PERSONAL PRODUCTIVITY

Overnight Outlook double-booking detector with reslot proposals

Each night before the workday, scans tomorrow's Outlook calendar for overlapping meetings, ranks which to move by attendee count and organizer seniority.

CategoryPersonal Productivity
Enginesim
Difficultyintermediate
Triggerschedule
Steps5
Setup~15 min

How it runs

The automated pipeline, trigger to output.

  • TriggerNightly schedule before workday
  • ActionFetch tomorrow's Outlook eventsOutlook
  • LogicDetect overlaps and rank lower-priority meeting
  • ActionFind nearest open slot in Outlook free/busyOutlook
  • OutputSend Slack reslot card with Approve/SkipSlack

What it does

This runs while you sleep so you wake up to a clean schedule. It pulls tomorrow's Outlook events, finds every pair of meetings that overlap in time, and decides which one is the better candidate to move (smaller meetings and ones you don't organize get moved first). For each conflict it finds the nearest open slot that fits and packages everything into a single Slack message you can act on before the day starts.

When to use it

For anyone whose calendar gets booked by other people throughout the day — managers, founders, salespeople, recruiters. If you regularly discover a double-booking only when two meetings start at once, this catches it the night before while there's still time to fix it cleanly.

How it works

  1. 1A nightly schedule fires at your configured pre-workday hour.
  2. 2It reads tomorrow's events from Outlook for your calendar.
  3. 3Branch logic detects overlapping time ranges and scores each conflict to pick the lower-priority meeting to move.
  4. 4It queries Outlook free/busy to find the nearest open slot that fits the moved meeting.
  5. 5A Slack card lists each conflict with the proposed new time and Approve / Skip buttons.

Set it up

What you configure once, before turning it on.

  1. 1
    Connect OutlookMail, calendar, contacts.
  2. 2
    Connect SlackChannels, DMs, threads, mentions.
  3. 3
    Set each agent's modelWe leave models unset so you pick the tier — fast + cheap, or top-quality.
  4. 4
    Tune it to your dataEdit the prompts, filters, and field mappings so it matches how your team works.
  5. 5
    Test, then turn it onRun once against a sample, confirm the output, then enable the trigger.

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