diff --git a/adev/shared-docs/pipeline/shared/marked/extensions/docs-alert.mts b/adev/shared-docs/pipeline/shared/marked/extensions/docs-alert.mts
index 790db0ced37..15a9e00fe24 100644
--- a/adev/shared-docs/pipeline/shared/marked/extensions/docs-alert.mts
+++ b/adev/shared-docs/pipeline/shared/marked/extensions/docs-alert.mts
@@ -34,9 +34,15 @@ const tokenMatcher = new RegExp(
   's',
 );
 
+const tokenStartMatcher = new RegExp(`\n(?:${alertSeverityLevels.join('|')}): `);
+
 export const docsAlertExtension: TokenizerAndRendererExtension = {
   name: 'docs-alert',
   level: 'inline',
+  start(src: string) {
+    const index = src.match(tokenStartMatcher)?.index;
+    return index === undefined ? undefined : index + 1;
+  },
   tokenizer(this: TokenizerThis, src: string): DocsAlertToken | undefined {
     const execMatch = tokenMatcher.exec(src);
     if (execMatch === null) {
diff --git a/adev/shared-docs/pipeline/shared/marked/test/docs-alert/docs-alert.md b/adev/shared-docs/pipeline/shared/marked/test/docs-alert/docs-alert.md
index 12a89306cda..2cb8e54ec73 100644
--- a/adev/shared-docs/pipeline/shared/marked/test/docs-alert/docs-alert.md
+++ b/adev/shared-docs/pipeline/shared/marked/test/docs-alert/docs-alert.md
@@ -17,4 +17,7 @@ IMPORTANT: Use Important for information that's crucial to comprehending the tex
 
 HELPFUL: Use Best practice to call out practices that are known to be successful or better than alternatives.
 
+Some prose that runs straight into the alert with no blank line.
+TIP: THIS TIP FOLLOWS PROSE ON THE NEXT LINE
+
 NOTE: THIS NOTE WITHOUT A LINE RETURN
diff --git a/adev/shared-docs/pipeline/shared/marked/test/docs-alert/docs-alert.spec.mts b/adev/shared-docs/pipeline/shared/marked/test/docs-alert/docs-alert.spec.mts
index a67756f62bf..21078157597 100644
--- a/adev/shared-docs/pipeline/shared/marked/test/docs-alert/docs-alert.spec.mts
+++ b/adev/shared-docs/pipeline/shared/marked/test/docs-alert/docs-alert.spec.mts
@@ -35,6 +35,14 @@ describe('markdown to html', () => {
     expect(noteEl?.textContent?.trim()).toContain(`This is a multiline note`);
   });
 
+  it(`should handle an alert that follows prose in the same paragraph`, () => {
+    const tipEls = markdownDocument.querySelectorAll(`.docs-alert-tip`);
+
+    expect(tipEls[tipEls.length - 1]?.textContent?.trim()).toContain(
+      `THIS TIP FOLLOWS PROSE ON THE NEXT LINE`,
+    );
+  });
+
   it(`should handle alerts without a line return`, () => {
     const noteEl = markdownDocument.querySelector(`.docs-alert-note:last-of-type`);