Set up recurring plans — AI Prompts for Stripe

The four heights

The same task, four distances: today's deadline, the next reviewer, the stuck moment, the pattern.

Execute — do the immediate task

We need recurring plans running by next Monday for our beta customers. Create a monthly plan at $29…

We need recurring plans running by next Monday for our beta customers. Create a monthly plan at $29 and an annual plan at $290, both with a 14-day trial, assign plan IDs monthly_29 and annual_290, and ensure invoices show Company Inc as the billing name. Before activating, validate that proration is off and webhooks will receive invoice.paid and invoice.payment_failed events.

Improve — make it easier to accept

Before I create these plans for customers, make approvals fast: show the net monthly revenue…

Before I create these plans for customers, make approvals fast: show the net monthly revenue difference between monthly and annual up top, list where tax handling might surprise reviewers, and flag any subscription features that require developer work to enforce (trial expiration, plan downgrade behavior).

Decide — diagnose the stuck moment

I just published a new monthly_29 plan and some customers are still charged the previous $25. Priya…

I created the plan but customers still see the old price

I just published a new monthly_29 plan and some customers are still charged the previous $25. Priya in finance says we updated prices but I can’t change active subscriptions without upsetting users. What likely went wrong, which subscriptions will bill at old rates, and the safest immediate step to align billing without breaking automations or causing charge disputes?

Become — change the pattern

Across launches we keep shipping plans without a trial window and missing webhook subscriptions,…

We repeatedly forget to set trials and webhooks when creating plans

Across launches we keep shipping plans without a trial window and missing webhook subscriptions, which leads to support tickets and missed revenue. Which habit change stops this pain: a preflight checklist, a required template for plan creation, or gating activation behind a finance sign-off? Recommend one concrete step I can enforce this week and how to measure it.

Next to this one

Other payments work people do in Stripe.

Set settlement reporting preferences Set up fraud prevention rules Set up multi-currency pricing Set up payment links Set up reconciliation exports Set up SCA/authentication flows Set up usage-based billing Test payments in sandbox Update customer payment methods Update pricing for plans

Every task here came from the work, not from a feature list — which is why the prompts name what you want done and never the button that does it. The tool changes; the work does not.

The rest of the map

Same library, five ways in.

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