Automated Booqable Customer Winback Emails
Every Monday, WebRun opens Booqable, finds repeat customers with 2 or more past reservations who have not booked in 90 days, checks their lifetime spend in Stripe to prioritize your best customers, drafts a personal winback email for each in Gmail, and sends you the outreach list on Telegram.
How do I win back rental customers who have not booked in a while?
WebRun checks Booqable every Monday for repeat customers who have not booked in 90 days. It looks up each one's lifetime spend in Stripe to rank your best customers first, drafts a personal winback email for each in Gmail, and sends you the outreach list on Telegram, so your top customers hear from you first.
- Lapsed repeat customers get a personal winback draft every Monday
- Your highest lifetime value customers are contacted first
- No winback email sends without a human review
Built for tool rental shops · equipment rental businesses · general rental stores · rental shop 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
login.booqable.comin a real browser with your saved login - no setup, no API keys. -
1
Booqable - find lapsed repeat customers
booqable.com
WebRun opens Booqable to find lapsed repeat customers. - Open Booqable and find customers with 2 or more past reservations
- Filter to those with no reservation in the last 90 days
- Capture what they typically rent and their last visit date
Done when Every lapsed repeat customer is listed with their rental history.
-
2
Stripe - check lifetime spend to prioritize
stripe.com
WebRun opens Stripe to check lifetime spend to prioritize. - Look up each lapsed customer's total lifetime spend in Stripe
- Rank customers from highest to lowest lifetime value
- Flag your top spenders for priority outreach
Done when Each lapsed customer has a confirmed lifetime spend figure from Stripe.
-
3
Gmail - draft a personal winback email
gmail.com
WebRun opens Gmail to draft a personal winback email. - Draft a personal winback email for each customer referencing what they usually rent
- Offer a small returning customer incentive where you have one set up
- Leave every draft unsent in Gmail for staff review before sending
Done when An unsent winback draft exists in Gmail for every lapsed repeat customer.
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4
Telegram - send the outreach list
telegram.org
WebRun opens Telegram to send the outreach list. - Send the outreach list ranked by lifetime spend
- Include last visit date and what they typically rent
- Note which drafts are ready to review in Gmail
Done when You have this week's winback outreach list in Telegram.
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 lapsed customers without my approval?
No. WebRun drafts every winback email in Gmail and leaves it unsent. A staff member reviews and sends it, so no customer is contacted without a human check first.
How does it decide which lapsed customers matter most?
It checks each customer's lifetime spend in Stripe and ranks the outreach list from highest to lowest, so you reach out to your best customers first.
What counts as a repeat customer?
By default, anyone with 2 or more past reservations who has not booked in 90 days. You can adjust either number to match your own rebooking pattern.
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