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Aisle Planner Automated Milestone Check-In Drafts

Every Monday, WebRun opens Aisle Planner, finds couples whose wedding date puts them at a planning milestone this week, such as 12, 6, or 1 month out, cross checks the date on Google Calendar, drafts a personalized check-in email in Gmail listing what's due next, and posts the week's queue to Slack for your review.

Runs on WebRun · Strict Lockdown policy
Every Monday at 8:30 AM WebRunorchestrates each step
1 Aisle Planner find couples hitting a milestone this week
2 Google Calendar confirm the wedding date and timeline stage
3 Gmail draft a personalized milestone check-in
4 Slack queue the drafts for your review
In short

How do I automatically send planning milestone check-ins to wedding clients?

WebRun checks Aisle Planner every Monday for couples whose wedding date puts them at a planning milestone this week, confirms the date on Google Calendar, and drafts a personalized check-in email in Gmail listing what's due next. It posts the week's queue to Slack for your review, so no couple goes quiet during their planning journey.

  • Every couple gets a proactive check-in at the right planning stage
  • No client feels forgotten between big milestones
  • Personalized outreach goes out weekly without a manual calendar review

Built for wedding planners · event planning studios · full-service planners · client experience coordinators

Step by step

What does WebRun do on every run?

The exact actions WebRun takes, in order - in plain language, so you can adjust anything.

  1. WebRun signs in and gets to work

    Opens app.aisleplanner.com in a real browser with your saved login - no setup, no API keys.

  2. 1
    Aisle Planner - find couples hitting a milestone this week
    aisleplanner.com
    WebRun in Aisle Planner: find couples hitting a milestone this week
    WebRun opens Aisle Planner to find couples hitting a milestone this week.
    • Open Aisle Planner and calculate how far out each active wedding date is
    • Match each wedding against your standard milestone points, such as 12, 6, or 1 month out
    • Pull the outstanding to-dos tied to that milestone stage for each couple

    Done when Every couple hitting a milestone this week is listed with their stage and outstanding to-dos.

  3. 2
    Google Calendar - confirm the wedding date and timeline stage
    calendar.google.com
    WebRun in Google Calendar: confirm the wedding date and timeline stage
    WebRun opens Google Calendar to confirm the wedding date and timeline stage.
    • Cross check each wedding date against your Google Calendar
    • Confirm no date change has been logged that would shift the milestone

    Done when Every milestone match is confirmed against the current wedding date on your calendar.

  4. 3
    Gmail - draft a personalized milestone check-in
    gmail.com
    WebRun in Gmail: draft a personalized milestone check-in
    WebRun opens Gmail to draft a personalized milestone check-in.
    • Draft a warm, personalized check-in email for each couple naming their milestone and what's due next
    • Keep the tone encouraging and specific to their outstanding to-dos
    • Save each as a Gmail draft, left unsent for your review

    Done when A ready-to-send check-in draft exists in Gmail for every couple hitting a milestone this week.

  5. 4
    Slack - queue the drafts for your review
    slack.com
    WebRun in Slack: queue the drafts for your review
    WebRun opens Slack to queue the drafts for your review.
    • Post the week's milestone check-in queue with a link to each draft
    • Group the list by milestone stage so the most time-sensitive check-ins stand out

    Done when Your team has this week's milestone check-in queue in Slack, ready to review and send.

Run settings

How is each run configured?

Starting pageWhere Chrome opens at the start of each run
app.aisleplanner.com
ScheduleRuns automatically on this cadence
Every Monday at 8:30 AM
DeliveryHow each run's result reaches you
Milestone check-in drafts · Slack
OutputWhat each run produces - A weekly list of couples at a planning milestone with a personalized Gmail draft for each and a Slack summary to review.
Text
Setup & safety

Secure by default

Connect once, stays signed in

WebRun signs in once and keeps each session in a persistent environment, so every run picks up right where it left off.

Your credentials stay in your own private environment - WebRun never stores your passwords.
Strict Lockdown

Every action is checked against this policy before it runs.

Domains ALLOWLIST
Typed input ALLOW
Shell command BLOCK
File uploads BLOCK
Runs in a contained environment More on policies
Good to know

Questions, answered

Will it email couples without my approval?

No. Every check-in is saved as a Gmail draft and linked in Slack. Nothing reaches a couple until you review and send it yourself.

How does it decide which milestone a couple is at?

It calculates how far out their wedding date is in Aisle Planner and matches it against your standard milestone points, so the check-in always references the right stage of planning.

Can I set my own milestone points instead of the defaults?

Yes. Give WebRun your studio's milestone schedule, such as 12, 9, 6, 3, and 1 month out, and it will check couples against those instead.

Put this on autopilot.

Turn it on in minutes - or have our team set it up for you.