diff --git a/app/scripts/lib/setupSentry.js b/app/scripts/lib/setupSentry.js
index a383f8221dfa..bac3c79ce371 100644
--- a/app/scripts/lib/setupSentry.js
+++ b/app/scripts/lib/setupSentry.js
@@ -352,6 +352,6 @@ function toMetamaskUrl(origUrl) {
   if (!filePath) {
     return origUrl;
   }
-  const metamaskUrl = `metamask${filePath}`;
+  const metamaskUrl = `/metamask${filePath}`;
   return metamaskUrl;
 }
diff --git a/development/build/index.js b/development/build/index.js
index 84ee91040278..92a6ea678d60 100755
--- a/development/build/index.js
+++ b/development/build/index.js
@@ -99,6 +99,8 @@ async function defineAndRunBuildTasks() {
       'navigator',
       'harden',
       'console',
+      'WeakSet',
+      'Event',
       'Image', // Used by browser to generate notifications
       // globals chromedriver needs to function
       /cdc_[a-zA-Z0-9]+_[a-zA-Z]+/iu,
diff --git a/development/sentry-upload-artifacts.sh b/development/sentry-upload-artifacts.sh
index 9d2fd32b4262..e70989123e03 100755
--- a/development/sentry-upload-artifacts.sh
+++ b/development/sentry-upload-artifacts.sh
@@ -31,7 +31,7 @@ function upload_sourcemaps {
   local release="${1}"; shift
   local dist_directory="${1}"; shift
 
-  sentry-cli releases files "${release}" upload-sourcemaps "${dist_directory}"/chrome/*.js "${dist_directory}"/sourcemaps/ --rewrite --url-prefix 'metamask'
+  sentry-cli releases files "${release}" upload-sourcemaps "${dist_directory}"/chrome/*.js "${dist_directory}"/sourcemaps/ --rewrite --url-prefix '/metamask'
 }
 
 function main {
diff --git a/lavamoat/build-system/policy.json b/lavamoat/build-system/policy.json
index 13d870eab3e6..c06248a42fb5 100644
--- a/lavamoat/build-system/policy.json
+++ b/lavamoat/build-system/policy.json
@@ -1129,13 +1129,6 @@
         "@metamask/jazzicon>color>color-convert>color-name": true
       }
     },
-    "@sentry/cli>mkdirp": {
-      "builtin": {
-        "fs": true,
-        "path.dirname": true,
-        "path.resolve": true
-      }
-    },
     "@storybook/addon-knobs>qs": {
       "packages": {
         "string.prototype.matchall>side-channel": true
@@ -8158,7 +8151,14 @@
         "path.dirname": true
       },
       "packages": {
-        "@sentry/cli>mkdirp": true
+        "stylelint>file-entry-cache>flat-cache>write>mkdirp": true
+      }
+    },
+    "stylelint>file-entry-cache>flat-cache>write>mkdirp": {
+      "builtin": {
+        "fs": true,
+        "path.dirname": true,
+        "path.resolve": true
       }
     },
     "stylelint>global-modules": {
diff --git a/package.json b/package.json
index a81ce0f2b3ca..a64e31a1581b 100644
--- a/package.json
+++ b/package.json
@@ -385,7 +385,7 @@
     "@metamask/forwarder": "^1.1.0",
     "@metamask/phishing-warning": "^2.1.0",
     "@metamask/test-dapp": "^7.0.1",
-    "@sentry/cli": "^1.58.0",
+    "@sentry/cli": "^2.19.4",
     "@storybook/addon-a11y": "^7.0.11",
     "@storybook/addon-actions": "^7.0.11",
     "@storybook/addon-essentials": "^7.0.11",
diff --git a/yarn.lock b/yarn.lock
index a554b3932132..2e9667dd37ec 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -5687,18 +5687,18 @@ __metadata:
   languageName: node
   linkType: hard
 
-"@sentry/cli@npm:^1.58.0":
-  version: 1.58.0
-  resolution: "@sentry/cli@npm:1.58.0"
+"@sentry/cli@npm:^2.19.4":
+  version: 2.19.4
+  resolution: "@sentry/cli@npm:2.19.4"
   dependencies:
     https-proxy-agent: ^5.0.0
-    mkdirp: ^0.5.5
-    node-fetch: ^2.6.0
+    node-fetch: ^2.6.7
     progress: ^2.0.3
     proxy-from-env: ^1.1.0
+    which: ^2.0.2
   bin:
     sentry-cli: bin/sentry-cli
-  checksum: fc781bbffcf5cd970bb023168421ad89bca4184c2ddfbfddde92f4f5333c8b9075e9e16a8a4b192ecc3b197ac97062715e7b350c306ccc538fc01b955b06c3bb
+  checksum: 1f2442857a5eec2bc6f872a633d88fc2f11ed7f434db36627a034d904390f4cbbb4dccc33c571a8815e423cd36b863c72621298d49a1541b28370c7f7308f0dc
   languageName: node
   linkType: hard
 
@@ -24275,7 +24275,7 @@ __metadata:
     "@reduxjs/toolkit": ^1.6.2
     "@segment/loosely-validate-event": ^2.0.0
     "@sentry/browser": ^7.53.0
-    "@sentry/cli": ^1.58.0
+    "@sentry/cli": ^2.19.4
     "@sentry/integrations": ^7.53.0
     "@sentry/types": ^7.53.0
     "@sentry/utils": ^7.53.0
@@ -25863,7 +25863,7 @@ __metadata:
   languageName: node
   linkType: hard
 
-"node-fetch@npm:^2, node-fetch@npm:^2.6.0, node-fetch@npm:^2.6.1, node-fetch@npm:^2.6.11, node-fetch@npm:^2.6.7, node-fetch@npm:~2.6.1":
+"node-fetch@npm:^2, node-fetch@npm:^2.6.1, node-fetch@npm:^2.6.11, node-fetch@npm:^2.6.7, node-fetch@npm:~2.6.1":
   version: 2.6.11
   resolution: "node-fetch@npm:2.6.11"
   dependencies: