diff --git a/Gemfile b/Gemfile
index 5cf81104..ded0bcba 100644
--- a/Gemfile
+++ b/Gemfile
@@ -50,7 +50,7 @@ gem "sentry-rails"
 gem "sentry-ruby"
 gem "sentry-sidekiq"
 
-gem "sidekiq", "< 6" # remove version constraint once we have redis 5
+gem "sidekiq", "< 7" # remove version constraint once are ready to upgrade https://github.com/mperham/sidekiq/blob/main/docs/7.0-Upgrade.md
 
 gem "questiongenerator", "~> 1.0"
 
diff --git a/Gemfile.lock b/Gemfile.lock
index 92850db1..5d59d6ad 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -106,7 +106,7 @@ GEM
     coderay (1.1.3)
     colorize (0.8.1)
     concurrent-ruby (1.2.0)
-    connection_pool (2.2.5)
+    connection_pool (2.3.0)
     crass (1.0.6)
     cssbundling-rails (1.1.2)
       railties (>= 6.0.0)
@@ -324,7 +324,7 @@ GEM
     questiongenerator (1.0.0)
     racc (1.6.2)
     rack (2.2.6.2)
-    rack-protection (2.2.2)
+    rack-protection (3.0.5)
       rack
     rack-test (2.0.2)
       rack (>= 1.3)
@@ -370,7 +370,7 @@ GEM
     rainbow (3.1.1)
     rake (13.0.6)
     redcarpet (3.6.0)
-    redis (4.5.1)
+    redis (4.8.0)
     regexp_parser (2.6.2)
     request_store (1.5.1)
       rack (>= 1.4)
@@ -458,11 +458,10 @@ GEM
       sidekiq (>= 3.0)
     shoulda-matchers (5.3.0)
       activesupport (>= 5.2.0)
-    sidekiq (5.2.10)
-      connection_pool (~> 2.2, >= 2.2.2)
+    sidekiq (6.5.8)
+      connection_pool (>= 2.2.5, < 3)
       rack (~> 2.0)
-      rack-protection (>= 1.5.0)
-      redis (~> 4.5, < 4.6.0)
+      redis (>= 4.5.0, < 5)
     simple_oauth (0.3.1)
     simplecov (0.22.0)
       docile (~> 1.1)
@@ -604,7 +603,7 @@ DEPENDENCIES
   sentry-ruby
   sentry-sidekiq
   shoulda-matchers (~> 5.3)
-  sidekiq (< 6)
+  sidekiq (< 7)
   simplecov
   simplecov-cobertura
   simplecov-json