Calendar Conflict Reschedule Drafts

Calendar Conflict Reschedule Drafts is a routine your Townie AI assistant runs whenever your principal's calendar changes: it judges whether the change is a genuine problem — a double-booking, a key meeting moved or declined, no transit time, a missing dial-in — and pings you immediately, ranked by stakes. For a real conflict it defends the higher-stakes commitment and drafts a reschedule email proposing three open slots, held for your approval.

To: your Townie

Subject: Create me a Calendar Conflict Reschedule Drafts routine

Build me a routine that tells me the moment anything goes wrong on my principal's calendar - and drafts the fix - so I can act in time.

Run it whenever the calendar changes (a new or moved event, a cancellation, or an RSVP).

When something changes, decide if it's actually a problem worth my attention:
- A double-booking or overlap, especially on a protected commitment (a standing 1:1, focus block, external meeting, or anything I've flagged important).
- A key meeting moved, declined, or cancelled by the other side.
- An in-person meeting with no time to get there, or back-to-backs with no buffer.
- An important meeting missing a location, dial-in, or agenda.
- Anything booked outside working hours, on a no-meeting day, or over PTO/a hold.

Then:
- Ping me immediately (Slack or email) only for what genuinely matters, ranked, with what's wrong and why.
- For a real conflict, lock onto the event and attendees early, defend the higher-stakes commitment, and draft a reschedule email proposing three open slots - held for my approval.

Industry specifics that matter:
- Be precise, not noisy - this is the "know now" alarm, so surface only genuine problems and dedup repeats.
- When two things collide, default to protecting the more important one (standing 1:1s, external/VIP meetings, hard deadlines) and rescheduling the intruder.
- Auto-created calendar changes get rejected constantly in practice, so stay drafts-only: propose times, never create or move events yourself.

My default: detect, rank, and draft on your own, but hold any reschedule email for my approval and never write to the calendar yourself.

Before you build this, tailor it to the integrations I actually use and what you already know about me. Don't take the above at face value - ask me the critical questions that make it stronger: which tools and integrations to use, what the output should look like, and how much autonomy you should have (what to do on your own vs. check with me first).

Sent when you sign up — works as-is, or edit anything.

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Get started with this routine

Reschedule drafts wait for your approval.

See it work: the conflict caught with the fix attached

Know the moment your principal's calendar goes sideways

Drafts only — the calendar stays untouched until you say so.

How this routine works

Works with

It reacts the moment the calendar changes
A new or moved event, a cancellation, or an RSVP — your Townie evaluates each change as it happens, and dedups repeats so you're never pinged twice for one problem.
It judges what genuinely matters
Double-bookings on protected commitments, key meetings moved or declined, missing transit time, missing dial-ins, anything booked over PTO — ranked, with what's wrong and why.
You get the alert and the fix
An immediate ping for real problems, plus a reschedule email proposing three open slots — defending the higher-stakes meeting. Drafts wait for your approval; the calendar is never touched.

Calendar Conflict Reschedule Drafts FAQ

It's a routine your Townie AI assistant runs whenever your principal's calendar changes: it decides whether the change is a genuine problem — a double-booking, a key meeting moved or declined by the other side, no transit time, a missing dial-in or agenda — then pings you immediately, ranked by stakes, and drafts a reschedule email proposing three open slots for any real conflict.

No. It's drafts-only by design: it detects, ranks, and writes the reschedule email, but every draft waits for your approval and it never creates or moves calendar events. Read more in our security overview.

When two commitments collide, it defends the higher-stakes one by default — standing 1:1s, external and VIP meetings, hard deadlines — and drafts the reschedule for the intruder. You can flag specific meetings or people as protected and it honors that.

It's built as the know-now alarm, not a change log: only genuine problems trigger a ping, repeats get deduped, and routine shuffles that resolve themselves stay silent. If it's ever too chatty, tell it what to ignore in one message.

The calendar it watches and your email for drafts and alerts. It can ping you in Slack instead if you prefer — just say so when it asks how you want to be reached.