diff --git a/rspec-core/.rubocop_rspec_base.yml b/rspec-core/.rubocop_rspec_base.yml
index 852893b2a..a98671e06 100644
--- a/rspec-core/.rubocop_rspec_base.yml
+++ b/rspec-core/.rubocop_rspec_base.yml
@@ -1,4 +1,4 @@
-# This file was generated on 2020-01-23T22:37:16+03:00 from the rspec-dev repo.
+# This file was generated on 2020-04-03T18:53:21+03:00 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/rspec-core/.travis.yml b/rspec-core/.travis.yml
index 41253a3ef..8fdc4348b 100644
--- a/rspec-core/.travis.yml
+++ b/rspec-core/.travis.yml
@@ -1,4 +1,4 @@
-# This file was generated on 2020-01-23T22:37:16+03:00 from the rspec-dev repo.
+# This file was generated on 2020-04-03T18:53:21+03:00 from the rspec-dev repo.
 # DO NOT modify it by hand as your changes will get lost the next time it is generated.
 
 # In order to install old Rubies, we need to use old Ubuntu distibution.
@@ -22,10 +22,10 @@ rvm:
   - 2.1
   - 2.2.10
   - 2.3.8
-  - 2.4.9
-  - 2.5.7
-  - 2.6.5
-  - 2.7.0
+  - 2.4.10
+  - 2.5.8
+  - 2.6.6
+  - 2.7.1
   - ruby-head
   - ree
   - rbx-3
diff --git a/rspec-core/Gemfile b/rspec-core/Gemfile
index 22e791c05..b781ec5cd 100644
--- a/rspec-core/Gemfile
+++ b/rspec-core/Gemfile
@@ -12,12 +12,12 @@ branch = File.read(File.expand_path("../maintenance-branch", __FILE__)).chomp
   end
 end
 
-if RUBY_VERSION >= '2.0.0'
-  gem 'rake', '>= 10.0.0'
-elsif RUBY_VERSION >= '1.9.3'
+if RUBY_VERSION < '1.9.3'
+  gem 'rake', '< 11.0.0' # rake 11 requires Ruby 1.9.3 or later
+elsif RUBY_VERSION < '2.0.0'
   gem 'rake', '< 12.0.0' # rake 12 requires Ruby 2.0.0 or later
 else
-  gem 'rake', '< 11.0.0' # rake 11 requires Ruby 1.9.3 or later
+  gem 'rake', '> 12.3.2'
 end
 
 gem 'yard', '~> 0.9.24', :require => false
diff --git a/rspec-core/appveyor.yml b/rspec-core/appveyor.yml
index d5eb832c7..496e42152 100644
--- a/rspec-core/appveyor.yml
+++ b/rspec-core/appveyor.yml
@@ -1,4 +1,4 @@
-# This file was generated on 2020-01-23T22:37:16+03:00 from the rspec-dev repo.
+# This file was generated on 2020-04-03T18:53:21+03:00 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}"
diff --git a/rspec-core/script/clone_all_rspec_repos b/rspec-core/script/clone_all_rspec_repos
index bd137b3a7..9a741818c 100755
--- a/rspec-core/script/clone_all_rspec_repos
+++ b/rspec-core/script/clone_all_rspec_repos
@@ -1,5 +1,5 @@
 #!/bin/bash
-# This file was generated on 2020-01-23T22:37:16+03:00 from the rspec-dev repo.
+# This file was generated on 2020-04-03T18:53:21+03:00 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/rspec-core/script/functions.sh b/rspec-core/script/functions.sh
index 545a18b86..713b9fb2e 100644
--- a/rspec-core/script/functions.sh
+++ b/rspec-core/script/functions.sh
@@ -1,4 +1,4 @@
-# This file was generated on 2020-01-23T22:37:16+03:00 from the rspec-dev repo.
+# This file was generated on 2020-04-03T18:53:21+03:00 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 )"
@@ -187,7 +187,6 @@ function run_all_spec_suites {
   fold "rspec-core specs" run_spec_suite_for "rspec-core"
   fold "rspec-expectations specs" run_spec_suite_for "rspec-expectations"
   fold "rspec-mocks specs" run_spec_suite_for "rspec-mocks"
-
   if rspec_rails_compatible; then
     fold "rspec-rails specs" run_spec_suite_for "rspec-rails"
   fi
diff --git a/rspec-core/script/predicate_functions.sh b/rspec-core/script/predicate_functions.sh
index 17516df41..b733b725b 100644
--- a/rspec-core/script/predicate_functions.sh
+++ b/rspec-core/script/predicate_functions.sh
@@ -1,4 +1,4 @@
-# This file was generated on 2020-01-23T22:37:16+03:00 from the rspec-dev repo.
+# This file was generated on 2020-04-03T18:53:21+03:00 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 {
@@ -73,18 +73,6 @@ function is_ruby_25_plus {
   fi
 }
 
-function is_mri_27 {
-  if is_mri; then
-    if ruby -e "exit(RUBY_VERSION.to_f == 2.7)"; then
-      return 0
-    else
-      return 1
-    fi
-  else
-    return 1
-  fi
-}
-
 function rspec_rails_compatible {
   if is_ruby_25_plus; then
     return 0
@@ -109,11 +97,7 @@ function additional_specs_available {
 function documentation_enforced {
   if [ -x ./bin/yard ]; then
     if is_mri_2plus; then
-      if is_mri_27; then
-        return 1
-      else
-        return 0
-      fi
+      return 0
     else
       return 1
     fi
diff --git a/rspec-core/script/run_build b/rspec-core/script/run_build
index f1b755274..b5958fb8f 100755
--- a/rspec-core/script/run_build
+++ b/rspec-core/script/run_build
@@ -1,5 +1,5 @@
 #!/bin/bash
-# This file was generated on 2020-01-23T22:37:16+03:00 from the rspec-dev repo.
+# This file was generated on 2020-04-03T18:53:21+03:00 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/rspec-core/script/travis_functions.sh b/rspec-core/script/travis_functions.sh
index 9574746a3..725c1184c 100644
--- a/rspec-core/script/travis_functions.sh
+++ b/rspec-core/script/travis_functions.sh
@@ -1,4 +1,4 @@
-# This file was generated on 2020-01-23T22:37:16+03:00 from the rspec-dev repo.
+# This file was generated on 2020-04-03T18:53:21+03:00 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/rspec-core/script/update_rubygems_and_install_bundler b/rspec-core/script/update_rubygems_and_install_bundler
index b569ac0aa..4ceb930cd 100755
--- a/rspec-core/script/update_rubygems_and_install_bundler
+++ b/rspec-core/script/update_rubygems_and_install_bundler
@@ -1,5 +1,5 @@
 #!/bin/bash
-# This file was generated on 2020-01-23T22:37:16+03:00 from the rspec-dev repo.
+# This file was generated on 2020-04-03T18:53:21+03:00 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/rspec-core/spec/rspec/core/example_spec.rb b/rspec-core/spec/rspec/core/example_spec.rb
index 81a7cec4a..325efe91f 100644
--- a/rspec-core/spec/rspec/core/example_spec.rb
+++ b/rspec-core/spec/rspec/core/example_spec.rb
@@ -443,7 +443,9 @@ def assert(val)
 
     context 'memory leaks, see GH-321, GH-1921' do
       def self.reliable_gc
-        0 != GC.method(:start).arity # older Rubies don't give us options to ensure a full GC
+        # older Rubies don't give us options to ensure a full GC
+        # TruffleRuby GC.start arity matches but GC.disable and GC.enable are mock implementations
+        0 != GC.method(:start).arity && !(defined?(RUBY_ENGINE) && RUBY_ENGINE == "truffleruby")
       end
 
       def expect_gc(opts)
diff --git a/rspec-core/spec/rspec/core/rake_task_spec.rb b/rspec-core/spec/rspec/core/rake_task_spec.rb
index 576b8637d..a1168b6de 100644
--- a/rspec-core/spec/rspec/core/rake_task_spec.rb
+++ b/rspec-core/spec/rspec/core/rake_task_spec.rb
@@ -170,7 +170,7 @@ def silence_output(&block)
 
           expect {
             task.with_clean_environment = true
-            task.ruby_opts = '-e "puts \"Environment: #{ENV.keys}\""'
+            task.ruby_opts = '-e "puts \"Environment: #{ENV.keys.sort.inspect}\""'
             task.run_task false
           }.to avoid_outputting.to_stderr.and output(essential_shell_variables).to_stdout_from_any_process
         end
diff --git a/rspec-core/spec/support/helper_methods.rb b/rspec-core/spec/support/helper_methods.rb
index 1ed3d7934..c4a7027b8 100644
--- a/rspec-core/spec/support/helper_methods.rb
+++ b/rspec-core/spec/support/helper_methods.rb
@@ -15,8 +15,9 @@ def ignoring_warnings
   end
 
   # In Ruby 2.7 taint was removed and has no effect, whilst SAFE warns that it
-  # has no effect and will become a normal varible in 3.0.
-  if RUBY_VERSION >= '2.7'
+  # has no effect and will become a normal varible in 3.0. Other engines do not
+  # implement SAFE.
+  if RUBY_VERSION >= '2.7' || (defined?(RUBY_ENGINE) && RUBY_ENGINE != "ruby")
     def with_safe_set_to_level_that_triggers_security_errors
       yield
     end