diff --git a/.github/workflows/code-nightly.yaml b/.github/workflows/code-nightly.yaml
index 306d6d8544d248..ec17be312f004a 100644
--- a/.github/workflows/code-nightly.yaml
+++ b/.github/workflows/code-nightly.yaml
@@ -15,7 +15,7 @@ jobs:
         with:
           go-version: '1.19'
       - name: Download leeway
-        run: cd /usr/bin && curl -fsSL https://github.com/gitpod-io/leeway/releases/download/v0.2.20/leeway_0.2.20_Linux_x86_64.tar.gz | sudo tar xz
+        run: cd /usr/bin && curl -fsSL https://github.com/gitpod-io/leeway/releases/download/v0.2.21/leeway_0.2.21_Linux_x86_64.tar.gz | sudo tar xz
       - name: Download golangci-lint
         run: cd /usr/local && curl -fsSL https://raw.githubusercontent.com/golangci/golangci-lint/master/install.sh | sh -s v1.48.0
       - name: Download GoKart
diff --git a/.github/workflows/jetbrains-auto-update-template.yml b/.github/workflows/jetbrains-auto-update-template.yml
index 03cc79410e781e..b1ae205605845c 100644
--- a/.github/workflows/jetbrains-auto-update-template.yml
+++ b/.github/workflows/jetbrains-auto-update-template.yml
@@ -24,7 +24,7 @@ jobs:
         with:
           go-version: '1.19'
       - name: Download leeway
-        run: cd /usr/local/bin && curl -fsSL https://github.com/gitpod-io/leeway/releases/download/v0.2.19/leeway_0.2.19_Linux_x86_64.tar.gz | tar xz
+        run: cd /usr/local/bin && curl -fsSL https://github.com/gitpod-io/leeway/releases/download/v0.2.21/leeway_0.2.21_Linux_x86_64.tar.gz | tar xz
       - name: Download golangci-lint
         run: cd /usr/local && curl -fsSL https://raw.githubusercontent.com/golangci/golangci-lint/master/install.sh | sh -s v1.48.0
       - name: Download GoKart