diff --git a/Gemfile b/Gemfile
index 7785a13d7b90fb62f04a8472e174343b53623d69..cf9aba2f715c2961379fdd2fd3c7cca7531b9ea4 100644
--- a/Gemfile
+++ b/Gemfile
@@ -387,9 +387,9 @@ gem 'gitlab-license', '~> 2.5', feature_category: :shared
 gem 'rack-attack', '~> 6.7.0' # rubocop:todo Gemfile/MissingFeatureCategory
 
 # Sentry integration
-gem 'sentry-ruby', '~> 5.19.0', feature_category: :observability
-gem 'sentry-rails', '~> 5.19.0', feature_category: :observability
-gem 'sentry-sidekiq', '~> 5.19.0', feature_category: :observability
+gem 'sentry-ruby', '~> 5.21.0', feature_category: :observability
+gem 'sentry-rails', '~> 5.21.0', feature_category: :observability
+gem 'sentry-sidekiq', '~> 5.21.0', feature_category: :observability
 
 # PostgreSQL query parsing
 #
diff --git a/Gemfile.checksum b/Gemfile.checksum
index 252c2237df6228fed2cd7194712d3efb657df65a..14ddfc23780a8444983d2b797d442270605b56a2 100644
--- a/Gemfile.checksum
+++ b/Gemfile.checksum
@@ -663,9 +663,9 @@
 {"name":"seed-fu","version":"2.3.7","platform":"ruby","checksum":"f19673443e9af799b730e3d4eca6a89b39e5a36825015dffd00d02ea3365cf74"},
 {"name":"selenium-webdriver","version":"4.23.0","platform":"ruby","checksum":"490aeddee879cfea58a4db6628338d60a905bc56cd5e1a60dfbaa9090a19b801"},
 {"name":"semver_dialects","version":"3.4.3","platform":"ruby","checksum":"ae3ea99f7806693ab031df3121017c102f1a35f4fc2524674055cb446fb9cc82"},
-{"name":"sentry-rails","version":"5.19.0","platform":"ruby","checksum":"d4ad5323feea8e876f9feb2f50b126a3be3b4f6e137d37c360c31d52b6861995"},
-{"name":"sentry-ruby","version":"5.19.0","platform":"ruby","checksum":"0ddf89f246840a5c50df6c68b8eb59ad23ee4adb4a91187a414bb196cee1838b"},
-{"name":"sentry-sidekiq","version":"5.19.0","platform":"ruby","checksum":"1b16ec4b15b35dcbdd182494d612aae7ec5c923a9ed6814aed1b56103feecb80"},
+{"name":"sentry-rails","version":"5.21.0","platform":"ruby","checksum":"b5a943d199aff0d3cb94dbac4eb3e00622dd0c55fd1be0cffd43a7e09f0ad602"},
+{"name":"sentry-ruby","version":"5.21.0","platform":"ruby","checksum":"294e0dd59afce7e08ba22a4e880924345c75c3e858dc8ee23553716793f78629"},
+{"name":"sentry-sidekiq","version":"5.21.0","platform":"ruby","checksum":"6df54ec79238f69d9d4b7647bcd2a192a4702f3a39edffd63a455203430e90e2"},
 {"name":"shellany","version":"0.0.1","platform":"ruby","checksum":"0e127a9132698766d7e752e82cdac8250b6adbd09e6c0a7fbbb6f61964fedee7"},
 {"name":"shoulda-matchers","version":"5.1.0","platform":"ruby","checksum":"a01d20589989e9653ab4a28c67d9db2b82bcf0a2496cf01d5e1a95a4aaaf5b07"},
 {"name":"sidekiq-cron","version":"1.12.0","platform":"ruby","checksum":"6663080a454088bd88773a0da3ae91e554b8a2e8b06cfc629529a83fd1a3096c"},
diff --git a/Gemfile.lock b/Gemfile.lock
index 0ee6e89309d9299d0cd7b6d0a06527e0cd8f909e..164095c46e13cd882a3119260d6d74f1b58c0028 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -1705,14 +1705,14 @@ GEM
       pastel (~> 0.8.0)
       thor (~> 1.3)
       tty-command (~> 0.10.1)
-    sentry-rails (5.19.0)
+    sentry-rails (5.21.0)
       railties (>= 5.0)
-      sentry-ruby (~> 5.19.0)
-    sentry-ruby (5.19.0)
+      sentry-ruby (~> 5.21.0)
+    sentry-ruby (5.21.0)
       bigdecimal
       concurrent-ruby (~> 1.0, >= 1.0.2)
-    sentry-sidekiq (5.19.0)
-      sentry-ruby (~> 5.19.0)
+    sentry-sidekiq (5.21.0)
+      sentry-ruby (~> 5.21.0)
       sidekiq (>= 3.0)
     shellany (0.0.1)
     shoulda-matchers (5.1.0)
@@ -2272,9 +2272,9 @@ DEPENDENCIES
   seed-fu (~> 2.3.7)
   selenium-webdriver (~> 4.21, >= 4.21.1)
   semver_dialects (~> 3.0)
-  sentry-rails (~> 5.19.0)
-  sentry-ruby (~> 5.19.0)
-  sentry-sidekiq (~> 5.19.0)
+  sentry-rails (~> 5.21.0)
+  sentry-ruby (~> 5.21.0)
+  sentry-sidekiq (~> 5.21.0)
   shoulda-matchers (~> 5.1.0)
   sidekiq!
   sidekiq-cron (~> 1.12.0)
diff --git a/Gemfile.next.checksum b/Gemfile.next.checksum
index e2e2e1f60aef4ea8d0ef8ddfcc97038cad20cd43..7d79b45e561b4ce7a82fdf63bfd2d7aa1422bb5c 100644
--- a/Gemfile.next.checksum
+++ b/Gemfile.next.checksum
@@ -676,9 +676,9 @@
 {"name":"seed-fu","version":"2.3.7","platform":"ruby","checksum":"f19673443e9af799b730e3d4eca6a89b39e5a36825015dffd00d02ea3365cf74"},
 {"name":"selenium-webdriver","version":"4.23.0","platform":"ruby","checksum":"490aeddee879cfea58a4db6628338d60a905bc56cd5e1a60dfbaa9090a19b801"},
 {"name":"semver_dialects","version":"3.4.3","platform":"ruby","checksum":"ae3ea99f7806693ab031df3121017c102f1a35f4fc2524674055cb446fb9cc82"},
-{"name":"sentry-rails","version":"5.19.0","platform":"ruby","checksum":"d4ad5323feea8e876f9feb2f50b126a3be3b4f6e137d37c360c31d52b6861995"},
-{"name":"sentry-ruby","version":"5.19.0","platform":"ruby","checksum":"0ddf89f246840a5c50df6c68b8eb59ad23ee4adb4a91187a414bb196cee1838b"},
-{"name":"sentry-sidekiq","version":"5.19.0","platform":"ruby","checksum":"1b16ec4b15b35dcbdd182494d612aae7ec5c923a9ed6814aed1b56103feecb80"},
+{"name":"sentry-rails","version":"5.21.0","platform":"ruby","checksum":"b5a943d199aff0d3cb94dbac4eb3e00622dd0c55fd1be0cffd43a7e09f0ad602"},
+{"name":"sentry-ruby","version":"5.21.0","platform":"ruby","checksum":"294e0dd59afce7e08ba22a4e880924345c75c3e858dc8ee23553716793f78629"},
+{"name":"sentry-sidekiq","version":"5.21.0","platform":"ruby","checksum":"6df54ec79238f69d9d4b7647bcd2a192a4702f3a39edffd63a455203430e90e2"},
 {"name":"shellany","version":"0.0.1","platform":"ruby","checksum":"0e127a9132698766d7e752e82cdac8250b6adbd09e6c0a7fbbb6f61964fedee7"},
 {"name":"shoulda-matchers","version":"5.1.0","platform":"ruby","checksum":"a01d20589989e9653ab4a28c67d9db2b82bcf0a2496cf01d5e1a95a4aaaf5b07"},
 {"name":"sidekiq-cron","version":"1.12.0","platform":"ruby","checksum":"6663080a454088bd88773a0da3ae91e554b8a2e8b06cfc629529a83fd1a3096c"},
diff --git a/Gemfile.next.lock b/Gemfile.next.lock
index 8265a43b5bbed6e8902e247cdea6e0a17a2e574d..98705c661007d046a60b8be8dd5102a4cd3b9cab 100644
--- a/Gemfile.next.lock
+++ b/Gemfile.next.lock
@@ -1731,14 +1731,14 @@ GEM
       pastel (~> 0.8.0)
       thor (~> 1.3)
       tty-command (~> 0.10.1)
-    sentry-rails (5.19.0)
+    sentry-rails (5.21.0)
       railties (>= 5.0)
-      sentry-ruby (~> 5.19.0)
-    sentry-ruby (5.19.0)
+      sentry-ruby (~> 5.21.0)
+    sentry-ruby (5.21.0)
       bigdecimal
       concurrent-ruby (~> 1.0, >= 1.0.2)
-    sentry-sidekiq (5.19.0)
-      sentry-ruby (~> 5.19.0)
+    sentry-sidekiq (5.21.0)
+      sentry-ruby (~> 5.21.0)
       sidekiq (>= 3.0)
     shellany (0.0.1)
     shoulda-matchers (5.1.0)
@@ -2299,9 +2299,9 @@ DEPENDENCIES
   seed-fu (~> 2.3.7)
   selenium-webdriver (~> 4.21, >= 4.21.1)
   semver_dialects (~> 3.0)
-  sentry-rails (~> 5.19.0)
-  sentry-ruby (~> 5.19.0)
-  sentry-sidekiq (~> 5.19.0)
+  sentry-rails (~> 5.21.0)
+  sentry-ruby (~> 5.21.0)
+  sentry-sidekiq (~> 5.21.0)
   shoulda-matchers (~> 5.1.0)
   sidekiq!
   sidekiq-cron (~> 1.12.0)