diff --git a/src/app/ui/inline-markdown/markdown-toolbar.util.spec.ts b/src/app/ui/inline-markdown/markdown-toolbar.util.spec.ts
index bd6746f91d..d18c26122d 100644
--- a/src/app/ui/inline-markdown/markdown-toolbar.util.spec.ts
+++ b/src/app/ui/inline-markdown/markdown-toolbar.util.spec.ts
@@ -316,8 +316,15 @@ describe('markdown-toolbar.util', () => {
     it('should use selection as link text', () => {
       const result = insertLink('hello world', 0, 5);
       expect(result.text).toBe('[hello](https://) world');
-      expect(result.selectionStart).toBe(9); // URL position
-      expect(result.selectionEnd).toBe(17); // URL selected
+      expect(result.selectionStart).toBe(8); // URL position
+      expect(result.selectionEnd).toBe(16); // URL selected
+    });
+
+    it('should select exactly the url placeholder', () => {
+      const result = insertLink('hello world', 0, 5);
+      expect(result.text.substring(result.selectionStart, result.selectionEnd)).toBe(
+        'https://',
+      );
     });
   });
 
@@ -332,8 +339,15 @@ describe('markdown-toolbar.util', () => {
     it('should use selection as alt text', () => {
       const result = insertImage('hello world', 0, 5);
       expect(result.text).toBe('![hello](https://) world');
-      expect(result.selectionStart).toBe(10); // URL position
-      expect(result.selectionEnd).toBe(18); // URL selected
+      expect(result.selectionStart).toBe(9); // URL position
+      expect(result.selectionEnd).toBe(17); // URL selected
+    });
+
+    it('should select exactly the url placeholder', () => {
+      const result = insertImage('hello world', 0, 5);
+      expect(result.text.substring(result.selectionStart, result.selectionEnd)).toBe(
+        'https://',
+      );
     });
   });
 
diff --git a/src/app/ui/inline-markdown/markdown-toolbar.util.ts b/src/app/ui/inline-markdown/markdown-toolbar.util.ts
index f1db6893de..72d4f141e3 100644
--- a/src/app/ui/inline-markdown/markdown-toolbar.util.ts
+++ b/src/app/ui/inline-markdown/markdown-toolbar.util.ts
@@ -488,10 +488,9 @@ export const insertLink = (
   const linkMarkdown = `[${selectedText}](${url})`;
   const newText =
     text.substring(0, selectionStart) + linkMarkdown + text.substring(selectionEnd);
-  // Place cursor at URL position: [ + text + ]( = 1 + text.length + 2 = text.length + 3
-  // But we want cursor AFTER the opening paren, which is at position: 1 + text.length + 2 = text.length + 3
-  // Test expects: for "hello" (5 chars), URL starts at 9 = 0 + 5 + 4
-  const urlStart = selectionStart + selectedText.length + 4; // After "[text]("
+  // Select the url so it is ready to be replaced. The url sits after "[text](",
+  // which is 1 ("[") + text.length + 2 ("](") = text.length + 3 characters.
+  const urlStart = selectionStart + selectedText.length + 3; // After "[text]("
   return {
     text: newText,
     selectionStart: urlStart,
@@ -523,9 +522,9 @@ export const insertImage = (
   const imageMarkdown = `![${selectedText}](${url})`;
   const newText =
     text.substring(0, selectionStart) + imageMarkdown + text.substring(selectionEnd);
-  // Place cursor at URL position: ![ + text + ]( = 2 + text.length + 2 = text.length + 4
-  // Test expects: for "hello" (5 chars), URL starts at 10 = 0 + 5 + 5
-  const urlStart = selectionStart + selectedText.length + 5; // After "![text]("
+  // Select the url so it is ready to be replaced. The url sits after "![text](",
+  // which is 2 ("![") + text.length + 2 ("](") = text.length + 4 characters.
+  const urlStart = selectionStart + selectedText.length + 4; // After "![text]("
   return {
     text: newText,
     selectionStart: urlStart,