diff --git a/.claude/commands/overnight.md b/.claude/commands/overnight.md
deleted file mode 100644
index 459a148e..00000000
--- a/.claude/commands/overnight.md
+++ /dev/null
@@ -1,11 +0,0 @@
-Prepare and launch the overnight automation loop. Do ALL of these steps in order:
-
-1. Commit all uncommitted changes on the current branch with message: `chore: pre-overnight snapshot`
-2. Push the current branch to origin
-3. Check if branch `overnight/$DATE` exists (where $DATE is today's date YYYY-MM-DD). If it does, check it out. If not, run `./loop/prepare.sh` to create it.
-4. Commit `loop/plan.md` and `loop/prompt.md` on the overnight branch: `chore: overnight plan $DATE`
-5. Push the overnight branch: `git push -u origin overnight/$DATE`
-6. Start the loop in the background: run `caffeinate -i ./loop/loop.sh` using Bash with `run_in_background: true`
-7. Report: branch name, task count from plan.md, and confirm the loop is running
-
-If any step fails, stop and report the error — do not continue.
diff --git a/.claude/skills/overnight/SKILL.md b/.claude/skills/overnight/SKILL.md
new file mode 100644
index 00000000..128e9384
--- /dev/null
+++ b/.claude/skills/overnight/SKILL.md
@@ -0,0 +1,19 @@
+---
+name: overnight
+description: Commit, branch, and start the overnight automation loop
+disable-model-invocation: true
+allowed-tools: Bash(*), Read, Write, Edit, Glob, Grep
+---
+
+Prepare and launch the overnight automation loop. Do ALL steps in order, stopping on any failure:
+
+1. Stage and commit all uncommitted changes: `git add -A && git commit -m "chore: pre-overnight snapshot"` (skip if working tree is clean)
+2. Push current branch to origin
+3. Get today's date as YYYY-MM-DD. Check if `overnight/$DATE` branch exists:
+   - If yes: `git checkout overnight/$DATE`
+   - If no: run `./loop/prepare.sh`
+4. Verify `loop/plan.md` has unchecked tasks (`grep -c '^\- \[ \]' loop/plan.md`)
+5. Commit plan files if modified: `git add loop/plan.md loop/prompt.md && git commit -m "chore: overnight plan $DATE"` (skip if clean)
+6. Push: `git push -u origin overnight/$DATE`
+7. Start the loop: run `caffeinate -i ./loop/loop.sh` with `run_in_background: true`
+8. Report: branch name, number of tasks, and confirm the loop is running in background
diff --git a/pnpm-lock.yaml b/pnpm-lock.yaml
index 6a2a56da..5a0b3cae 100644
--- a/pnpm-lock.yaml
+++ b/pnpm-lock.yaml
@@ -85,6 +85,9 @@ importers:
       '@types/markdown-it':
         specifier: ^14.1.2
         version: 14.1.2
+      '@vitejs/plugin-basic-ssl':
+        specifier: ^2.1.4
+        version: 2.1.4(vite@7.3.1(@types/node@25.3.3)(jiti@2.6.1)(lightningcss@1.31.1)(terser@5.46.0)(tsx@4.21.0)(yaml@2.8.2))
       '@vitejs/plugin-vue':
         specifier: ^6.0.4
         version: 6.0.4(vite@7.3.1(@types/node@25.3.3)(jiti@2.6.1)(lightningcss@1.31.1)(terser@5.46.0)(tsx@4.21.0)(yaml@2.8.2))(vue@3.5.29(typescript@5.8.3))
@@ -1820,6 +1823,12 @@ packages:
     resolution: {integrity: sha512-KiROIzYdEV85YygXw6BI/Dx4fnBlFQu6Mq4QE4MOH9fFnhohw6wX/OAvDY2/C+ut0I3RSPKenvZJIVYqJNkhEw==}
     engines: {node: ^18.18.0 || ^20.9.0 || >=21.1.0}
 
+  '@vitejs/plugin-basic-ssl@2.1.4':
+    resolution: {integrity: sha512-HXciTXN/sDBYWgeAD4V4s0DN0g72x5mlxQhHxtYu3Tt8BLa6MzcJZUyDVFCdtjNs3bfENVHVzOsmooTVuNgAAw==}
+    engines: {node: ^18.0.0 || ^20.0.0 || >=22.0.0}
+    peerDependencies:
+      vite: ^6.0.0 || ^7.0.0
+
   '@vitejs/plugin-vue@6.0.4':
     resolution: {integrity: sha512-uM5iXipgYIn13UUQCZNdWkYk+sysBeA97d5mHsAoAt1u/wpN3+zxOmsVJWosuzX+IMGRzeYUNytztrYznboIkQ==}
     engines: {node: ^20.19.0 || >=22.12.0}
@@ -5795,6 +5804,10 @@ snapshots:
       '@typescript-eslint/types': 8.56.1
       eslint-visitor-keys: 5.0.1
 
+  '@vitejs/plugin-basic-ssl@2.1.4(vite@7.3.1(@types/node@25.3.3)(jiti@2.6.1)(lightningcss@1.31.1)(terser@5.46.0)(tsx@4.21.0)(yaml@2.8.2))':
+    dependencies:
+      vite: 7.3.1(@types/node@25.3.3)(jiti@2.6.1)(lightningcss@1.31.1)(terser@5.46.0)(tsx@4.21.0)(yaml@2.8.2)
+
   '@vitejs/plugin-vue@6.0.4(vite@7.3.1(@types/node@25.3.3)(jiti@2.6.1)(lightningcss@1.31.1)(terser@5.46.0)(tsx@4.21.0)(yaml@2.8.2))(vue@3.5.29(typescript@5.8.3))':
     dependencies:
       '@rolldown/pluginutils': 1.0.0-rc.2