Quick answer
When a Stripe subscription payment fails, this automation emails the customer, updates your CRM deal status, schedules reminder emails at 3, 7, and 14 days, and escalates to Slack if the charge stays unpaid. Stripe Billing can retry cards on its own schedule. Taskade adds branded emails, CRM updates, and team alerts in one flow you control.
What Can You Do With This Automation?
Send immediate notification email when payment fails
Update HubSpot deal status to "Payment Issue"
Create urgent task for account manager to follow up
Send reminder sequence at 3, 7, and 14 days
Escalate to Slack if payment not recovered within threshold
Automation Flow
Trigger: Stripe Payment Failed
Actions:
- Send "Payment Issue" email to customer
- Update HubSpot deal with payment status
- Create task: "Payment recovery - [Customer Name]"
- Delay 3 days → Send reminder email
- Post to #revenue-alerts if still unpaid
Recover failed payments in Stripe
Step 1: Turn on Smart Retries in Stripe Billing
In Stripe Dashboard, open Billing, then Revenue recovery, and enable smart retries per Stripe revenue recovery.
Step 2: Configure customer emails for failed payments
Set the failed-payment email template and link to your customer portal so payers can update their card without logging in.
Step 3: Review the retry schedule and dunning window
Confirm how many days Stripe retries before canceling the subscription. Native recovery does not update your CRM or create team tasks.
Recover failed payments in Taskade
Step 1: Open Automations and add this template
Go to the Automations tab, add this template, and connect Stripe through the Payment Failed trigger.
Step 2: Connect HubSpot and customize email templates
Authorize HubSpot so deal status updates automatically, then edit the payment-issue and reminder emails to match your brand voice.
Step 3: Set escalation thresholds and enable the flow
Choose when unpaid charges post to Slack and create an account-manager task, run a test failure, then enable the toggle. Browse Stripe automations or build a custom flow.
How do I recover failed Stripe subscription payments automatically?
Enable Stripe Smart Retries for card retries, then add this Taskade template so each failure triggers branded emails, CRM updates, timed reminders, and a Slack escalation when the charge stays unpaid.
What is the difference between Stripe retries and this automation?
Stripe retries the card on its billing schedule. This flow also emails the customer on your cadence, updates HubSpot, assigns follow-up tasks, and alerts revenue in Slack. See automations execution and live examples in the Community Gallery.