diff --git a/.github/workflows/tests.yml b/.github/workflows/tests.yml
index 02ffd1f6..f2aa91e4 100644
--- a/.github/workflows/tests.yml
+++ b/.github/workflows/tests.yml
@@ -7,10 +7,17 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ubuntu, macos]
-        ruby: [2.5, 2.6, 2.7, 3.0, head]
+        os:
+        - ubuntu-latest
+        - macos-latest
+        - windows-latest
+        ruby:
+        - 2.7
+        - 3.0
+        - head
+        - mingw
     runs-on: ${{ matrix.os }}-latest
-    continue-on-error: ${{ endsWith(matrix.ruby, 'head') || matrix.ruby == 'debug'  || (matrix.ruby == '3.0' && matrix.os == 'macos')}}
+    continue-on-error: ${{ endsWith(matrix.ruby, 'head') || (matrix.ruby == '3.0' && matrix.os == 'macos') || (matrix.ruby == 'mingw') }}
     steps:
     - uses: actions/checkout@v2
     - uses: ruby/setup-ruby@v1
diff --git a/CHANGELOG.md b/CHANGELOG.md
index 8bd6de1f..4d5de2ef 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -9,6 +9,7 @@ Features:
 
 Compatibility:
 * Because of `, the new default behavior is to warn instead of errors on a missing file
+* Squib's official support for Ruby 2.5, 2.6 support is dropped.
 
 ## v0.17.1 / 2021-09-07
 
diff --git a/README.md b/README.md
index 25545e20..c6eebe8d 100644
--- a/README.md
+++ b/README.md
@@ -31,7 +31,7 @@ Wanna see more? Check out the website: http://andymeneely.github.io/squib/
 
 ## Installation
 
-Squib requires Ruby 2.5 or later.
+Squib requires Ruby 2.7 or later.
 
 Install it yourself with: