==",
+      "license": "MIT",
+      "dependencies": {
+        "@azure/abort-controller": "^2.1.2",
+        "@azure/core-auth": "^1.10.0",
+        "@azure/core-rest-pipeline": "^1.22.0",
+        "@azure/core-tracing": "^1.3.0",
+        "@typespec/ts-http-runtime": "^0.3.0",
+        "tslib": "^2.6.2"
+      },
+      "engines": {
+        "node": ">=20.0.0"
+      }
+    },
+    "node_modules/@azure-rest/core-client/node_modules/@azure/abort-controller": {
+      "version": "2.1.2",
+      "resolved": "https://registry.npmjs.org/@azure/abort-controller/-/abort-controller-2.1.2.tgz",
+      "integrity": "sha512-nBrLsEWm4J2u5LpAPjxADTlq3trDgVZZXHNKabeXZtpq3d3AbN/KGO82R87rdDz5/lYB024rtEf10/q0urNgsA==",
+      "license": "MIT",
+      "dependencies": {
+        "tslib": "^2.6.2"
+      },
+      "engines": {
+        "node": ">=18.0.0"
+      }
+    },
     "node_modules/@azure/abort-controller": {
       "version": "1.1.0",
       "resolved": "https://registry.npmjs.org/@azure/abort-controller/-/abort-controller-1.1.0.tgz",
@@ -111,17 +140,17 @@
       }
     },
     "node_modules/@azure/core-auth": {
-      "version": "1.7.2",
-      "resolved": "https://registry.npmjs.org/@azure/core-auth/-/core-auth-1.7.2.tgz",
-      "integrity": "sha512-Igm/S3fDYmnMq1uKS38Ae1/m37B3zigdlZw+kocwEhh5GjyKjPrXKO2J6rzpC1wAxrNil/jX9BJRqBshyjnF3g==",
+      "version": "1.10.1",
+      "resolved": "https://registry.npmjs.org/@azure/core-auth/-/core-auth-1.10.1.tgz",
+      "integrity": "sha512-ykRMW8PjVAn+RS6ww5cmK9U2CyH9p4Q88YJwvUslfuMmN98w/2rdGRLPqJYObapBCdzBVeDgYWdJnFPFb7qzpg==",
       "license": "MIT",
       "dependencies": {
-        "@azure/abort-controller": "^2.0.0",
-        "@azure/core-util": "^1.1.0",
+        "@azure/abort-controller": "^2.1.2",
+        "@azure/core-util": "^1.13.0",
         "tslib": "^2.6.2"
       },
       "engines": {
-        "node": ">=18.0.0"
+        "node": ">=20.0.0"
       }
     },
     "node_modules/@azure/core-auth/node_modules/@azure/abort-controller": {
@@ -213,22 +242,21 @@
       }
     },
     "node_modules/@azure/core-rest-pipeline": {
-      "version": "1.16.3",
-      "resolved": "https://registry.npmjs.org/@azure/core-rest-pipeline/-/core-rest-pipeline-1.16.3.tgz",
-      "integrity": "sha512-VxLk4AHLyqcHsfKe4MZ6IQ+D+ShuByy+RfStKfSjxJoL3WBWq17VNmrz8aT8etKzqc2nAeIyLxScjpzsS4fz8w==",
+      "version": "1.24.0",
+      "resolved": "https://registry.npmjs.org/@azure/core-rest-pipeline/-/core-rest-pipeline-1.24.0.tgz",
+      "integrity": "sha512-PpLsoDQ3AMmKZ0VU+0GrmqMxgp/sExjlVm4R+nLWngeoEGAzOIPVifaxKGU5gMv+nWELUoHfvrolWD+ZS/nFJg==",
       "license": "MIT",
       "dependencies": {
-        "@azure/abort-controller": "^2.0.0",
-        "@azure/core-auth": "^1.4.0",
-        "@azure/core-tracing": "^1.0.1",
-        "@azure/core-util": "^1.9.0",
-        "@azure/logger": "^1.0.0",
-        "http-proxy-agent": "^7.0.0",
-        "https-proxy-agent": "^7.0.0",
+        "@azure/abort-controller": "^2.1.2",
+        "@azure/core-auth": "^1.10.0",
+        "@azure/core-tracing": "^1.3.0",
+        "@azure/core-util": "^1.13.0",
+        "@azure/logger": "^1.3.0",
+        "@typespec/ts-http-runtime": "^0.3.4",
         "tslib": "^2.6.2"
       },
       "engines": {
-        "node": ">=18.0.0"
+        "node": ">=20.0.0"
       }
     },
     "node_modules/@azure/core-rest-pipeline/node_modules/@azure/abort-controller": {
@@ -281,6 +309,40 @@
         "node": ">=18.0.0"
       }
     },
+    "node_modules/@azure/functions": {
+      "version": "4.16.0",
+      "resolved": "https://registry.npmjs.org/@azure/functions/-/functions-4.16.0.tgz",
+      "integrity": "sha512-cwLld7tRi1VLYNdm1evgS9n8ABP/e+0uLjRO++OjM/kigERG80OfFRRMbag/vpXUzCtda83lDiuCvcwPlxgwZw==",
+      "license": "MIT",
+      "dependencies": {
+        "@azure/functions-extensions-base": "0.3.0",
+        "cookie": "^0.7.0"
+      },
+      "engines": {
+        "node": ">=20.0"
+      }
+    },
+    "node_modules/@azure/functions-extensions-base": {
+      "version": "0.3.0",
+      "resolved": "https://registry.npmjs.org/@azure/functions-extensions-base/-/functions-extensions-base-0.3.0.tgz",
+      "integrity": "sha512-Cux0hLu5ZXlC/Kb+yvJVhRLIdkfFwui2HeT5oGZL00r/GCUUkhGTzRfZUjRN4Bq729mPv3okPucz2z7SMQLStA==",
+      "license": "MIT",
+      "engines": {
+        "node": ">=18.0"
+      }
+    },
+    "node_modules/@azure/functions-old": {
+      "name": "@azure/functions",
+      "version": "3.5.1",
+      "resolved": "https://registry.npmjs.org/@azure/functions/-/functions-3.5.1.tgz",
+      "integrity": "sha512-6UltvJiuVpvHSwLcK/Zc6NfUwlkDLOFFx97BHCJzlWNsfiWwzwmTsxJXg4kE/LemKTHxPpfoPE+kOJ8hAdiKFQ==",
+      "license": "MIT",
+      "dependencies": {
+        "iconv-lite": "^0.6.3",
+        "long": "^4.0.0",
+        "uuid": "^8.3.0"
+      }
+    },
     "node_modules/@azure/identity": {
       "version": "4.13.1",
       "resolved": "https://registry.npmjs.org/@azure/identity/-/identity-4.13.1.tgz",
@@ -315,38 +377,6 @@
         "node": ">=18.0.0"
       }
     },
-    "node_modules/@azure/identity/node_modules/@azure/core-auth": {
-      "version": "1.10.1",
-      "resolved": "https://registry.npmjs.org/@azure/core-auth/-/core-auth-1.10.1.tgz",
-      "integrity": "sha512-ykRMW8PjVAn+RS6ww5cmK9U2CyH9p4Q88YJwvUslfuMmN98w/2rdGRLPqJYObapBCdzBVeDgYWdJnFPFb7qzpg==",
-      "license": "MIT",
-      "dependencies": {
-        "@azure/abort-controller": "^2.1.2",
-        "@azure/core-util": "^1.13.0",
-        "tslib": "^2.6.2"
-      },
-      "engines": {
-        "node": ">=20.0.0"
-      }
-    },
-    "node_modules/@azure/identity/node_modules/@azure/core-rest-pipeline": {
-      "version": "1.23.0",
-      "resolved": "https://registry.npmjs.org/@azure/core-rest-pipeline/-/core-rest-pipeline-1.23.0.tgz",
-      "integrity": "sha512-Evs1INHo+jUjwHi1T6SG6Ua/LHOQBCLuKEEE6efIpt4ZOoNonaT1kP32GoOcdNDbfqsD2445CPri3MubBy5DEQ==",
-      "license": "MIT",
-      "dependencies": {
-        "@azure/abort-controller": "^2.1.2",
-        "@azure/core-auth": "^1.10.0",
-        "@azure/core-tracing": "^1.3.0",
-        "@azure/core-util": "^1.13.0",
-        "@azure/logger": "^1.3.0",
-        "@typespec/ts-http-runtime": "^0.3.4",
-        "tslib": "^2.6.2"
-      },
-      "engines": {
-        "node": ">=20.0.0"
-      }
-    },
     "node_modules/@azure/keyvault-keys": {
       "version": "4.8.0",
       "resolved": "https://registry.npmjs.org/@azure/keyvault-keys/-/keyvault-keys-4.8.0.tgz",
@@ -381,6 +411,192 @@
         "node": ">=20.0.0"
       }
     },
+    "node_modules/@azure/monitor-opentelemetry": {
+      "version": "1.18.1",
+      "resolved": "https://registry.npmjs.org/@azure/monitor-opentelemetry/-/monitor-opentelemetry-1.18.1.tgz",
+      "integrity": "sha512-v4GArKWlj+ty+Y+bHD+ZjHSaxqTMfx/UwcOxHI16UMaYXrzNhM0r5t5yDwS32Y+uuZRNPWO+MauTtV3o7B/+9g==",
+      "license": "MIT",
+      "dependencies": {
+        "@azure-rest/core-client": "^2.5.2",
+        "@azure/core-auth": "^1.10.1",
+        "@azure/core-rest-pipeline": "^1.22.2",
+        "@azure/logger": "^1.3.0",
+        "@azure/monitor-opentelemetry-exporter": "1.0.0-beta.42",
+        "@azure/opentelemetry-instrumentation-azure-sdk": "^1.0.0",
+        "@microsoft/applicationinsights-web-snippet": "^1.2.3",
+        "@opentelemetry/api": "^1.9.0",
+        "@opentelemetry/api-logs": "^0.218.0",
+        "@opentelemetry/core": "^2.7.1",
+        "@opentelemetry/instrumentation": "^0.218.0",
+        "@opentelemetry/instrumentation-bunyan": "^0.62.0",
+        "@opentelemetry/instrumentation-http": "^0.218.0",
+        "@opentelemetry/instrumentation-mongodb": "^0.70.0",
+        "@opentelemetry/instrumentation-mysql": "^0.63.0",
+        "@opentelemetry/instrumentation-pg": "^0.69.0",
+        "@opentelemetry/instrumentation-redis": "^0.65.0",
+        "@opentelemetry/instrumentation-winston": "^0.61.0",
+        "@opentelemetry/resource-detector-azure": "^0.25.0",
+        "@opentelemetry/resources": "^2.7.1",
+        "@opentelemetry/sdk-logs": "^0.218.0",
+        "@opentelemetry/sdk-metrics": "^2.7.1",
+        "@opentelemetry/sdk-node": "^0.218.0",
+        "@opentelemetry/sdk-trace-base": "^2.7.1",
+        "@opentelemetry/sdk-trace-node": "^2.7.1",
+        "@opentelemetry/semantic-conventions": "^1.40.0",
+        "@opentelemetry/winston-transport": "^0.27.0",
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+    "node_modules/@azure/monitor-opentelemetry-exporter": {
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+      "resolved": "https://registry.npmjs.org/@azure/monitor-opentelemetry-exporter/-/monitor-opentelemetry-exporter-1.0.0-beta.42.tgz",
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+      "license": "MIT",
+      "dependencies": {
+        "@azure-rest/core-client": "^2.5.2",
+        "@azure/core-auth": "^1.9.0",
+        "@azure/core-client": "^1.9.2",
+        "@azure/core-rest-pipeline": "^1.19.0",
+        "@azure/core-util": "^1.11.0",
+        "@opentelemetry/api": "^1.9.0",
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+        "@opentelemetry/sdk-trace-base": "^2.7.1",
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+        "tslib": "^2.8.1"
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-      "resolved": "https://registry.npmjs.org/universal-user-agent/-/universal-user-agent-6.0.1.tgz",
-      "integrity": "sha512-yCzhz6FN2wU1NiiQRogkTQszlQSlpWaw8SvVegAc+bDxbzHgh1vX8uIe8OYyMH6DwH+sdTJsgMl36+mSMdRJIQ==",
+      "version": "7.0.3",
+      "resolved": "https://registry.npmjs.org/universal-user-agent/-/universal-user-agent-7.0.3.tgz",
+      "integrity": "sha512-TmnEAEAsBJVZM/AADELsK76llnwcf9vMKuPz8JflO1frO8Lchitr0fNaN9d+Ap0BjKtqWqd/J17qeDnXh8CL2A==",
       "license": "ISC"
     },
-    "node_modules/unpipe": {
-      "version": "1.0.0",
-      "resolved": "https://registry.npmjs.org/unpipe/-/unpipe-1.0.0.tgz",
-      "integrity": "sha512-pjy2bYhSsufwWlKwPc+l3cN7+wuJlK6uz0YdJEOlQDbl6jo/YlPi4mb8agUkVC8BF7V8NuzeyPNqRksA3hztKQ==",
-      "engines": {
-        "node": ">= 0.8"
-      }
-    },
     "node_modules/update-browserslist-db": {
       "version": "1.0.11",
       "resolved": "https://registry.npmjs.org/update-browserslist-db/-/update-browserslist-db-1.0.11.tgz",
@@ -8269,20 +8180,20 @@
         "browserslist": ">= 4.21.0"
       }
     },
-    "node_modules/update-dotenv": {
-      "version": "1.1.1",
-      "resolved": "https://registry.npmjs.org/update-dotenv/-/update-dotenv-1.1.1.tgz",
-      "integrity": "sha512-3cIC18In/t0X/yH793c00qqxcKD8jVCgNOPif/fGQkFpYMGecM9YAc+kaAKXuZsM2dE9I9wFI7KvAuNX22SGMQ==",
-      "peerDependencies": {
-        "dotenv": "*"
-      }
+    "node_modules/util-deprecate": {
+      "version": "1.0.2",
+      "resolved": "https://registry.npmjs.org/util-deprecate/-/util-deprecate-1.0.2.tgz",
+      "integrity": "sha512-EPD5q1uXyFxJpCrLnCc1nHnq3gOa6DZBocAIiI2TaSCA7VCJ1UJDMagCzIkXNsUYfD1daK//LTEQ8xiIbrHtcw==",
+      "license": "MIT"
     },
-    "node_modules/utils-merge": {
-      "version": "1.0.1",
-      "resolved": "https://registry.npmjs.org/utils-merge/-/utils-merge-1.0.1.tgz",
-      "integrity": "sha512-pMZTvIkT1d+TFGvDOqodOclx0QWkkgi6Tdoa8gC8ffGAAqz9pzPTZWAybbsHHoED/ztMtkv/VoYTYyShUn81hA==",
-      "engines": {
-        "node": ">= 0.4.0"
+    "node_modules/uuid": {
+      "version": "8.3.2",
+      "resolved": "https://registry.npmjs.org/uuid/-/uuid-8.3.2.tgz",
+      "integrity": "sha512-+NYs2QeMWy+GWFOEm9xnn6HCDp0l7QBD7ml8zLUmJ+93Q5NF0NocErnwkTkXVFNiX3/fpC6afS8Dhb/gz7R7eg==",
+      "deprecated": "uuid@10 and below is no longer supported.  For ESM codebases, update to uuid@latest.  For CommonJS codebases, use uuid@11 (but be aware this version will likely be deprecated in 2028).",
+      "license": "MIT",
+      "bin": {
+        "uuid": "dist/bin/uuid"
       }
     },
     "node_modules/v8-to-istanbul": {
@@ -8315,14 +8226,6 @@
         "node": ">= 0.10"
       }
     },
-    "node_modules/vary": {
-      "version": "1.1.2",
-      "resolved": "https://registry.npmjs.org/vary/-/vary-1.1.2.tgz",
-      "integrity": "sha512-BNGbWLfd0eUPabhkXUVm0j8uuvREyTh5ovRa/dyow/BqAbZJyC+5fU+IzQOzmAKzYqYRAISoRhdQr3eIZ/PXqg==",
-      "engines": {
-        "node": ">= 0.8"
-      }
-    },
     "node_modules/walker": {
       "version": "1.0.8",
       "resolved": "https://registry.npmjs.org/walker/-/walker-1.0.8.tgz",
@@ -8347,11 +8250,24 @@
         "node": ">= 8"
       }
     },
+    "node_modules/winston-transport": {
+      "version": "4.9.0",
+      "resolved": "https://registry.npmjs.org/winston-transport/-/winston-transport-4.9.0.tgz",
+      "integrity": "sha512-8drMJ4rkgaPo1Me4zD/3WLfI/zPdA9o2IipKODunnGDcuqbHwjsbB79ylv04LCGGzU0xQ6vTznOMpQGaLhhm6A==",
+      "license": "MIT",
+      "dependencies": {
+        "logform": "^2.7.0",
+        "readable-stream": "^3.6.2",
+        "triple-beam": "^1.3.0"
+      },
+      "engines": {
+        "node": ">= 12.0.0"
+      }
+    },
     "node_modules/wrap-ansi": {
       "version": "7.0.0",
       "resolved": "https://registry.npmjs.org/wrap-ansi/-/wrap-ansi-7.0.0.tgz",
       "integrity": "sha512-YVGIj2kamLSTxw6NsZjoBxfSwsn0ycdesmc4p+Q21c5zPuZ1pl+NfxVdxPtdHvmNVOQ6XSYG4AUtyt/Fi7D16Q==",
-      "dev": true,
       "dependencies": {
         "ansi-styles": "^4.0.0",
         "string-width": "^4.1.0",
@@ -8410,7 +8326,6 @@
       "version": "5.0.8",
       "resolved": "https://registry.npmjs.org/y18n/-/y18n-5.0.8.tgz",
       "integrity": "sha512-0pfFzegeDWJHJIAmTLRP2DwHjdF5s7jo9tuztdQxAhINCdvS+3nGINqPd00AphqJR/0LhANUS6/+7SCb98YOfA==",
-      "dev": true,
       "engines": {
         "node": ">=10"
       }
@@ -8421,11 +8336,25 @@
       "integrity": "sha512-a4UGQaWPH59mOXUYnAG2ewncQS4i4F43Tv3JoAM+s2VDAmS9NsK8GpDMLrCHPksFT7h3K6TOoUNn2pb7RoXx4g==",
       "dev": true
     },
+    "node_modules/yaml": {
+      "version": "2.9.0",
+      "resolved": "https://registry.npmjs.org/yaml/-/yaml-2.9.0.tgz",
+      "integrity": "sha512-2AvhNX3mb8zd6Zy7INTtSpl1F15HW6Wnqj0srWlkKLcpYl/gMIMJiyuGq2KeI2YFxUPjdlB+3Lc10seMLtL4cA==",
+      "license": "ISC",
+      "bin": {
+        "yaml": "bin.mjs"
+      },
+      "engines": {
+        "node": ">= 14.6"
+      },
+      "funding": {
+        "url": "https://github.com/sponsors/eemeli"
+      }
+    },
     "node_modules/yargs": {
       "version": "17.7.2",
       "resolved": "https://registry.npmjs.org/yargs/-/yargs-17.7.2.tgz",
       "integrity": "sha512-7dSzzRQ++CKnNI/krKnYRV7JKKPUXMEh61soaHKg9mrWEhzFWhFnxPxGl+69cD1Ou63C13NUPCnmIcrvqCuM6w==",
-      "dev": true,
       "dependencies": {
         "cliui": "^8.0.1",
         "escalade": "^3.1.1",
@@ -8443,7 +8372,6 @@
       "version": "21.1.1",
       "resolved": "https://registry.npmjs.org/yargs-parser/-/yargs-parser-21.1.1.tgz",
       "integrity": "sha512-tVpsJW7DdjecAiFpbIB1e3qxIQsE6NoPc5/eTdrbbIC4h0LVsWhnoa3g+m2HclBIujHzsxZ4VJVA+GUuc2/LBw==",
-      "dev": true,
       "engines": {
         "node": ">=12"
       }
diff --git a/package.json b/package.json
index 164aa9e..0c81877 100644
--- a/package.json
+++ b/package.json
@@ -11,19 +11,20 @@
     "github",
     "probot-app"
   ],
+  "type": "module",
   "scripts": {
     "start": "probot run ./index.js",
-    "test": "jest --detectOpenHandles"
+    "test": "NODE_OPTIONS='--experimental-vm-modules' jest --detectOpenHandles"
   },
   "dependencies": {
     "@azure/ai-language-text": "^1.1.0",
     "@azure/ai-text-analytics": "^5.1.0",
     "ai-text-analytics": "^0.0.1-security",
-    "applicationinsights": "^2.9.8",
+    "applicationinsights": "^3.15.0",
     "dedent": "^1.5.1",
     "dotenv": "^16.3.1",
     "mssql": "^11.0.1",
-    "probot": "^13.4.3"
+    "probot": "^14.3.2"
   },
   "devDependencies": {
     "jest": "^29.6.4",
diff --git a/test/index.test.js b/test/index.test.js
index fa47196..d56d894 100644
--- a/test/index.test.js
+++ b/test/index.test.js
@@ -1,16 +1,47 @@
-const nock = require("nock");
-// Requiring our app implementation
-const myProbotApp = require("..");
-const { Probot, ProbotOctokit } = require("probot");
+import nock from "nock";
+import { Probot, ProbotOctokit } from "probot";
 // Requiring our fixtures
-const payload_pr_closed = require("./fixtures/pull_request.closed.json");
-const payload_issues_edited = require("./fixtures/issues.edited.json");
-const issue_comment_created = require("./fixtures/issue_comment.created.json");
-const fs = require("fs");
-const path = require("path");
+import { createRequire } from "module";
+import { readFileSync } from "fs";
+import { fileURLToPath } from "url";
+import path from "path";
+import { jest } from "@jest/globals";
+
+// Mock modules before importing the app (ESM-compatible mocking)
+jest.unstable_mockModule("applicationinsights", () => ({
+  default: {
+    setup: jest.fn().mockReturnThis(),
+    start: jest.fn().mockReturnThis(),
+    defaultClient: {
+      trackEvent: jest.fn(),
+      trackDependency: jest.fn(),
+      trackException: jest.fn(),
+    },
+  },
+}));
+
+jest.unstable_mockModule("mssql", () => ({
+  default: {
+    connect: jest.fn(),
+    query: jest.fn().mockResolvedValue({ recordset: [] }),
+    close: jest.fn(),
+  },
+}));
+
+// Dynamically import the app AFTER mocks are registered
+const { default: myProbotApp } = await import("..");
+
+const requireJSON = createRequire(import.meta.url);
+const payload_pr_closed = requireJSON("./fixtures/pull_request.closed.json");
+const payload_issues_edited = requireJSON("./fixtures/issues.edited.json");
+const issue_comment_created = requireJSON("./fixtures/issue_comment.created.json");
+
+const __filename = fileURLToPath(import.meta.url);
+const __dirname = path.dirname(__filename);
+
 const LANGUAGE_API_ENDPOINT = process.env.LANGUAGE_API_ENDPOINT;
 
-const issue_body = fs.readFileSync(
+const issue_body = readFileSync(
   path.join(__dirname, "fixtures/issue_body.md"),
   'utf-8'
 );
@@ -21,7 +52,7 @@ const expected_issue = {
   assignee: "mageroni"
 }
 
-const privateKey = fs.readFileSync(
+const privateKey = readFileSync(
   path.join(__dirname, "fixtures/mock-cert.pem"),
   "utf-8"
 );