diff --git a/changelog/2026-04-06-flaky-tests-ai-investigations-webhooks.mdx b/changelog/2026-04-06-flaky-tests-ai-investigations-webhooks.mdx
new file mode 100644
index 0000000..cc9691c
--- /dev/null
+++ b/changelog/2026-04-06-flaky-tests-ai-investigations-webhooks.mdx
@@ -0,0 +1,13 @@
+---
+title: "Flaky Tests: AI Investigations Delivered via Webhooks"
+description: "AI-powered investigations run automatically when a test first becomes flaky, with the findings delivered to your configured webhook endpoint."
+date: 2026-04-06
+category: Flaky Tests
+type: new-feature
+---
+
+**AI-powered investigations now run automatically when a test first becomes flaky, and the findings are delivered to your configured webhook endpoint.**
+
+When the detection engine marks a test as flaky for the first time, Trunk kicks off an AI investigation in the background. The investigation gathers context from CI runs, Git history, and related code, then emits a structured payload to your webhook. This is useful for teams that want flaky test triage to land directly in Slack, a ticket, or any internal automation, without engineers chasing down context by hand.
+
+[Read the docs](https://docs.trunk.io/flaky-tests/webhooks) to learn more.
diff --git a/changelog/index.mdx b/changelog/index.mdx
index b96978f..7b41db9 100644
--- a/changelog/index.mdx
+++ b/changelog/index.mdx
@@ -106,6 +106,12 @@ rss: true
   Merge Queue can now be managed fully through Terraform. Previously, creating, updating, and managing a Trunk Merge Queue was a manual process handled through our UI.
 </Update>
 
+<Update label="April 6, 2026" tags={["Flaky Tests"]}>
+  **[Flaky Tests: AI Investigations Delivered via Webhooks](/changelog/2026-04-06-flaky-tests-ai-investigations-webhooks)**
+
+  AI-powered investigations run automatically when a test first becomes flaky, with the findings delivered to your configured webhook endpoint.
+</Update>
+
 <Update label="April 6, 2026" tags={["Flaky Tests"]}>
   **[Flaky Tests: No-Monitors Banner and Jira Custom Fields](/changelog/2026-04-06-flaky-tests-no-monitors-banner-jira-fields)**
 
diff --git a/docs.json b/docs.json
index 7e62fe3..a738564 100644
--- a/docs.json
+++ b/docs.json
@@ -631,6 +631,7 @@
               "changelog/2026-04-15-flaky-tests-linked-tickets-survive-moves",
               "changelog/2026-04-15-flaky-tests-repositories-overview-dashboard",
               "changelog/2026-04-13-merge-queue-terraform-provider",
+              "changelog/2026-04-06-flaky-tests-ai-investigations-webhooks",
               "changelog/2026-04-06-flaky-tests-no-monitors-banner-jira-fields",
               "changelog/2026-03-27-flaky-tests-automatically-create-jira-issues-from-webhooks",
               "changelog/2026-03-26-merge-queue-testing-details-api-now-includes-impacted-target-information",
diff --git a/flaky-tests/changelog.mdx b/flaky-tests/changelog.mdx
index b90cc91..30b95d8 100644
--- a/flaky-tests/changelog.mdx
+++ b/flaky-tests/changelog.mdx
@@ -70,6 +70,12 @@ rss: true
   The Flaky Tests landing page now summarizes every repo's flaky test health instead of redirecting into a single repo.
 </Update>
 
+<Update label="April 6, 2026" tags={["Flaky Tests"]}>
+  **[Flaky Tests: AI Investigations Delivered via Webhooks](/changelog/2026-04-06-flaky-tests-ai-investigations-webhooks)**
+
+  AI-powered investigations run automatically when a test first becomes flaky, with the findings delivered to your configured webhook endpoint.
+</Update>
+
 <Update label="April 6, 2026" tags={["Flaky Tests"]}>
   **[Flaky Tests: No-Monitors Banner and Jira Custom Fields](/changelog/2026-04-06-flaky-tests-no-monitors-banner-jira-fields)**