diff --git a/.github/workflows/reline.yml b/.github/workflows/reline.yml
index 862656387f..2a59e822fe 100644
--- a/.github/workflows/reline.yml
+++ b/.github/workflows/reline.yml
@@ -10,7 +10,7 @@ jobs:
   ruby-versions:
     uses: ruby/actions/.github/workflows/ruby_versions.yml@master
     with:
-      engine: cruby-truffleruby
+      engine: cruby
       min_version: 2.6
 
   reline:
@@ -23,12 +23,6 @@ jobs:
       matrix:
         ruby: ${{ fromJson(needs.ruby-versions.outputs.versions) }}
         os: [ubuntu-latest, macos-latest, windows-latest]
-        exclude:
-          - { ruby: truffleruby, os: windows-latest }
-          - { ruby: truffleruby-head, os: windows-latest }
-          # https://github.com/ruby/reline/pull/768#issuecomment-2420586587
-          - { ruby: truffleruby-head, os: ubuntu-latest }
-          - { ruby: truffleruby-head, os: macos-latest }
     timeout-minutes: 30
     steps:
       - uses: actions/checkout@v4
@@ -126,8 +120,6 @@ jobs:
           gem rdoc --all --ri --no-rdoc
           bundle install
           bundle exec rake test_yamatanooroti
-        # https://github.com/ruby/reline/pull/768#issuecomment-2420588075
-        if: ${{ !startsWith(matrix.ruby, 'truffleruby') }}
 
   vterm-yamatanooroti:
     needs: ruby-versions
diff --git a/.github/workflows/truffle-ruby-test.yml b/.github/workflows/truffle-ruby-test.yml
new file mode 100644
index 0000000000..5a7c2321d7
--- /dev/null
+++ b/.github/workflows/truffle-ruby-test.yml
@@ -0,0 +1,108 @@
+name: build-with-truffleruby-head
+
+on:
+  push:
+  pull_request:
+  schedule:
+    - cron: "30 14 * * *"
+
+jobs:
+  ruby-versions:
+    uses: ruby/actions/.github/workflows/ruby_versions.yml@master
+    with:
+      engine: cruby-truffleruby
+      min_version: 2.6
+
+  reline:
+    needs: ruby-versions
+    name: >-
+      reline ${{ matrix.os }} ${{ matrix.ruby }}
+    runs-on: ${{ matrix.os }}
+    strategy:
+      fail-fast: false
+      matrix:
+        ruby: truffleruby
+        os: [ubuntu-latest, macos-latest]
+    timeout-minutes: 30
+    steps:
+      - uses: actions/checkout@v4
+      - name: Set up Ruby
+        uses: ruby/setup-ruby@v1
+        with:
+          ruby-version: ${{ matrix.ruby }}
+      - name: Install dependencies
+        run: bundle install
+      - name: rake test
+        env:
+          TERM: xterm-256color
+        run: bundle exec rake test
+      - name: rake test (frozen string literal)
+        env:
+          TERM: xterm-256color
+        run: bundle exec rake test RUBYOPT="--enable-frozen-string-literal"
+
+  irb:
+    needs: ruby-versions
+    name: >-
+      irb ${{ matrix.ruby }}  ${{ matrix.os }}
+    runs-on: ${{ matrix.os }}
+    strategy:
+      fail-fast: false
+      matrix:
+        ruby: truffleruby-head
+        os: [ubuntu-latest]
+        exclude:
+          - ruby: 2.6
+    timeout-minutes: 30
+    steps:
+      - uses: actions/checkout@v4
+      - name: Set up Ruby
+        uses: ruby/setup-ruby@v1
+        with:
+          ruby-version: ${{ matrix.ruby }}
+      - name: Install libvterm
+        run: |
+          sudo apt install -y libtool-bin
+          wget http://www.leonerd.org.uk/code/libvterm/libvterm-0.1.4.tar.gz
+          tar xvzf libvterm-0.1.4.tar.gz
+          cd libvterm-0.1.4
+          sed -i -e 's/^PREFIX=.*$/PREFIX=\/usr/g' Makefile
+          make
+          sudo make install
+      - name: Install dependencies
+        run: bundle install
+      - name: Install reline
+        run: rake install
+      - name: Download ruby/irb
+        run: |
+          git clone https://github.com/ruby/irb
+      - name: Run irb test
+        working-directory: ./irb
+        run: |
+          bundle install
+          bundle exec rake test
+
+  vterm-yamatanooroti:
+    needs: ruby-versions
+    name: >-
+      vterm-yamatanooroti ${{ matrix.os }} ${{ matrix.ruby }}
+    runs-on: ${{ matrix.os }}
+    strategy:
+      fail-fast: false
+      matrix:
+        ruby: truffleruby-head
+        os: [ubuntu-latest]
+    timeout-minutes: 30
+    steps:
+      - uses: actions/checkout@v4
+      - name: Set up Ruby
+        uses: ruby/setup-ruby@v1
+        with:
+          ruby-version: ${{ matrix.ruby }}
+      - name: Install libvterm
+        run: |
+          sudo apt-get install -y libvterm-dev
+      - name: Install dependencies
+        run: WITH_VTERM=1 bundle install
+      - name: rake test_yamatanooroti
+        run: WITH_VTERM=1 bundle exec rake test_yamatanooroti