Stripe Connect Specialized Partner

Optimized Checkout Suite Technical Enablement

Integration Assessment & Migration Roadmap · 2 Workshops · 2–3 Weeks

Stripe's checkout capabilities have evolved significantly, but many integrations haven't kept pace. This two-part workshop maps your current Stripe integration, identifies the gaps between where you are and a modern Optimized Checkout Suite implementation, and delivers a scoped migration plan so you know exactly what needs to change, how much effort it takes, and where to start.

Why It Matters

Stripe's checkout capabilities have evolved significantly, but many integrations haven't kept pace. This engagement closes the gap between where you are today and a modern Optimized Checkout Suite implementation, so you know exactly what needs to change, how much effort it takes, and where to start.

The Program

Two-Part Workshop Structure

Workshop 01

Integration Discovery & Current-State Mapping

What We Cover

  • Walk through your current checkout architecture and integration patterns
  • Map payment flows end-to-end, from customer action to settlement
  • Identify API usage, version gaps, and legacy patterns
  • Document dependencies, constraints, and anything that affects scope
Deliverable

Current-state integration map with annotated gap analysis against OCS requirements

Workshop 02

Migration Roadmap & Scoping

What We Cover

  • Prioritize steps by effort vs. impact
  • Identify quick wins that can ship independently vs. larger refactors
  • Define testing and rollout strategy to manage risk
  • Scope engineering effort and timeline for each phase
Deliverable

Prioritized migration roadmap with effort estimates, risk flags, and recommended sequencing

Discovery

What We'll Map During Discovery

Focus Area 01

Current Integration

What We Cover

  • How is your checkout built today and which Stripe APIs are in use?
  • Where are the integration boundaries between your code and Stripe?
  • What API version are you on and how far behind is it?
  • What payment flows exist and how are they structured?
Focus Area 02

Gap to OCS

What We Cover

  • What's the distance between your current integration and a modern OCS implementation?
  • Which newer checkout capabilities are you missing out on?
  • Are there architectural constraints that would affect migration?
  • What's already in good shape and can be carried forward?
Focus Area 03

Migration Complexity

What We Cover

  • What's the full scope of change required?
  • Which payment flows need to be touched and which can stay as-is?
  • What are the dependencies, risks, and sequencing constraints?
  • How large is the testing surface and what's the rollout risk?

Logistics at a Glance

2–3 wks
Delivered
fully remote
$10k
Starting price,
scoped to your complexity
4–6 hrs
Stakeholder
involvement

Follow-On Services

What Comes Next

Migrate

Execute the migration roadmap with Monstarlab engineering support — either embedded with your team or as a standalone engagement.

Optimize

Fine-tune payment methods, pricing, and checkout UX once the OCS foundation is in place.

Monitor

Establish checkout KPI dashboards to measure conversion lift and track ongoing performance.

Expand

Layer Connect, Issuing, or Capital on top of your modern checkout foundation.

Is This Right For You?

This Is the Right Fit If You…

Want a Better Checkout
  • Want to offer local payment methods and reach more customers in more markets
  • Want to display prices in your customers' local currencies to improve conversion
  • Want a faster, more seamless checkout experience for returning customers
Need a Plan First
  • Have a Stripe integration that was built 12+ months ago and hasn't been revisited
  • Need to scope the migration before committing engineering resources
  • Need a clear technical plan to get stakeholder or budget approval

Ready to Get Started?

Ready to Map Your Path to OCS?

Two workshops over two to three weeks, delivered fully remote. Reach out and we'll scope the engagement to your integration's complexity.

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