diff --git a/src/app/src/utils/tiptap/comarkToTiptap.ts b/src/app/src/utils/tiptap/comarkToTiptap.ts
index 1ef4061d..2cd2a895 100644
--- a/src/app/src/utils/tiptap/comarkToTiptap.ts
+++ b/src/app/src/utils/tiptap/comarkToTiptap.ts
@@ -149,7 +149,11 @@ export function createMark(node: ComarkElement, mark: string, accumulatedMarks:
     }
   }
 
-  const marks = [...accumulatedMarks, { type: mark, attrs }]
+  // Deduplicate: nested elements of the same mark type (e.g. strong > strong)
+  // should not produce two bold marks on the same text node.
+  const marks = accumulatedMarks.some(existing => existing.type === mark)
+    ? [...accumulatedMarks]
+    : [...accumulatedMarks, { type: mark, attrs }]
 
   function getNodeContent(n: ComarkNode): string {
     if (typeof n === 'string') return n
diff --git a/src/app/src/utils/tiptap/tiptapToComark.ts b/src/app/src/utils/tiptap/tiptapToComark.ts
index 2449b6da..85090446 100644
--- a/src/app/src/utils/tiptap/tiptapToComark.ts
+++ b/src/app/src/utils/tiptap/tiptapToComark.ts
@@ -269,7 +269,6 @@ function createParagraphElement(node: JSONContent, propsArray: Array<[string, st
   const children = blocks.map((block) => {
     // If the block has more than one child and a mark
     if (block.content.length > 1 && block.mark && markToTag[block.mark.type]) {
-      // Remove all marks from children
       block.content.forEach((child: JSONContent) => {
         if (child.type === 'text') {
           delete child.marks
@@ -280,7 +279,7 @@ function createParagraphElement(node: JSONContent, propsArray: Array<[string, st
       })
 
       const markAttrs = (block.mark.attrs && Object.keys(block.mark.attrs).length > 0) ? (block.mark.attrs as Record<string, unknown>) : {}
-      return [markToTag[block.mark.type], markAttrs, ...comarkNodesFromTiptap(block.content)] as ComarkElement
+      return [[markToTag[block.mark.type], markAttrs, ...comarkNodesFromTiptap(block.content)] as ComarkElement]
     }
 
     return comarkNodesFromTiptap(block.content)
@@ -552,6 +551,21 @@ function unwrapDefaultSlot(content: JSONContent[]): JSONContent[] {
  */
 function mergeSiblingsWithSameTag(children: ComarkNode[], allowedTags: string[]): ComarkNode[] {
   if (!Array.isArray(children)) return children
+
+  const isEl = (n: ComarkNode) => Array.isArray(n) && n[0] !== null
+  const elTag = (n: ComarkNode) => (n as ComarkElement)[0] as string
+  const elAttrs = (n: ComarkNode) => (n as ComarkElement)[1] as Record<string, unknown>
+  const elChildren = (n: ComarkNode) => (n as ComarkElement).slice(2) as ComarkNode[]
+  const sameTag = (a: ComarkNode, b: ComarkNode) =>
+    isEl(a) && isEl(b)
+    && elTag(a) === elTag(b)
+    && allowedTags.includes(elTag(a))
+    && JSON.stringify(elAttrs(a) || {}) === JSON.stringify(elAttrs(b) || {})
+
+  // Spread the children of a sibling element into an accumulator (preserves existing behavior).
+  const absorb = (acc: ComarkElement, sibling: ComarkElement): ComarkElement =>
+    [elTag(acc), elAttrs(acc), ...elChildren(acc), ...elChildren(sibling)] as ComarkElement
+
   const merged: ComarkNode[] = []
   let i = 0
   while (i < children.length) {
@@ -559,27 +573,36 @@ function mergeSiblingsWithSameTag(children: ComarkNode[], allowedTags: string[])
     const next = children[i + 1]
     const afterNext = children[i + 2]
 
-    const isEl = (n: ComarkNode) => Array.isArray(n) && n[0] !== null
-    const elTag = (n: ComarkNode) => (n as ComarkElement)[0] as string
-    const elAttrs = (n: ComarkNode) => (n as ComarkElement)[1] as Record<string, unknown>
-    const elChildren = (n: ComarkNode) => (n as ComarkElement).slice(2) as ComarkNode[]
-
     if (
       current && afterNext
-      && isEl(current) && isEl(afterNext)
-      && elTag(current) === elTag(afterNext)
-      && allowedTags.includes(elTag(current))
-      && JSON.stringify(elAttrs(current) || {}) === JSON.stringify(elAttrs(afterNext) || {})
+      && sameTag(current, afterNext)
       && next && typeof next === 'string' && next === ' '
     ) {
-      merged.push([
+      // Merge two same-tag elements separated by a single space, then continue
+      // absorbing any further adjacent same-tag elements that follow immediately.
+      let acc: ComarkElement = [
         elTag(current),
         elAttrs(current),
         ...elChildren(current),
         ' ' as ComarkNode,
-        ...elChildren(afterNext),
-      ] as ComarkElement)
+        ...elChildren(afterNext as ComarkElement),
+      ] as ComarkElement
       i += 3
+      while (i < children.length && sameTag(acc, children[i])) {
+        acc = absorb(acc, children[i] as ComarkElement)
+        i++
+      }
+      merged.push(acc)
+    }
+    else if (isEl(current) && allowedTags.includes(elTag(current))) {
+      // Merge consecutive adjacent same-tag elements (fixes **a****b****c** → **a**b**c**)
+      let acc = current as ComarkElement
+      while (i + 1 < children.length && sameTag(acc, children[i + 1])) {
+        acc = absorb(acc, children[i + 1] as ComarkElement)
+        i++
+      }
+      merged.push(acc)
+      i++
     }
     else {
       merged.push(current)
diff --git a/src/app/test/unit/utils/tiptap/tiptapToComark.test.ts b/src/app/test/unit/utils/tiptap/tiptapToComark.test.ts
new file mode 100644
index 00000000..6d167eda
--- /dev/null
+++ b/src/app/test/unit/utils/tiptap/tiptapToComark.test.ts
@@ -0,0 +1,51 @@
+import { describe, expect, test } from 'vitest'
+import { tiptapToComark } from '../../../../src/utils/tiptap/tiptapToComark'
+import { comarkToTiptap } from '../../../../src/utils/tiptap/comarkToTiptap'
+import type { ComarkTree, ComarkElement } from 'comark'
+
+describe('tiptapToComark', () => {
+  describe('bold + link round-trip', () => {
+    // Regression: **text **[link](url)**.** used to produce extra ** markers on
+    // each save cycle because the bold mark accumulated on the link text node,
+    // causing three separate <strong> siblings instead of one.
+    const input: ComarkTree = {
+      frontmatter: {},
+      meta: {},
+      nodes: [
+        ['p', {}, ['strong', {}, 'that contain it ', ['strong', {}, ['a', { href: '/url' }, 'here']], '.']],
+      ],
+    }
+
+    test('bold paragraph containing a link round-trips without star accumulation', async () => {
+      const tiptap = comarkToTiptap(input)
+      const output = await tiptapToComark(tiptap)
+
+      // All content merges into a single strong — NOT three separate strong siblings
+      // (which would render as ****).
+      const paragraph = output.nodes[0] as ComarkElement
+      expect(paragraph[0]).toBe('p')
+
+      const strong = paragraph[2] as ComarkElement
+      expect(strong[0]).toBe('strong')
+
+      // Single strong: 'that contain it', ' ', a link, '.'
+      const strongChildren = strong.slice(2)
+      expect(strongChildren).toHaveLength(4)
+      expect(strongChildren[0]).toBe('that contain it')
+      expect(strongChildren[1]).toBe(' ')
+      expect(Array.isArray(strongChildren[2])).toBe(true)
+      expect((strongChildren[2] as ComarkElement)[0]).toBe('a')
+      expect(strongChildren[3]).toBe('.')
+    })
+
+    test('bold text with link renders to markdown without extra stars', async () => {
+      const { renderMarkdown } = await import('comark/render')
+
+      const tiptap = comarkToTiptap(input)
+      const output = await tiptapToComark(tiptap)
+      const md = (await renderMarkdown(output, { blockAttributesStyle: 'frontmatter' })).trim()
+
+      expect(md).toBe('**that contain it [here](/url).**')
+    })
+  })
+})