diff --git a/pkgs/development/interpreters/ruby/patchsets.nix b/pkgs/development/interpreters/ruby/patchsets.nix
index a0e2b90b0f4a..bdc4cf3690fe 100644
--- a/pkgs/development/interpreters/ruby/patchsets.nix
+++ b/pkgs/development/interpreters/ruby/patchsets.nix
@@ -2,14 +2,19 @@
 
 {
   "2.7.6" = ops useRailsExpress [
-    "${patchSet}/patches/ruby/2.7/head/railsexpress/01-fix-broken-tests-caused-by-ad.patch"
-    "${patchSet}/patches/ruby/2.7/head/railsexpress/02-improve-gc-stats.patch"
-    "${patchSet}/patches/ruby/2.7/head/railsexpress/03-more-detailed-stacktrace.patch"
+    "${patchSet}/patches/ruby/2.7/head/railsexpress/01-fix-with-openssl-dir-option.patch"
+    "${patchSet}/patches/ruby/2.7/head/railsexpress/02-fix-broken-tests-caused-by-ad.patch"
+    "${patchSet}/patches/ruby/2.7/head/railsexpress/03-improve-gc-stats.patch"
+    "${patchSet}/patches/ruby/2.7/head/railsexpress/04-more-detailed-stacktrace.patch"
+    "${patchSet}/patches/ruby/2.7/head/railsexpress/05-malloc-trim.patch"
   ];
   "3.0.4" = ops useRailsExpress [
-    "${patchSet}/patches/ruby/3.0/head/railsexpress/01-improve-gc-stats.patch"
-    "${patchSet}/patches/ruby/3.0/head/railsexpress/02-malloc-trim.patch"
+    "${patchSet}/patches/ruby/3.0/head/railsexpress/01-fix-with-openssl-dir-option.patch"
+    "${patchSet}/patches/ruby/3.0/head/railsexpress/02-improve-gc-stats.patch"
+    "${patchSet}/patches/ruby/3.0/head/railsexpress/03-malloc-trim.patch"
   ];
-  "3.1.2" = ops useRailsExpress [ # no patches yet (2021-12-25)
+  "3.1.2" = ops useRailsExpress [
+    "${patchSet}/patches/ruby/3.1/head/railsexpress/01-improve-gc-stats.patch"
+    "${patchSet}/patches/ruby/3.1/head/railsexpress/02-malloc-trim.patch"
   ];
 }
diff --git a/pkgs/development/interpreters/ruby/rvm-patchsets.nix b/pkgs/development/interpreters/ruby/rvm-patchsets.nix
index 88b75a5aa066..51c0a9a7dfb3 100644
--- a/pkgs/development/interpreters/ruby/rvm-patchsets.nix
+++ b/pkgs/development/interpreters/ruby/rvm-patchsets.nix
@@ -3,6 +3,6 @@
 fetchFromGitHub {
   owner  = "skaes";
   repo   = "rvm-patchsets";
-  rev    = "0251817e2b9d5f73370bbbb12fdf7f7089bd1ac3";
-  sha256 = "1biiq5xzzdfb4hr1sgmx14i2nr05xa9w21pc7dl8c5n4f2ilg8ss";
+  rev    = "a6429bb1a7fb9b5798c22f43338739a6c192b42d";
+  sha256 = "sha256-NpSa+uGQA1rfHNcLzPNTK65J+Wk9ZlzhHFePDA4uuo0=";
 }