diff --git a/src/serializers/html/html.test.ts b/src/serializers/html/html.test.ts
index 935f761b..f6fa5c26 100644
--- a/src/serializers/html/html.test.ts
+++ b/src/serializers/html/html.test.ts
@@ -622,6 +622,12 @@ Answer: [Doist Frontend](channel://190200)`),
                 )
             })
 
+            test('angle-bracket URLs are preserved as text', () => {
+                expect(htmlSerializer.serialize('<https://duckduckgo.com>')).toBe(
+                    '<p>&lt;https://duckduckgo.com></p>',
+                )
+            })
+
             test('styled links HTML output is correct', () => {
                 expect(htmlSerializer.serialize(MARKDOWN_INPUT_STYLED_LINKS)).toBe(
                     '<p>I love supporting the <strong><a href="https://eff.org">EFF</a></strong>.<br>I love supporting the <strong><a href="https://eff.org">https://eff.org</a></strong>.<br>This is the <em><a href="https://www.markdownguide.org">Markdown Guide</a></em>.<br>This is the <em><a href="https://www.markdownguide.org">https://www.markdownguide.org</a></em>.<br>See the section on <a href="#code"><code>code</code></a>.</p>',
@@ -809,6 +815,12 @@ My favorite search engine is [Duck Duck Go](https://duckduckgo.com "The best sea
 My favorite search engine is https://duckduckgo.com.</p>`)
             })
 
+            test('angle-bracket URLs are preserved as text without the link extension', () => {
+                expect(htmlSerializer.serialize('<https://duckduckgo.com>')).toBe(
+                    '<p>&lt;https://duckduckgo.com></p>',
+                )
+            })
+
             test('styled links HTML output is preserved', () => {
                 expect(htmlSerializer.serialize(MARKDOWN_INPUT_STYLED_LINKS))
                     .toBe(`<p>I love supporting the **[EFF](https://eff.org)**.
diff --git a/src/serializers/html/html.ts b/src/serializers/html/html.ts
index e6791b9d..9fd0b3e4 100644
--- a/src/serializers/html/html.ts
+++ b/src/serializers/html/html.ts
@@ -19,6 +19,7 @@ import { rehypeTable } from './plugins/rehype-table'
 import { rehypeTaskList } from './plugins/rehype-task-list'
 import { remarkAutolinkLiteral } from './plugins/remark-autolink-literal'
 import { remarkDisableConstructs } from './plugins/remark-disable-constructs'
+import { remarkIgnoreAngleBracketAutolinks } from './plugins/remark-ignore-angle-bracket-autolinks'
 import { remarkStrikethrough } from './plugins/remark-strikethrough'
 import { remarkTable } from './plugins/remark-table'
 
@@ -101,6 +102,9 @@ function createHTMLSerializer(schema: Schema): HTMLSerializerReturnType {
     // supported extensions that are enabled in the editor schema
     unifiedProcessor.use(remarkDisableConstructs, schema)
 
+    // Ignore angle-bracket autolinks because they are not a supported rich-text Markdown shortcut
+    unifiedProcessor.use(remarkIgnoreAngleBracketAutolinks)
+
     // Configure the unified processor to use a third-party plugin to turn soft line endings into
     // hard breaks (i.e. `<br>`), which will display user content closer to how it was authored
     // (although not CommonMark compliant, this resembles the behaviour we always supported)
diff --git a/src/serializers/html/plugins/remark-ignore-angle-bracket-autolinks.ts b/src/serializers/html/plugins/remark-ignore-angle-bracket-autolinks.ts
new file mode 100644
index 00000000..bc57a38b
--- /dev/null
+++ b/src/serializers/html/plugins/remark-ignore-angle-bracket-autolinks.ts
@@ -0,0 +1,35 @@
+import { visit } from 'unist-util-visit'
+
+import type { Root } from 'mdast'
+import type { Transformer } from 'unified'
+
+/**
+ * Treats angle-bracket HTTP(S) autolinks as plain text because they are not a supported rich-text
+ * Markdown shortcut.
+ */
+function remarkIgnoreAngleBracketAutolinks(): Transformer<Root> {
+    return (tree, file) => {
+        visit(tree, 'link', (node, index, parent) => {
+            const startOffset = node.position?.start.offset
+            const endOffset = node.position?.end.offset
+
+            if (
+                node.type !== 'link' ||
+                typeof startOffset !== 'number' ||
+                typeof endOffset !== 'number' ||
+                typeof index !== 'number' ||
+                !parent
+            ) {
+                return
+            }
+
+            const source = String(file.value).slice(startOffset, endOffset)
+
+            if (/^<https?:\/\/\S+>$/i.test(source)) {
+                parent.children[index] = { type: 'text', value: source }
+            }
+        })
+    }
+}
+
+export { remarkIgnoreAngleBracketAutolinks }