Automated Pet Sitting Failed Payment Recovery
When a client payment fails in Stripe, WebRun reads the invoice details in Time To Pet, drafts a polite payment recovery email to the client with the outstanding amount and a retry link, and queues the draft in Gmail for your review before anything is sent.
How do I automatically follow up on failed pet-sitting payments?
WebRun detects each failed payment in Stripe, looks up the matching client and invoice in Time To Pet, and drafts a polite recovery email with the outstanding amount and a payment link. The draft is queued in Gmail for your review, so every recovery message is personal, on-brand, and approved by you before it reaches a client.
- Failed payments are flagged and a recovery draft is ready within minutes
- Tone adjusts automatically based on how many times a payment has failed
- No recovery email reaches a client without your explicit approval
Built for pet sitters · dog walkers · pet sitting businesses · pet care providers
What does WebRun do on every run?
The exact actions WebRun takes, in order - in plain language, so you can adjust anything.
-
WebRun signs in and gets to work
Opens
dashboard.stripe.comin a real browser with your saved login - no setup, no API keys. -
1
Stripe - detect failed payment
stripe.com
WebRun opens Stripe to detect failed payment. - Open Stripe and check for newly failed payment attempts
- Capture the client name, invoice amount, failure reason, and invoice ID
- Note how many previous attempts have been made for this invoice
Done when Each failed payment is listed with its amount, reason, and attempt count.
-
2
Time To Pet - look up client and invoice details
timetopet.com
WebRun opens Time To Pet to look up client and invoice details. - Open Time To Pet and find the client record matching the failed payment
- Confirm the services covered by the outstanding invoice
- Note the client preferred contact email from their profile
Done when Client identity and service details are matched to the failed payment.
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3
Gmail - draft recovery email for review
gmail.com
WebRun opens Gmail to draft recovery email for review. - Draft a warm, non-accusatory payment recovery email with the invoice amount and a payment link
- Tailor the tone based on attempt count: gentle on first failure, firmer on repeated failures
- Leave the draft unsent in Gmail for your review and approval
Done when A recovery draft is ready in Gmail for every failed payment.
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 a client about a failed payment without my approval?
No. WebRun prepares the recovery draft and leaves it in Gmail for your review. Nothing is sent to the client until you approve and send it yourself.
Does it handle multiple failed attempts differently?
Yes. WebRun reads the attempt count from Stripe and adjusts the tone of the draft, using a gentle reminder on the first failure and a firmer message on repeated ones.
What if the client already paid by the time I review the draft?
Check Stripe before sending. WebRun reads the failure at the moment it occurs; if the client retried successfully afterward, simply delete the draft.
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