diff --git a/.rubocop_rspec_base.yml b/.rubocop_rspec_base.yml
index 811e150e97..3130e26766 100644
--- a/.rubocop_rspec_base.yml
+++ b/.rubocop_rspec_base.yml
@@ -1,4 +1,4 @@
-# This file was generated on 2018-04-03T19:49:13+10:00 from the rspec-dev repo.
+# This file was generated on 2019-01-03T20:34:23+00:00 from the rspec-dev repo.
 # DO NOT modify it by hand as your changes will get lost the next time it is generated.
 
 # This file contains defaults for RSpec projects. Individual projects
diff --git a/.travis.yml b/.travis.yml
index 167ad47153..a71e6c4187 100644
--- a/.travis.yml
+++ b/.travis.yml
@@ -23,8 +23,8 @@ cache: bundler
 bundler_args: "--binstubs --path ../bundle --retry=3 --jobs=3"
 
 before_install:
-  - gem update --system 2.7.8
-  - gem install bundler
+  - script/update_rubygems_and_install_bundler
+  - script/downgrade_bundler_on_old_rails
   - script/clone_all_rspec_repos
 
 before_script:
diff --git a/Changelog.md b/Changelog.md
index d3643362a8..634076fc3d 100644
--- a/Changelog.md
+++ b/Changelog.md
@@ -1,11 +1,19 @@
 ### Development
-[Full Changelog](http://github.com/rspec/rspec-rails/compare/v3.8.1...master)
+[Full Changelog](http://github.com/rspec/rspec-rails/compare/v3.8.2...master)
+
+### 3.8.2 / 2019-01-13
+[Full Changelog](http://github.com/rspec/rspec-rails/compare/v3.8.1...v3.8.2)
 
 Bug Fixes:
 
 * Fix issue with generator for preview specs where `Mailer` would be duplicated
   in the name. (Kohei Sugi, #2037)
 * Fix the request spec generator to handle namespaced files. (Kohei Sugi, #2057)
+* Further truncate system test filenames to handle cases when extra words are
+  prepended. (Takumi Kaji, #2058)
+* Backport: Make the `ActiveJob` matchers fail when multiple jobs are queued
+  for negated matches. e.g. `expect { job; job; }.to_not have_enqueued_job
+  (Emric Istanful, #2069)
 
 ### 3.8.1 / 2018-10-23
 [Full Changelog](http://github.com/rspec/rspec-rails/compare/v3.8.0...v3.8.1)
diff --git a/appveyor.yml b/appveyor.yml
index 5b342c53af..f234a3eeb0 100644
--- a/appveyor.yml
+++ b/appveyor.yml
@@ -1,4 +1,4 @@
-# This file was generated on 2018-04-03T19:49:13+10:00 from the rspec-dev repo.
+# This file was generated on 2019-01-03T20:34:23+00:00 from the rspec-dev repo.
 # DO NOT modify it by hand as your changes will get lost the next time it is generated.
 
 version: "{build}"
@@ -33,7 +33,6 @@ test_script:
 
 environment:
   matrix:
-    - ruby_version: 193
     - ruby_version: 200
     - ruby_version: 21
     - ruby_version: 22
diff --git a/lib/rspec/rails/example/system_example_group.rb b/lib/rspec/rails/example/system_example_group.rb
index ba8b5cb7b3..e63afeec8f 100644
--- a/lib/rspec/rails/example/system_example_group.rb
+++ b/lib/rspec/rails/example/system_example_group.rb
@@ -37,7 +37,7 @@ def method_name
         @method_name ||= [
           self.class.name.underscore,
           RSpec.current_example.description.underscore
-        ].join("_").tr(CHARS_TO_TRANSLATE.join, "_")[0...251] + "_#{rand(1000)}"
+        ].join("_").tr(CHARS_TO_TRANSLATE.join, "_")[0...200] + "_#{rand(1000)}"
       end
 
       # Delegates to `Rails.application`.
diff --git a/lib/rspec/rails/matchers/active_job.rb b/lib/rspec/rails/matchers/active_job.rb
index be8e732b4b..0555c9fda3 100644
--- a/lib/rspec/rails/matchers/active_job.rb
+++ b/lib/rspec/rails/matchers/active_job.rb
@@ -197,6 +197,12 @@ def matches?(proc)
 
             check(in_block_jobs)
           end
+
+          def does_not_match?(proc)
+            set_expected_number(:at_least, 1)
+
+            !matches?(proc)
+          end
         end
 
         # @private
@@ -205,6 +211,12 @@ def matches?(job)
             @job = job
             check(queue_adapter.enqueued_jobs)
           end
+
+          def does_not_match?(proc)
+            set_expected_number(:at_least, 1)
+
+            !matches?(proc)
+          end
         end
       end
 
diff --git a/lib/rspec/rails/version.rb b/lib/rspec/rails/version.rb
index 78d6615223..18c1695dd5 100644
--- a/lib/rspec/rails/version.rb
+++ b/lib/rspec/rails/version.rb
@@ -3,7 +3,7 @@ module Rails
     # Version information for RSpec Rails.
     module Version
       # Current version of RSpec Rails, in semantic versioning format.
-      STRING = '3.8.1'
+      STRING = '3.8.2'
     end
   end
 end
diff --git a/script/clone_all_rspec_repos b/script/clone_all_rspec_repos
index 40a6822898..dcd4d914da 100755
--- a/script/clone_all_rspec_repos
+++ b/script/clone_all_rspec_repos
@@ -1,5 +1,5 @@
 #!/bin/bash
-# This file was generated on 2018-04-03T19:49:13+10:00 from the rspec-dev repo.
+# This file was generated on 2019-01-03T20:34:23+00:00 from the rspec-dev repo.
 # DO NOT modify it by hand as your changes will get lost the next time it is generated.
 
 set -e
diff --git a/script/downgrade_bundler_on_old_rails b/script/downgrade_bundler_on_old_rails
new file mode 100755
index 0000000000..36e54feea2
--- /dev/null
+++ b/script/downgrade_bundler_on_old_rails
@@ -0,0 +1,19 @@
+#!/bin/bash
+# This file was generated on 2019-01-03T20:34:23+00:00 from the rspec-dev repo.
+# DO NOT modify it by hand as your changes will get lost the next time it is generated.
+
+set -e
+source script/functions.sh
+
+if ruby -e "exit(ENV['RAILS_VERSION'].to_f < 5)"; then
+  # On Rails versions less than 5, Bundler 2.0 is not supported
+  echo "Warning dowgrading to older version of Bundler"
+  gem uninstall -aIx bundler
+
+  # this only works on Ruby 2.3 which is luckily the version we need to fix
+  if is_ruby_23_plus; then
+    rvm @global do gem uninstall -aIx bundler
+  fi
+
+  gem install bundler -v '1.17.3'
+fi
diff --git a/script/functions.sh b/script/functions.sh
index 62d1847bb1..12c1d35904 100644
--- a/script/functions.sh
+++ b/script/functions.sh
@@ -1,4 +1,4 @@
-# This file was generated on 2018-04-03T19:49:13+10:00 from the rspec-dev repo.
+# This file was generated on 2019-01-03T20:34:23+00:00 from the rspec-dev repo.
 # DO NOT modify it by hand as your changes will get lost the next time it is generated.
 
 SCRIPT_DIR="$( cd "$( dirname "${BASH_SOURCE[0]}" )" && pwd )"
diff --git a/script/predicate_functions.sh b/script/predicate_functions.sh
index b165966fe8..cfdc471f79 100644
--- a/script/predicate_functions.sh
+++ b/script/predicate_functions.sh
@@ -1,4 +1,4 @@
-# This file was generated on 2018-04-03T19:49:13+10:00 from the rspec-dev repo.
+# This file was generated on 2019-01-03T20:34:23+00:00 from the rspec-dev repo.
 # DO NOT modify it by hand as your changes will get lost the next time it is generated.
 
 function is_mri {
@@ -57,6 +57,14 @@ function is_mri_2plus {
   fi
 }
 
+function is_ruby_23_plus {
+  if ruby -e "exit(RUBY_VERSION.to_f >= 2.3)"; then
+    return 0
+  else
+    return 1
+  fi
+}
+
 function rspec_support_compatible {
   if [ "$MAINTENANCE_BRANCH" != "2-99-maintenance" ] && [ "$MAINTENANCE_BRANCH" != "2-14-maintenance" ]; then
     return 0
diff --git a/script/run_build b/script/run_build
index 502fd6d9cf..891a05e966 100755
--- a/script/run_build
+++ b/script/run_build
@@ -1,5 +1,5 @@
 #!/bin/bash
-# This file was generated on 2018-04-03T19:49:13+10:00 from the rspec-dev repo.
+# This file was generated on 2019-01-03T20:34:23+00:00 from the rspec-dev repo.
 # DO NOT modify it by hand as your changes will get lost the next time it is generated.
 
 set -e
diff --git a/script/travis_functions.sh b/script/travis_functions.sh
index 244ada938b..8b89cc8bdf 100644
--- a/script/travis_functions.sh
+++ b/script/travis_functions.sh
@@ -1,4 +1,4 @@
-# This file was generated on 2018-04-03T19:49:13+10:00 from the rspec-dev repo.
+# This file was generated on 2019-01-03T20:34:23+00:00 from the rspec-dev repo.
 # DO NOT modify it by hand as your changes will get lost the next time it is generated.
 
 # Taken from:
diff --git a/script/update_rubygems_and_install_bundler b/script/update_rubygems_and_install_bundler
new file mode 100755
index 0000000000..bcf7e86db6
--- /dev/null
+++ b/script/update_rubygems_and_install_bundler
@@ -0,0 +1,15 @@
+#!/bin/bash
+# This file was generated on 2019-01-03T20:34:23+00:00 from the rspec-dev repo.
+# DO NOT modify it by hand as your changes will get lost the next time it is generated.
+
+set -e
+source script/functions.sh
+
+if is_ruby_23_plus; then
+  gem update --system
+  gem install bundler
+else
+  echo "Warning installing older versions of Rubygems / Bundler"
+  gem update --system '2.7.8'
+  gem install bundler -v '1.17.3'
+fi
diff --git a/spec/rspec/rails/matchers/active_job_spec.rb b/spec/rspec/rails/matchers/active_job_spec.rb
index 18e0222171..c85b98a6b2 100644
--- a/spec/rspec/rails/matchers/active_job_spec.rb
+++ b/spec/rspec/rails/matchers/active_job_spec.rb
@@ -122,7 +122,16 @@ def self.name; "LoggingJob"; end
     it "fails when negated and job is enqueued" do
       expect {
         expect { heavy_lifting_job.perform_later }.not_to have_enqueued_job
-      }.to raise_error(/expected not to enqueue exactly 1 jobs, but enqueued 1/)
+      }.to raise_error(/expected not to enqueue at least 1 jobs, but enqueued 1/)
+    end
+
+    it "fails when negated and several jobs enqueued" do
+      expect {
+        expect {
+          heavy_lifting_job.perform_later
+          heavy_lifting_job.perform_later
+        }.not_to have_enqueued_job
+      }.to raise_error(/expected not to enqueue at least 1 jobs, but enqueued 2/)
     end
 
     it "passes with job name" do
@@ -344,5 +353,13 @@ def self.name; "LoggingJob"; end
         expect(heavy_lifting_job).to have_been_enqueued
       }.to raise_error(/expected to enqueue exactly 1 jobs, but enqueued 0/)
     end
+
+    it "fails when negated and several jobs enqueued" do
+      heavy_lifting_job.perform_later
+      heavy_lifting_job.perform_later
+      expect {
+        expect(heavy_lifting_job).not_to have_been_enqueued
+      }.to raise_error(/expected not to enqueue at least 1 jobs, but enqueued 2/)
+    end
   end
 end