diff --git a/.github/actions/setup-go/action.yaml b/.github/actions/setup-go/action.yaml
index ae034ba37c..c654c1953f 100644
--- a/.github/actions/setup-go/action.yaml
+++ b/.github/actions/setup-go/action.yaml
@@ -8,3 +8,8 @@ runs:
       with:
         cache: true
         go-version: "~1.20"
+    - name: Install gotestsum
+      uses: jaxxstorm/action-install-gh-release@v1.10.0
+      with:
+        repo: gotestyourself/gotestsum
+        tag: v1.9.0
diff --git a/.github/actions/upload-datadog/action.yaml b/.github/actions/upload-datadog/action.yaml
new file mode 100644
index 0000000000..88d4454aab
--- /dev/null
+++ b/.github/actions/upload-datadog/action.yaml
@@ -0,0 +1,16 @@
+name: Upload tests to datadog
+if: always()
+inputs:
+  api-key:
+    description: "Datadog API key"
+    required: true
+runs:
+  using: "composite"
+  steps:
+    - shell: bash
+      run: |
+        npm install -g @datadog/datadog-ci
+        datadog-ci junit upload --service coder ./gotests.xml \
+          --tags os:${{runner.os}} --tags runner_name:${{runner.name}}
+      env:
+        DATADOG_API_KEY: ${{ inputs.api-key }}
diff --git a/.github/workflows/ci.yaml b/.github/workflows/ci.yaml
index 1b32a91cab..5f1e62cfab 100644
--- a/.github/workflows/ci.yaml
+++ b/.github/workflows/ci.yaml
@@ -199,14 +199,6 @@ jobs:
 
       - uses: ./.github/actions/setup-go
 
-      - name: Install gotestsum
-        uses: jaxxstorm/action-install-gh-release@v1.10.0
-        env:
-          GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
-        with:
-          repo: gotestyourself/gotestsum
-          tag: v1.9.0
-
       - uses: hashicorp/setup-terraform@v2
         with:
           terraform_version: 1.1.9
@@ -243,6 +235,11 @@ jobs:
           path: ./gotests.xml
           retention-days: 30
 
+      - uses: ./.github/actions/upload-datadog
+        if: always()
+        with:
+          api-key: ${{ secrets.DATADOG_API_KEY }}
+
       - uses: codecov/codecov-action@v3
         # This action has a tendency to error out unexpectedly, it has
         # the `fail_ci_if_error` option that defaults to `false`, but
@@ -267,14 +264,6 @@ jobs:
 
       - uses: ./.github/actions/setup-go
 
-      - name: Install gotestsum
-        uses: jaxxstorm/action-install-gh-release@v1.10.0
-        env:
-          GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
-        with:
-          repo: gotestyourself/gotestsum
-          tag: v1.9.0
-
       - uses: hashicorp/setup-terraform@v2
         with:
           terraform_version: 1.1.9
@@ -299,6 +288,11 @@ jobs:
           path: ./gotests.xml
           retention-days: 30
 
+      - uses: ./.github/actions/upload-datadog
+        if: always()
+        with:
+          api-key: ${{ secrets.DATADOG_API_KEY }}
+
       - uses: codecov/codecov-action@v3
         # This action has a tendency to error out unexpectedly, it has
         # the `fail_ci_if_error` option that defaults to `false`, but
@@ -326,7 +320,12 @@ jobs:
 
       - name: Run Tests
         run: |
-          go test -race ./...
+          gotestsum --junitfile="gotests.xml" -- -race ./...
+
+      - uses: ./.github/actions/upload-datadog
+        if: always()
+        with:
+          api-key: ${{ secrets.DATADOG_API_KEY }}
 
   deploy:
     name: "deploy"