Stripe Connect Specialized Partner

Billing Architecture Workshop

Revenue Model Mapping & Billing Design · 2 Workshops · ~2 Weeks

Many teams start building billing before they've fully mapped their pricing model to Stripe's object hierarchy. The result: price objects that don't reflect reality, subscription logic that breaks at edge cases, and invoice flows that require manual cleanup. The Billing Architecture Workshop gives your team the architecture clarity to build it right the first time.

Why It Matters

Many teams start building billing before they've fully mapped their pricing model to Stripe's object hierarchy. The result: price objects that don't reflect reality, subscription logic that breaks at edge cases, and invoice flows that require manual cleanup. This workshop surfaces those decisions up front, so you build it right the first time.

The Program

Two-Part Workshop Structure

Workshop 01

Revenue Model Mapping & Billing Requirements

What We Cover

  • Inventory all plans, pricing tiers, and billing cadences
  • Define trial logic, upgrade/downgrade paths, and cancellation policies
  • Identify usage metrics and feature access (entitlement) requirements
  • Map which customer segments get which plans and how transitions work
Deliverable

Billing requirements doc + pricing model inventory

Workshop 02

Stripe Billing Configuration & Architecture Design

What We Cover

  • Map plans to Products, Prices, and Subscription items
  • Design invoice lifecycle, collection method, and proration handling
  • Validate entitlement model and webhook event architecture for access control
  • Identify any gaps requiring custom logic outside of Stripe
Deliverable

Architecture diagram mapping your pricing model to Stripe objects + recommended configuration

Logistics at a Glance

2–3 weeks
Delivered fully remote
Starting at $10k
Scoped to your complexity
4–6 hours
Stakeholder involvement

Pricing

Pricing by Complexity

All tiers include both workshops and the two stated deliverables (requirements document and architecture diagram). Tier is set collaboratively on a free 30-minute scoping call before contract signing.

Starter
$10,000
  • Complexity profile: Single product, flat-rate or simple tiered pricing
  • Pricing model: Subscription only
  • Billing cadences: 1 (monthly or annual)
  • Currencies: Single
  • Usage metering: No
  • Connect / marketplace: No
Standard
$16,000
  • Complexity profile: Multiple plans, trials, upgrade and downgrade paths
  • Pricing model: Subscription + proration
  • Billing cadences: 2 (monthly & annual)
  • Currencies: Single
  • Usage metering: No
  • Connect / marketplace: No
Professional
$24,000
  • Complexity profile: Hybrid pricing (per-seat + usage), entitlements, dunning
  • Pricing model: Subscription + usage
  • Billing cadences: 2–3
  • Currencies: Single or multi
  • Usage metering: Yes
  • Connect / marketplace: No

Follow-On Services

What Comes Next

Build

800+ Stripe-focused engineers ready to own your Billing implementation or work alongside your team.

Migrate

Moving from an existing billing system? The Billing Migration Preparedness workshop maps the gaps and risks before you start.

Optimize

Add Stripe Tax, Revenue Recognition, and reporting automation on top of a clean billing foundation.

Expand

Issuing, Capital, and Connect guidance to extend your platform's financial capabilities.

Is This Right For You?

This Is the Right Fit If You…

Getting the Model Right
  • Are building subscription billing for the first time and need to get the data model right
  • Have a complex pricing model (tiered, usage-based, per-seat, hybrid) that's hard to map to Stripe
  • Are running homegrown billing and considering Stripe Billing as a replacement
Aligning Before You Build
  • Have billing edge cases your team isn't confident how to handle
  • Need stakeholder alignment on the Stripe configuration before committing engineering resources

Ready to Get Started?

Ready to get billing architecture clarity before you build?

Two workshops, scoped to your complexity. Reach out and we'll set up a free 30-minute scoping call.

Get in touch Learn more
Olivia Welch Head of US Client Services olivia.welch@monstar-lab.com