Featured Engagement
USSSA: Payments Platform Transformation With Stripe Connect
USSSA (United States Specialty Sports Association) is a national governing body for amateur sports, operating leagues and tournaments across baseball, softball, and other youth and adult sports through a network of Regional Organisations and Event Host Organisations. It serves 2.5 to 3 million active customers annually, with team registrations alone accounting for $70 to $75 million per year.
The Problem
USSSA had been functioning as a central bank for its entire ecosystem. Every dollar flowed through headquarters first, then was manually distributed to tournament directors and regional operators. The model produced real losses, not theoretical ones.
$300K+
in mispayments to the wrong directors
$750K–$1M
lost when operators issued refunds they could not cover, after USSSA had already paid out
3-person
finance team running payment operations by hand
The Architecture
Monstarlab designed a Connect architecture that removes USSSA from the middle of each transaction. Each Regional Organisation and Event Host Organisation receives an individual connected account, and two charge patterns run side by side: direct charges carry roughly 95% of volume, with operators as merchant of record and USSSA monetising through an application fee, while destination charges handle the remaining 5%, consisting mainly of program-level fees, where USSSA stays merchant of record.
All payment logic lives in a decoupled .NET service on Azure, consumed by multiple USSSA applications through defined APIs. A custom ledger tracks the internal state of every transaction, including post-payment allocation changes, and feeds 11 automated report types. Because USSSA cannot feasibly perform a hard cutover, the plan supports an 18-month dual-system period, sequenced around no-fly windows during active tournament seasons.
The Engagement Arc
This is the engagement ladder described later in this article, executed from start to finish. USSSA began with a focused advisory, and each phase delivered value and earned the next.
SOW 1
Strategic Advisory. Fund flow design, charge pattern recommendations, account hierarchy.
Rung 1 · Advisory
SOW 2
Architecture and Development Strategy. The advisory output translated into an engineering-ready plan: service design, integration patterns, sprint-level scope.
Rung 2 · Architecture
SOW 3
Payment Service Build. Eight weeks of retained engineering delivering the core service, ledger foundation, and both charge patterns.
Rung 3 · Build
SOW 4
Full Operational Capability. Connected account onboarding, refunds, payouts, transfers, reserves, the multi-vendor cart, reporting, and dispute management.
Rung 4 · Operate & Extend
A fifth workstream, cart and checkout design, emerged from the architecture work: a single customer cart can hold items from four different selling entities, each requiring its own PaymentIntent, and our design team is defining the sequential checkout pattern with USSSA's product leads.
Results
$1M+
annual risk exposure eliminated
4
consecutive SOWs executed
The cascading refund losses are structurally impossible in the new model. Stripe's guardrails block refunds without balance coverage, and connected accounts make misdirected payments a platform-level impossibility rather than a finance-team vigilance problem.
Redesigning Payments Without Disruption
The engagement runs as a three-party collaboration: USSSA owns the business, Metacube (USSSA's long-standing development partner) owns the application layer, and Monstarlab owns the payments service end to end. Jointly defined APIs mark the boundary, so both engineering teams build in parallel without blocking each other. The biggest takeaway for concerned clients is that we do not need to displace an incumbent developer to deliver value in payments.
Team
Roles on the ground:
Payments SME and Director
Engineering Lead
Senior Engineer
Commercial Lead
Delivery Lead
Product Designer
Technology Stack
| Layer | Technology |
| Payments platform | Stripe Connect (direct and destination charges) |
| Payment service | .NET Core microservice |
| Database | Azure SQL Server |
| Infrastructure | Azure, Terraform-provisioned |
| Messaging | Azure Service Bus |
| Fraud prevention | Stripe Radar |
| Frontend integration | Stripe Payment Element and embedded components |
Waldo
Connect Advisory
In three weeks, Monstarlab gave Waldo the missing pieces of their Connect engineering strategy, such that they could immediately begin their build phase on their new direct to consumer contact lens marketplace. We designed their new connected account onboarding flow and fit it into their existing user journey, then worked directly with Stripe and the client legal team to settle open questions on marketplace regulation and the legal designation of their business model.
We mapped how embedded components for account management, payments, and payouts would extend the merchant dashboard, expanded the QA test case library ahead of launch, and closed the engagement by demoing the onboarding experience to the full stakeholder group.
Yourgi, Destination Pets
Scaling Guidance
Destination Pets came to Monstarlab for expert guidance as they launched Yourgi, a new pet-sitting marketplace for independent pet care providers. With 3,000 existing subscribers and a plan to grow past 100,000 sitters, we helped design and validate their payments architecture to endure that growth.
This included designing thier new self-service Stripe onboarding workflow, catalog and pricing architecture, Stripe Tax advisory, and guidance on reporting outputs and technical implementation. We also provided guidance to help wire their new payments layer into their operational stack, with integrations across Zendesk, Snowflake, and Avalara, so support, data, and tax teams work from the same data.
GRIN
Accelerating Engineering
GRIN, an influencer affiliate marketing company, was racing to launch a new AI-powered marketplace connecting brands and creators. Monstarlab joined as the architecture partner and engineering accelerator, making sure speed did not create technical debt.
Every technical decision was weighed against both the launch date and the longer-term growth plan, while getting the most out of the combined Stripe product set. ML engineering helped Grin hit their ambitious soft launch target, setting the stage to begin retiring legacy payment systems in favour of Stripe as unified provider.
OrderPort
Optimization
OrderPort, a commerce and POS platform for wineries, came to Monstarlab with a specific question: is our existing Stripe implementation earning what it could? Monstarlab ran a structured assessment covering the current integration, the constraints that come with operating as a platform rather than a processor, and the realities of winery workflows like club billing and DTC sales.
We helped the team segment its customer base, rank its monetisation levers, and align engineering priorities with platform strategy. The result is a payments optimisation roadmap OrderPort can execute without disrupting a single existing customer.