Rebook past clients around their anniversary each year
Every morning, WebRun scans HoneyBook for past clients whose original session anniversary falls within the next 30 days, drafts a warm personalised rebook offer in Gmail for each one, and posts the drafts to Slack for your approval before any message reaches a client.
- No credit card
- Under $0.01 per run
- Cancel anytime
How do I automatically reach out to past photography clients around their session anniversary to rebook them?
Every morning, WebRun scans HoneyBook for past clients whose session anniversary falls within the next thirty days. For each one, it drafts a warm personalised rebook email in Gmail with a seasonal offer, then posts the list to Slack for your approval. Past clients hear from you at exactly the right emotional moment.
- Past clients are contacted at the emotionally resonant moment of their anniversary
- Repeat bookings grow without any manual list management
- Only genuinely lapsed clients receive outreach, keeping messages relevant
Built for wedding photographers · portrait photographers · family photographers · photography studio owners
What does WebRun do on every run?
The exact actions WebRun takes, in order - in plain language, so you can adjust anything.
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WebRun signs in and gets to work
Opens
app.honeybook.comin a real browser with your saved login - no setup, no API keys. -
1
HoneyBook - find clients with an upcoming session anniversary
honeybook.com How to Automate HoneyBook
WebRun opens HoneyBook to find clients with an upcoming session anniversary. - Open HoneyBook and search completed projects by original session date
- Identify clients whose session anniversary falls within the next 30 days
- Note the client name, original session type, session date, and any notes from the booking
- Check whether the client has already been contacted this year or has an active booking
Done when Every past client with an upcoming session anniversary is identified and reviewed.
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2
Gmail - draft personalised rebook outreach
gmail.com How to Automate Gmail
WebRun opens Gmail to draft personalised rebook outreach. - Draft a warm, personalised rebook email for each anniversary client
- Reference the original session type and how much has changed in a year
- Include a seasonal offer or package highlight to make the timing feel relevant
- Add a booking link or call-to-action
- Save as a Gmail draft, do not send yet
Done when A personalised rebook draft is ready in Gmail for each anniversary client.
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3
Slack - post outreach list for your approval
slack.com How to Automate Slack
WebRun opens Slack to post outreach list for your approval. - Post an anniversary rebook summary to Slack listing each client and their anniversary date
- Include a link to each Gmail draft
- Flag any clients who had an especially positive experience or left a glowing review
Done when You have a Slack list of anniversary rebook drafts ready for your one-click approval.
How is each run configured?
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.
Every action is checked against this policy before it runs.
Questions, answered
Will it email past clients without me approving each message?
No. Every rebook email is drafted in Gmail and posted to Slack for your review. Nothing goes to a client until you send it.
How does it calculate the anniversary date?
WebRun reads the original session date from each completed HoneyBook project and flags the client when their anniversary falls within the next 30 days.
What if a client has already rebooked or has an active inquiry?
WebRun checks for active projects in HoneyBook before drafting and skips anyone who is already engaged, so you only see genuinely lapsed clients.
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