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.
What we'll map during discovery
Current integration
- 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?
Gap to OCS
- 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?
Migration complexity
- 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?
Two-part workshop structure
Workshop 1
Integration discovery & current-state mapping
Goal: Build a complete picture of your current Stripe integration and identify what needs to change
- 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 migration scope
Deliverable: Current-state integration map with annotated gap analysis against OCS requirements
Workshop 2
Migration roadmap & scoping
Goal: Turn the gap analysis into a prioritized, scoped migration plan
- Prioritize migration 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
Logistics at a glance
2–3 weeks
Delivered fully remote
Starting at $10k
Scoped to your complexity
4–6 hours
Stakeholder involvement
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.
This is the right fit if you…
- You want to offer local payment methods and reach more customers in more markets
- You want to display prices in your customers' local currencies to improve conversion
- You want a faster, more seamless checkout experience for returning customers
- Your Stripe integration was built 12+ months ago and hasn't been revisited
- You need to scope the migration before committing engineering resources
- You need a clear technical plan to get stakeholder or budget approval