diff --git a/native/.ruby-version b/native/.ruby-version
index a4dd9dba4..49cdd668e 100644
--- a/native/.ruby-version
+++ b/native/.ruby-version
@@ -1 +1 @@
-2.7.4
+2.7.6
diff --git a/native/Gemfile b/native/Gemfile
index 25b4cb7e4..6f8637272 100644
--- a/native/Gemfile
+++ b/native/Gemfile
@@ -1,6 +1,6 @@
 source 'https://rubygems.org'
 
 # You may use http://rbenv.org/ or https://rvm.io/ to install and use this version
-ruby '2.7.4'
+ruby '~> 2.7.4'
 
 gem 'cocoapods', '~> 1.11', '>= 1.11.3'
diff --git a/nix/dev-shell.nix b/nix/dev-shell.nix
index da3fa8fa7..8beeafc09 100644
--- a/nix/dev-shell.nix
+++ b/nix/dev-shell.nix
@@ -1,147 +1,149 @@
 { mkShell
 , stdenv
 , lib
 , amqp-cpp
 , arcanist
 , aws-sdk-cpp
 , better-prompt
 , boost
+, bundler
 , c-ares_cmake-config
 , cmake
 , cmake-format
 , cocoapods
 , corrosion
 , cryptopp
 , darwin
 , double-conversion
 , folly
 , fmt
 , glog
 , grpc
 , gtest
 , libiconv
 , libuv
 , localstack
 , mariadb
 , mariadb-up
 , nodejs-16_x-openssl_1_1
 , olm
 , openjdk11
 , openssl
 , pkg-config
 , protobuf_3_15_cmake
 , python3
 , redis
 , redis-up
 , rustup
 , shellcheck
 , sqlite
 , terraform
 , watchman
 , rustfmt
 , yarn
 }:
 
 mkShell {
 
   # programs which are meant to be executed should go here
   nativeBuildInputs = [
     # generic development or tools
     arcanist
     shellcheck
     terraform
 
     # android
     openjdk11
 
     # node development
     mariadb
     nodejs-16_x-openssl_1_1
     yarn
     watchman # react native
     python3
     redis
 
     # native dependencies
     # C/CXX toolchains are already brought in with mkShell
     # Identity Service
     rustfmt
     rustup
 
     # Tunnelbroker + CMake
     amqp-cpp
     c-ares_cmake-config
     cryptopp
     cmake
     cmake-format # linting
     libuv
     # Localstack is currently broken by partial update
     # See https://github.com/NixOS/nixpkgs/pull/197572
     #localstack
     pkg-config
     protobuf_3_15_cmake
     grpc
   ] ++ lib.optionals stdenv.isDarwin [
     cocoapods # needed for ios
+    bundler
   ];
 
   # include any libraries buildInputs
   buildInputs = [
     # protobuf exposes both a library and a command
     # thus should appear in both inputs
     protobuf_3_15_cmake
     aws-sdk-cpp # tunnelbroker
     corrosion # tunnelbroker
     double-conversion # tunnelbroker
     glog # tunnelbroker
     gtest # testing services
     folly # cpp tools
     fmt # needed for folly
     boost # needed for folly
     olm # needed for CryptoTools
     sqlite # needed for sqlite_orm
     openssl # needed for grpc
   ] ++ lib.optionals stdenv.isDarwin (with darwin.apple_sdk.frameworks; [
     CoreFoundation
     CoreServices
     Security
     libiconv  # identity service
   ]);
 
   JAVA_HOME = openjdk11.passthru.home;
 
   # shell commands to be ran upon entering shell
   shellHook = ''
     PRJ_ROOT=$(git rev-parse --show-toplevel)
 
     # Set development environment variable defaults
     source "${../scripts/source_development_defaults.sh}"
 
     # Cache development path for some use cases such as XCode
     "$PRJ_ROOT/scripts/save_path.sh"
 
   ''
   # Darwin condition can be removed once linux services are supported
   + lib.optionalString stdenv.isDarwin ''
     # Start MariaDB development services
     "${mariadb-up}"/bin/mariadb-up &
     mariadb_pid=$!
 
     "${redis-up}"/bin/redis-up &
     redis_pid=$!
 
     wait "$mariadb_pid" "$redis_pid"
   '' + ''
 
     # Render default configuration for keyserver
     $PRJ_ROOT/scripts/create_url_facts.sh
 
     # Ensure rustup tooling is installed
     $PRJ_ROOT/scripts/ensure_rustup_setup.sh
 
     # Provide decent bash prompt
     source "${better-prompt}/bin/better-prompt"
 
     echo "Welcome to Comm dev environment! :)"
   '';
 }