diff --git a/.github/workflows/gh-pages.yml b/.github/workflows/gh-pages.yml
deleted file mode 100644
index 1efe11e33..000000000
--- a/.github/workflows/gh-pages.yml
+++ /dev/null
@@ -1,48 +0,0 @@
-name: Deploy IRB documentation to GitHub Pages
-
-on:
-  push:
-    branches: ["master"]
-  workflow_dispatch:
-
-permissions:
-  contents: read
-  pages: write
-  id-token: write
-
-concurrency:
-  group: "pages"
-  cancel-in-progress: true
-
-jobs:
-  build:
-    runs-on: ubuntu-latest
-    if: ${{ github.repository == 'ruby/irb' && !startsWith(github.event_name, 'pull') }}
-    steps:
-      - name: Checkout
-        uses: actions/checkout@v4
-      - name: Setup Ruby
-        uses: ruby/setup-ruby@f26937343756480a8cb3ae1f623b9c8d89ed6984 # v1.196.0
-        with:
-          ruby-version: "3.3"
-          bundler-cache: true
-      - name: Setup Pages
-        id: pages
-        uses: actions/configure-pages@v5
-      - name: Build with IRB
-        run: bundle exec rake rdoc
-      - name: Upload artifact
-        uses: actions/upload-pages-artifact@v3
-        with:
-          path: "docs/"
-
-  deploy:
-    environment:
-      name: github-pages
-      url: ${{ steps.deployment.outputs.page_url }}
-    runs-on: ubuntu-latest
-    needs: build
-    steps:
-      - name: Deploy to GitHub Pages
-        id: deployment
-        uses: actions/deploy-pages@v4
diff --git a/.github/workflows/ruby-core.yml b/.github/workflows/ruby-core.yml
deleted file mode 100644
index d1d5f69c8..000000000
--- a/.github/workflows/ruby-core.yml
+++ /dev/null
@@ -1,59 +0,0 @@
-name: ruby-core
-
-on:
-  pull_request:
-
-  push:
-    branches:
-      - master
-
-concurrency:
-  group: ci-${{ github.ref }}-${{ github.workflow }}
-
-permissions:  # added using https://github.com/step-security/secure-workflows
-  contents: read
-
-jobs:
-  ruby_core:
-    name: IRB under a ruby-core setup
-    runs-on: ubuntu-20.04
-    strategy:
-      fail-fast: false
-    timeout-minutes: 30
-    steps:
-      - name: Set up latest ruby head
-        uses: ruby/setup-ruby@250fcd6a742febb1123a77a841497ccaa8b9e939 # v1.152.0
-        with:
-          ruby-version: head
-          bundler: none
-      - name: Save latest buildable revision to environment
-        run: echo "REF=$(ruby -v | cut -d')' -f1 | cut -d' ' -f5)" >> $GITHUB_ENV
-      - uses: actions/checkout@b4ffde65f46336ab88eb53be808477a3936bae11 # v3.1.0
-        with:
-          repository: ruby/ruby
-          path: ruby/ruby
-          fetch-depth: 10
-      - name: Checkout the latest buildable revision
-        run: git switch -c ${{ env.REF }}
-        working-directory: ruby/ruby
-      - name: Install libraries
-        run: |
-          set -x
-          sudo apt-get update -q || :
-          sudo apt-get install --no-install-recommends -q -y build-essential libssl-dev libyaml-dev libreadline6-dev zlib1g-dev libncurses5-dev libffi-dev libgdbm-dev bison autoconf ruby
-      - name: Build Ruby
-        run: |
-          autoconf
-          ./configure -C --disable-install-doc
-          make -j2
-        working-directory: ruby/ruby
-      - uses: actions/checkout@b4ffde65f46336ab88eb53be808477a3936bae11 # v3.1.0
-        with:
-          path: ruby/irb
-      - name: Sync tools
-        run: |
-          ruby tool/sync_default_gems.rb irb
-        working-directory: ruby/ruby
-      - name: Test IRB
-        run: make -j2 -s test-all TESTS="irb --no-retry"
-        working-directory: ruby/ruby
diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index 810c27590..bb6d3d276 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -7,104 +7,34 @@ on:
     - cron: "30 14 * * *"
 
 jobs:
-  ruby-versions:
-    uses: ruby/actions/.github/workflows/ruby_versions.yml@master
-    with:
-      engine: cruby-truffleruby
-      min_version: 2.7
-  lint:
-    runs-on: ubuntu-latest
-    steps:
-      - uses: actions/checkout@v4
-      - name: Set up Ruby
-        uses: ruby/setup-ruby@v1
-        with:
-          ruby-version: "3.3"
-          bundler-cache: true
-      - name: Run rubocop
-        run: bundle exec rubocop
-  irb:
-    needs: ruby-versions
-    name: rake test ${{ matrix.ruby }} ${{ matrix.with_latest_reline && '(latest reline)' || '' }}
-    strategy:
-      matrix:
-        ruby: ${{ fromJson(needs.ruby-versions.outputs.versions) }}
-        with_latest_reline: [true, false]
-        exclude:
-          - ruby: truffleruby
-      fail-fast: false
-    runs-on: ubuntu-latest
-    env:
-      WITH_LATEST_RELINE: ${{matrix.with_latest_reline}}
-    timeout-minutes: 30
-    steps:
-      - uses: actions/checkout@b4ffde65f46336ab88eb53be808477a3936bae11
-      - name: Set up Ruby
-        uses: ruby/setup-ruby@v1
-        with:
-          ruby-version: ${{ matrix.ruby }}
-          bundler-cache: true
-      - name: Run tests
-        run: bundle exec rake test
-      - name: Run tests in isolation
-        run: bundle exec rake test_in_isolation
-  debug-test:
-    name: Debug compatibility test
-    runs-on: ubuntu-latest
-    timeout-minutes: 30
-    steps:
-      - uses: actions/checkout@v4
-      - name: Set up Ruby
-        uses: ruby/setup-ruby@v1
-        with:
-          ruby-version: 3.3
-      - name: Install dependencies
-        run: bundle install
-      - name: Install IRB
-        run: |
-          rake install
-      - name: Download ruby/debug
-        run: |
-          git clone https://github.com/ruby/debug
-      - name: Run debug tests
-        working-directory: ./debug
-        run: |
-          bundle install
-          bundle exec rake
-  vterm-yamatanooroti:
-    needs: ruby-versions
+  winconhost-yamatanooroti:
     name: >-
-      vterm-yamatanooroti ${{ matrix.ruby }} ${{ matrix.with_latest_reline && '(latest reline)' || '' }}
-    runs-on: ubuntu-latest
+      win-yamatanooroti ${{ matrix.os }} ${{ matrix.console }} ${{ matrix.ruby }} ${{ matrix.with_latest_reline && '(latest reline)' || '' }}
+    runs-on: ${{ matrix.os }}
     strategy:
+      fail-fast: false
       matrix:
-        ruby: ${{ fromJson(needs.ruby-versions.outputs.versions) }}
-        with_latest_reline: [true, false]
+        ruby: [3.3]
+        os: [windows-2019, windows-2022]
+        console: [ conhost, legacy-conhost, 1.21, 1.22preview, canary ]
+        with_latest_reline: [true]
         exclude:
-          - ruby: truffleruby
-          - ruby: truffleruby-head
-      fail-fast: false
+          - console: 1.21
+            os: windows-2019
+          - console: 1.22preview
+            os: windows-2019
+          - console: canary
+            os: windows-2019
     env:
       WITH_LATEST_RELINE: ${{matrix.with_latest_reline}}
     timeout-minutes: 30
     steps:
-      - uses: actions/checkout@b4ffde65f46336ab88eb53be808477a3936bae11
+      - uses: actions/checkout@v4
       - name: Set up Ruby
         uses: ruby/setup-ruby@v1
         with:
           ruby-version: ${{ matrix.ruby }}
-          bundler-cache: true
-      - name: Install libvterm
-        run: |
-          sudo apt install -y libtool-bin
-          wget http://www.leonerd.org.uk/code/libvterm/libvterm-0.1.4.tar.gz
-          tar xvzf libvterm-0.1.4.tar.gz
-          cd libvterm-0.1.4
-          sed -i -e 's/^PREFIX=.*$/PREFIX=\/usr/g' Makefile
-          make
-          sudo make install
       - name: Install dependencies
-        run: |
-          WITH_VTERM=1 bundle install
+        run: bundle install
       - name: rake test_yamatanooroti
-        run: WITH_VTERM=1 bundle exec rake test_yamatanooroti
+        run: bundle exec rake test_yamatanooroti TESTOPTS="-v --wt_dir=./tmp  --windows=${{ matrix.console }}"
diff --git a/Gemfile b/Gemfile
index 3c2efa44d..08c134b2a 100644
--- a/Gemfile
+++ b/Gemfile
@@ -4,15 +4,19 @@ gemspec
 
 is_unix = RUBY_PLATFORM =~ /(aix|darwin|linux|(net|free|open)bsd|cygwin|solaris|irix|hpux)/i
 is_truffleruby = RUBY_DESCRIPTION =~ /truffleruby/
+is_win = RUBY_PLATFORM =~ /(mswin|msys|mingw|cygwin|bccwin|wince|emc)/i
 
 if is_unix && ENV['WITH_VTERM']
   gem "vterm", github: "ruby/vterm-gem"
   gem "yamatanooroti", github: "ruby/yamatanooroti"
 end
+if is_win
+  gem "yamatanooroti", github: "yo4/yamatanooroti", branch: "ci_for_windows"
+end
 
 gem "stackprof" if is_unix && !is_truffleruby
 
-gem "reline", github: "ruby/reline" if ENV["WITH_LATEST_RELINE"] == "true"
+gem "reline", github: "ruby/reline", branch: "windows_fix" if ENV["WITH_LATEST_RELINE"] == "true"
 gem "rake"
 gem "test-unit"
 gem "test-unit-ruby-core"