Note: The job is a remote job and is open to candidates in USA. Playbypoint is a rapidly expanding startup at the forefront of the racquet sports industry, specializing in innovative enterprise software solutions. They are seeking a Senior Engineer to join their Payments team to own the infrastructure that moves money across their platform, collaborating closely with Product, Finance, and Club Operations to ensure systems are safe, scalable, and built to last.

Responsibilities

• Architect and build core payments infrastructure across online, in-person, and recurring billing flows
• Own the reliability of money movement: idempotency, webhook processing, failure recovery, and reconciliation
• Drive PCI DSS scope hygiene and keep our financial systems auditable and observable
• Collaborate with cross-functional stakeholders to ship features clubs depend on — split payments, deposits, multi-currency, marketplace payouts to coaches and pros
• Set the engineering bar for payments-critical code and mentor engineers across the team

Skills

• 8+ years building backend systems in production environments with real operational responsibility and significant focus on payments or financial systems
• Hands-on production experience with Adyen. Familiarity with Checkout, Terminal API, tokenization, webhooks, or Adyen for Platforms is a strong signal
• 3+ years of demonstrable Ruby on Rails experience in production environments
• Think in failure modes: what happens when a payment succeeds but the webhook never arrives?
• Bring money-safe instincts — idempotency, exactly-once semantics, currency precision, ledger thinking
• Proven ability to operate high-availability services: monitoring, alerting, incident response, and postmortems
• Comfortable working in a high-velocity environment while maintaining a correctness-first mindset
• Communicate clearly and default to async. Strong written and spoken English is a must — we work closely with US-based stakeholders and partners
• Actively using AI tools throughout the development lifecycle — design, coding, code review, testing, debugging, and incident analysis
• Having built AI-powered tooling or agents — whether internal automation, LLM-integrated features, or workflow improvements that shipped to production
• Knowing when AI adds real value and when it doesn't — judgment matters more than enthusiasm
• Experience with other PSPs such as Stripe, Xendit, or RazorPay
• Familiarity with eWallet integrations or cryptocurrency payment rails
• Background in vertical SaaS, marketplaces, hospitality, or fintech
• Card-present POS experience (in-store reconciliation, terminal fleet management)

Company Overview