Loopify

/loopify — Set up an agent loop

Wizard for going from "this task should run periodically" to a working loop with the right pacing, idempotency, and bail-out. Reference: ScheduleWakeup (dynamic pacing), CronCreate (fixed schedule), and the built-in /loop (dynamic self-paced re-entry).

Step 0 — Confirm what you're looping

Ask if not obvious from context: "What task should this loop do each iteration?"

Then get the essentials:

Step 1 — Pick the pattern

Three primary patterns. Route by the answer to "how often":

Pattern A — Cron (fixed schedule)

Use when: task runs at predictable intervals — daily at 8am, weekly on Fridays, hourly on the hour.

Tool: CronCreate — schedules a recurring task with a cron expression.

CronCreate({
  schedule: "0 8 * * *",           // daily at 8am local
  prompt: "<loop body prompt>",
  timezone: "America/Los_Angeles"
})

Common cron patterns:

• 0 8 * * * — daily at 8am
• 0 9 * * 1 — Mondays at 9am
• 0 9 * * 5 — Fridays at 9am
• 0 */2 * * * — every 2 hours
• */15 * * * * — every 15 minutes

Trade-offs:

• ✅ Predictable, human-readable, easy to reason about
• ✅ Best for time-of-day-dependent tasks (morning brief, EOD summary)
• ❌ Runs at the scheduled time even if the last run isn't done — need idempotent body
• ❌ No self-pacing — over-schedules if the task duration varies wildly

Pattern B — Dynamic pacing (self-scheduled)

Use when: task should react to state, not the clock. Monitor-until-condition-met patterns. Waiting on an external event.

Tool: ScheduleWakeup — the current run schedules its own next wake-up.

ScheduleWakeup({
  delaySeconds: 270,               // stay in cache window (< 5min)
  reason: "checking build status; sleeping under 5min to stay cache-warm",
  prompt: "<same task, re-entered>"
})

Critical delay rules (from ScheduleWakeup docs — internalized in the wizard):

Never pick 300s literally — either drop to 270 (cache stays warm) or commit to 1200+ (cache miss buys longer wait).

Trade-offs:

• ✅ Adaptive — sleeps longer when idle, shorter when active
• ✅ Cache-optimal when tuned right
• ❌ Requires the loop body to know when to schedule next (extra logic)
• ❌ Harder to reason about when it'll run

Pattern C — One-shot loop (until-condition)

Use when: task runs until a condition is met, then stops. No recurrence after that.

Tool: /loop (built-in) with an exit condition in the prompt itself.

/loop
Check if the deploy is healthy. If yes → stop. If no → wait 5 min and check again.
Max 10 iterations. If still failing after 10, alert and stop.

Trade-offs:

• ✅ Simplest for check-until-condition
• ✅ Bounded — always eventually terminates
• ❌ Not for indefinite recurrence — that's Pattern A or B

Step 2 — Design the loop body for idempotency

Idempotent = running the loop twice produces the same result as running it once. Non-negotiable for cron and dynamic patterns because they'll fire while the previous iteration is still running or partially complete.

Idempotency patterns:

• Use "already done" markers: e.g., commit a state file <vault>/.loopify/<name>-last-run.txt with the timestamp of last successful run. Loop body checks the timestamp before doing work.
• Use dedupe keys: if the loop writes to a DB or file, key by content-hash or timestamp so re-runs are no-ops.
• Use transactions: DB writes in the loop body should be atomic — either all commit or all roll back.
• Query before mutate: check current state before applying the change. If already applied, skip.

Show the user the loop body draft, highlighting the idempotency check. If none exists, add one.

Step 3 — Bail-out condition

Every loop needs one. Options:

If the loop is truly indefinite (e.g., a weekly cron with no end), still add a manual bail-out via CronDelete. Document it in the SKILL/loop notes so the user knows how to stop it.

Step 4 — Set the schedule

Based on the pattern from Step 1:

Cron (Pattern A):

CronCreate({
  schedule: "<expression>",
  timezone: "<tz>",
  prompt: "<loop body>",
})

Report the cron_id returned so the user can CronDelete later.

Dynamic (Pattern B): Wrap the loop body prompt so it ends with a ScheduleWakeup call:

<do the work>
Then: ScheduleWakeup({delaySeconds: <tuned per Step 1>, prompt: "<same body>", reason: "<why this cadence>"})

One-shot (Pattern C): Just run /loop <prompt with exit condition>.

Step 5 — Verify the first run

Wait for the first iteration (or trigger it manually via /loop with the same prompt for a dry-run). Confirm:

• Output landed where expected
• Idempotency check works (run twice — second should be a no-op)
• Bail-out condition would fire correctly if triggered
• Log/notification appears if configured

Step 6 — Report + follow-ups

Report:

• Pattern picked (A/B/C) + why
• Cron ID or wakeup pattern registered
• Bail-out condition set
• Idempotency mechanism in place
• How to stop the loop (CronDelete <cron_id> or "just don't call the wakeup" for dynamic)

Offer:

• "Save this loop configuration as a skill via skillify from-chat?"
• "Want to also register a weekly-review or daily-startup loop while we're here?"
• "Should the loop write to second-brain outputs when it runs?"

Common loop recipes

Templates for frequent loop types (fill in as they're used):

• references/daily-brief.md — morning routine loop (calendar + priorities + overnight)
• references/weekly-review.md — Friday portfolio pulse
• references/upstream-check.md — periodic check for changes to an adapted skill's upstream
• references/vault-compile.md — periodic raw/ → wiki/ compilation
• references/metric-monitor.md — poll a metric until it crosses a threshold, then alert

Composes with

• skillify — sibling in -ify trifecta. Use skillify to author a new SKILL.md — use loopify when the goal is a scheduled task, not a skill.
• toolify — sibling. Use toolify for adding an integration — use loopify when the goal is running something on top of an already-integrated tool on a schedule.
• second-brain — many loops write to the vault (raw/ or outputs/). The vault auto-commit pattern applies.
• pm — daily-brief and weekly-review loops often read from pm before generating output.

Notes on quality

• Never pick 300s for delaySeconds. Worst of both worlds. Drop to 270 or commit to 1200+.
• Every loop needs a bail-out. Even indefinite ones need a documented manual stop.
• Idempotency is non-negotiable for cron + dynamic. Assume the loop will fire twice while a previous iteration is running.
• Prefer dynamic pacing over over-frequent cron. Cron every 15 min wastes tokens if the work isn't ready; dynamic pacing scales down when idle.
• Document the cron_id. Otherwise the loop is orphaned and hard to stop.
• Log every iteration briefly — even a single line ("2026-06-30 08:00 daily-brief: ran, 3 items") makes debugging drift trivial.
• Loops that touch external APIs need rate-limit respect. If the vendor has a 100/day limit, don't schedule 500/day.
• Bounded > unbounded when uncertain. If unsure whether to run for a week or a month, start with a week — extend after seeing it work.