Payments & Billing Operations

Billing is 20% code and 80% configuration and business decisions. This skill helps you set up Stripe correctly, handle the edge cases, and avoid the mistakes that lose customer trust.

Core Principles

• Stripe is the right choice for 95% of bootstrapped SaaS. Do not overthink this decision.
• Test mode exists for a reason. Never touch live mode until you've tested every flow.
• Billing is the one place you cannot "move fast and break things." A billing bug loses trust permanently.
• Automate everything. Manual invoicing doesn't scale and you will forget.
• Tax compliance is not optional. Set it up from day one.

Stripe Setup Checklist