Daily Calendar Health Audit — AI Calendar Hygiene Check | Town

Daily Calendar Health Audit

The Daily Calendar Health Audit is a routine your Townie AI assistant runs twice a day: it sweeps the next several business days of the calendar and flags the landmines — unaccepted invites, double-bookings, missing room or dial-in info, and back-to-backs with no transit time. Everything arrives in one briefing, and it can keep events color-coded to a consistent scheme if you turn that on.

To: your Townie

Subject: Create me a Daily Calendar Health Audit routine

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

Get started with this routine

Report-only by default — recoloring is opt-in.

See it work: tomorrow's landmines, defused today

Catch the things that quietly wreck a packed day

Twice a day, sweeps the coming week's calendar, flags unaccepted invites, double-bookings, missing dial-ins, and transit gaps, and sends one briefing.

Trigger Twice a day, 7:30 AM and 4:30 PM

Tools and actions

Sweep the week ahead
Pull meeting context
Check notes and tasks

Draft the briefing
Prompt
Morning and late afternoon, sweep the next several business days, flag real problems only — unaccepted invites, double-bookings, missing dial-ins, no transit time — and send one briefing; report-only unless I enable recoloring.

🩺
Calendar Audit — 4:30 PM

Afternoon audit: three flags before tomorrow

Your Townie

Your Townie

Three real problems in the next four business days — the rest of the calendar is clean.

Tomorrow: ⚠️ 9am board prep has no dial-in
External attendees, no video link or room on the invite. Also, the 1pm at Fairway HQ backs straight into a 2pm on-site across town — no transit time between them.

Thursday: 📥 two invites still unaccepted
The exec hasn't responded to the Northwind QBR or the legal review, and the QBR now overlaps a hold. Slack context suggests the legal review moved — the organizer mentioned Friday in #ops.

The message above becomes this briefing.

How this routine works

Works with

  1. 1
    It sweeps twice a day

Morning and late afternoon, your Townie reads the next several business days of the calendar — so problems surface before the day they bite.

  1. 2
    It flags real problems, not noise

Unaccepted invites, double-bookings, missing room or dial-in info, and back-to-backs with no transit time — with context pulled from Slack, tasks, and notes where it explains an event.

  1. 3
    You get one briefing

Everything flagged, in one email, worst first. It never creates or moves meetings; recoloring to your scheme only happens if you turn it on.

Daily Calendar Health Audit FAQ

What does the Daily Calendar Health Audit routine do?
It's a routine your Townie AI assistant runs twice a day: it sweeps the next several business days of the calendar, flags unaccepted invites, double-bookings, missing room or dial-in info, and back-to-backs with no transit time, then sends one briefing of everything found. It can also keep events color-coded to a consistent scheme once you opt in.

Will it change the calendar on its own?
No. It's report-only by default and never creates or moves meetings. Recoloring events is opt-in, and even then it only applies colors — nothing else. Read more in our security overview.

What counts as a problem worth flagging?
The things that actually derail a packed day: an invite nobody accepted, two meetings in one slot, an external call with no dial-in, an on-site with no travel time. It favors precision — a quiet briefing means a healthy calendar.

What tools does it need?
The calendar it audits, plus whichever context sources you use — Slack, a task tool like Asana, notes in Notion. The extras aren't required; they just help explain why an event matters.

Can I change the color scheme or the checks?
Yes — tell your assistant your scheme (external, internal, transit, focus) or add checks like flagging meetings over an hour, and it updates the routine from that one message.

Does it work for a calendar I manage for someone else?
Yes — that's the main use. Point it at the calendars you manage and the briefing covers each one, so you catch the landmines before your principal's day hits them.