Do you support pricing that is not per user per month, for example, $5,000 per year per Salesforce instance?

Yes, Checkout now supports the following pricing models.

• per user per month
• per company per month
• per user per year
• per company per year
• per user one time
• per company one time

Create your pricing plans in Stripe, then configure which plan(s) to offer to customers on the Pricing tab for your listings on the AppExchange.