diff --git a/.changeset/fix-back-merge-loop.md b/.changeset/fix-back-merge-loop.md
new file mode 100644
index 00000000..b2d83090
--- /dev/null
+++ b/.changeset/fix-back-merge-loop.md
@@ -0,0 +1,5 @@
+---
+"@stackwright/cli": patch
+---
+
+Upgrade the back-merge rebase conflict handler from a one-shot block to a loop. Dev can accumulate multiple alpha-bump commits that all modified `.changeset/pre.json` — the previous one-shot `||{ }` only resolved the first conflict. The loop now runs until all pre.json conflicts are resolved or an unexpected conflict is encountered.
diff --git a/.changeset/fix-back-merge-pre-json-conflict.md b/.changeset/fix-back-merge-pre-json-conflict.md
new file mode 100644
index 00000000..5bb72d97
--- /dev/null
+++ b/.changeset/fix-back-merge-pre-json-conflict.md
@@ -0,0 +1,5 @@
+---
+"@stackwright/cli": patch
+---
+
+Fix back-merge into dev failing with a modify/delete conflict on `.changeset/pre.json` during rebase. The release workflow deletes this file via `changeset pre exit`, but dev's alpha-bump commits still reference it. The rebase now explicitly resolves the conflict by accepting main's deletion and continuing.
diff --git a/.changeset/fix-js-yaml-override-conflict.md b/.changeset/fix-js-yaml-override-conflict.md
new file mode 100644
index 00000000..c5edcbf0
--- /dev/null
+++ b/.changeset/fix-js-yaml-override-conflict.md
@@ -0,0 +1,5 @@
+---
+"@stackwright/cli": patch
+---
+
+Fix js-yaml version override conflict in pnpm overrides that caused `yaml.safeLoad is removed` errors when running `changeset pre exit` in CI. The global `js-yaml: >=4.1.1` override was stomping the scoped `read-yaml-file>js-yaml: ^3` override, forcing js-yaml v4 into read-yaml-file which doesn't support it.
diff --git a/.changeset/pre.json b/.changeset/pre.json
new file mode 100644
index 00000000..fc6a634d
--- /dev/null
+++ b/.changeset/pre.json
@@ -0,0 +1,29 @@
+{
+  "mode": "pre",
+  "tag": "alpha",
+  "initialVersions": {
+    "stackwright-docs": "0.1.3",
+    "@stackwright/build-scripts": "0.6.0",
+    "@stackwright/cli": "0.8.2",
+    "@stackwright/collections": "0.1.0",
+    "@stackwright/core": "0.8.1",
+    "@stackwright/e2e": "0.3.0",
+    "@stackwright/hooks-registry": "0.1.0",
+    "@stackwright/icons": "0.5.1",
+    "launch-stackwright": "0.2.2",
+    "@stackwright/maplibre": "2.0.1",
+    "@stackwright/mcp": "0.4.2",
+    "@stackwright/nextjs": "0.5.0",
+    "@stackwright/otters": "0.2.0",
+    "@stackwright/sbom-generator": "0.2.0",
+    "@stackwright/scaffold-core": "0.3.0",
+    "@stackwright/themes": "0.5.2",
+    "@stackwright/types": "1.3.0",
+    "@stackwright/ui-shadcn": "0.1.2"
+  },
+  "changesets": [
+    "fix-back-merge-loop",
+    "fix-back-merge-pre-json-conflict",
+    "fix-js-yaml-override-conflict"
+  ]
+}
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index 56d1e8ef..d9d9b0b9 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -134,13 +134,19 @@ jobs:
           #
           # -X ours: when conflicts arise (e.g. version numbers in package.json),
           # prefer main's graduated stable versions over dev's stale alpha versions.
-          git rebase origin/main -X ours || {
-            # Expected modify/delete conflict on .changeset/pre.json:
-            # release deleted it via `changeset pre exit`, but dev's alpha-bump
-            # commit still referenced it. Accept main's deletion and continue.
-            git rm -f .changeset/pre.json 2>/dev/null || true
-            GIT_EDITOR=true git rebase --continue
-          }
+          git rebase origin/main -X ours || true
+          while [ -d ".git/rebase-merge" ]; do
+            if git status --porcelain | grep -q "pre.json"; then
+              # Expected: pre.json was deleted by `changeset pre exit` on main,
+              # but dev's alpha-bump commits still modified it. Accept the deletion.
+              git rm -f .changeset/pre.json 2>/dev/null || true
+              GIT_EDITOR=true git rebase --continue || true
+            else
+              echo "Unexpected rebase conflict — aborting"
+              git rebase --abort
+              exit 1
+            fi
+          done
           # Re-enter prerelease mode so the next dev push produces alphas.
           if [ ! -f ".changeset/pre.json" ]; then
             pnpm changeset pre enter alpha
diff --git a/packages/cli/CHANGELOG.md b/packages/cli/CHANGELOG.md
index a99e0ffd..c0ac8bf1 100644
--- a/packages/cli/CHANGELOG.md
+++ b/packages/cli/CHANGELOG.md
@@ -1,11 +1,10 @@
 # @stackwright/cli
 
-## 0.8.5
+## 0.8.5-alpha.3
 
 ### Patch Changes
 
-- c9daf18: Fix back-merge into dev failing with a modify/delete conflict on `.changeset/pre.json` during rebase. The release workflow deletes this file via `changeset pre exit`, but dev's alpha-bump commits still reference it. The rebase now explicitly resolves the conflict by accepting main's deletion and continuing.
-- c9daf18: Fix js-yaml version override conflict in pnpm overrides that caused `yaml.safeLoad is removed` errors when running `changeset pre exit` in CI. The global `js-yaml: >=4.1.1` override was stomping the scoped `read-yaml-file>js-yaml: ^3` override, forcing js-yaml v4 into read-yaml-file which doesn't support it.
+- a12100d: Upgrade the back-merge rebase conflict handler from a one-shot block to a loop. Dev can accumulate multiple alpha-bump commits that all modified `.changeset/pre.json` — the previous one-shot `||{ }` only resolved the first conflict. The loop now runs until all pre.json conflicts are resolved or an unexpected conflict is encountered.
 
 ## 0.8.5-alpha.2
 
diff --git a/packages/cli/package.json b/packages/cli/package.json
index 6435aefd..e07d33b5 100644
--- a/packages/cli/package.json
+++ b/packages/cli/package.json
@@ -1,6 +1,6 @@
 {
   "name": "@stackwright/cli",
-  "version": "0.8.5",
+  "version": "0.8.5-alpha.3",
   "description": "CLI for Stackwright framework",
   "license": "MIT",
   "repository": {
diff --git a/packages/collections/CHANGELOG.md b/packages/collections/CHANGELOG.md
index 983a29fd..26bfb6e1 100644
--- a/packages/collections/CHANGELOG.md
+++ b/packages/collections/CHANGELOG.md
@@ -1,7 +1,5 @@
 # @stackwright/collections
 
-## 0.1.1
-
 ## 0.1.1-alpha.4
 
 ### Patch Changes
diff --git a/packages/collections/package.json b/packages/collections/package.json
index fcfa3894..81c4e115 100644
--- a/packages/collections/package.json
+++ b/packages/collections/package.json
@@ -1,6 +1,6 @@
 {
   "name": "@stackwright/collections",
-  "version": "0.1.1",
+  "version": "0.1.1-alpha.4",
   "description": "CollectionProvider interface and file-backed implementation for Stackwright",
   "license": "MIT",
   "repository": {
diff --git a/packages/hooks-registry/CHANGELOG.md b/packages/hooks-registry/CHANGELOG.md
index 549e5bb9..e12b765a 100644
--- a/packages/hooks-registry/CHANGELOG.md
+++ b/packages/hooks-registry/CHANGELOG.md
@@ -1,7 +1,5 @@
 # @stackwright/hooks-registry
 
-## 0.1.1
-
 ## 0.1.1-alpha.3
 
 ### Patch Changes
diff --git a/packages/hooks-registry/package.json b/packages/hooks-registry/package.json
index 7ba19c89..8369934d 100644
--- a/packages/hooks-registry/package.json
+++ b/packages/hooks-registry/package.json
@@ -1,6 +1,6 @@
 {
     "name": "@stackwright/hooks-registry",
-    "version": "0.1.1",
+    "version": "0.1.1-alpha.3",
     "description": "Singleton registry for scaffold hooks - survives module boundary crossings",
     "license": "MIT",
     "repository": {
diff --git a/packages/launch-stackwright/CHANGELOG.md b/packages/launch-stackwright/CHANGELOG.md
index fbd36a00..7e668630 100644
--- a/packages/launch-stackwright/CHANGELOG.md
+++ b/packages/launch-stackwright/CHANGELOG.md
@@ -1,13 +1,11 @@
 # launch-stackwright
 
-## 0.2.5
+## 0.2.5-alpha.5
 
 ### Patch Changes
 
-- Updated dependencies [c9daf18]
-- Updated dependencies [c9daf18]
-  - @stackwright/cli@0.8.5
-  - @stackwright/scaffold-core@0.3.1
+- Updated dependencies [a12100d]
+  - @stackwright/cli@0.8.5-alpha.3
 
 ## 0.2.5-alpha.4
 
diff --git a/packages/launch-stackwright/package.json b/packages/launch-stackwright/package.json
index 3ee4f425..78b80ce4 100644
--- a/packages/launch-stackwright/package.json
+++ b/packages/launch-stackwright/package.json
@@ -1,6 +1,6 @@
 {
   "name": "launch-stackwright",
-  "version": "0.2.5",
+  "version": "0.2.5-alpha.5",
   "description": "Launch a new Stackwright project with the otter raft ready to build",
   "license": "MIT",
   "repository": {
diff --git a/packages/mcp/CHANGELOG.md b/packages/mcp/CHANGELOG.md
index 58b8f889..8c2772d2 100644
--- a/packages/mcp/CHANGELOG.md
+++ b/packages/mcp/CHANGELOG.md
@@ -1,12 +1,18 @@
 # @stackwright/mcp
 
-## 0.4.5
+## 0.4.5-alpha.6
 
 ### Patch Changes
 
-- Updated dependencies [c9daf18]
-- Updated dependencies [c9daf18]
-  - @stackwright/cli@0.8.5
+- Updated dependencies [a12100d]
+  - @stackwright/cli@0.8.5-alpha.3
+
+## 0.4.5-alpha.5
+
+### Patch Changes
+
+- Updated dependencies [11bfe0f]
+  - @stackwright/cli@0.8.5-alpha.2
 
 ## 0.4.5-alpha.5
 
diff --git a/packages/mcp/package.json b/packages/mcp/package.json
index 905cd0e6..f2b37f61 100644
--- a/packages/mcp/package.json
+++ b/packages/mcp/package.json
@@ -1,6 +1,6 @@
 {
     "name": "@stackwright/mcp",
-    "version": "0.4.5",
+    "version": "0.4.5-alpha.6",
     "description": "MCP server for Stackwright — exposes content types, page management, and validation as agent tools",
     "license": "MIT",
     "repository": {
diff --git a/packages/scaffold-core/CHANGELOG.md b/packages/scaffold-core/CHANGELOG.md
index db4b1657..0e5e9f39 100644
--- a/packages/scaffold-core/CHANGELOG.md
+++ b/packages/scaffold-core/CHANGELOG.md
@@ -1,11 +1,5 @@
 # Changelog
 
-## 0.3.1
-
-### Patch Changes
-
-- @stackwright/hooks-registry@0.1.1
-
 ## 0.3.1-alpha.3
 
 ### Patch Changes
diff --git a/packages/scaffold-core/package.json b/packages/scaffold-core/package.json
index 0b150d54..dd0bff35 100644
--- a/packages/scaffold-core/package.json
+++ b/packages/scaffold-core/package.json
@@ -1,6 +1,6 @@
 {
     "name": "@stackwright/scaffold-core",
-    "version": "0.3.1",
+    "version": "0.3.1-alpha.3",
     "description": "Scaffold hooks system for Stackwright - enables extensible post-scaffold processing",
     "license": "MIT",
     "repository": {