Senior Backend Engineer, Billing & Revenue Systems

About Bask Health Bask Health is a software platform that enables entrepreneurs, doctors, and healthcare businesses to launch, manage, and grow direct-to-consumer telehealth businesses. Our platform brings together patient experiences, clinical workflows, pharmacy operations, and commerce tools in one place. We're an entrepreneurial, product-focused engineering team that values ownership, technical excellence, and building software that solves real problems. Engineers work closely with product teams and company leadership, take features from idea to production, and have a direct role in shaping the platform. Engineering at Bask is AI-first and builder-led. We use tools like Cursor and Claude Code throughout development while maintaining high standards for reliability, testing, and software quality. About the Role We're looking for a Senior Backend Engineer, Billing & Revenue Systems to design, build, and improve the backend infrastructure supporting payments, subscriptions, billing workflows, and revenue operations across Bask Health's telehealth platform. You'll work on systems that connect merchant configuration, patient checkout, recurring payments, billing records, and financial reporting. Your work will help ensure transactions are processed reliably, subscription changes are handled correctly, and financial information remains accurate across the platform. This is a hands-on engineering role requiring strong technical judgment, experience with complex backend systems, and the ability to independently own projects from architecture through production. Bask's engineering platform uses TypeScript, Node.js, AWS, SST, and SQL databases, with technologies including tRPC, Prisma, and Drizzle in our broader stack. You'll collaborate with product managers, engineers, finance, and operations teams to develop scalable systems that support the financial side of running telehealth businesses. We're looking for someone who understands that billing systems need more than functional code. They need accurate data, predictable behavior, clear error handling, and reliable recovery when something goes wrong. What You'll Do • Design, develop, and maintain backend services supporting billing, payments, subscriptions, and revenue-related workflows. • Build and improve integrations with payment processors and external billing services. • Develop APIs and application logic for subscription creation, renewals, cancellations, plan changes, and payment status updates. • Help implement pricing, discount, trial, and billing configuration logic across merchant and patient workflows. • Design reliable processing for payment events, webhooks, and asynchronous billing updates. • Build services using TypeScript, Node.js, AWS, SST, and SQL databases. • Use AWS Lambda, SQS, EventBridge, and related services to support event-driven billing workflows. • Design database schemas and data models for transactions, subscriptions, invoices, billing events, and financial records. • Develop mechanisms to prevent duplicate charges, inconsistent billing states, and lost payment events. • Implement retry logic, idempotency, validation, and error handling for payment-related operations. • Help build reconciliation processes that identify discrepancies between internal billing records and external payment providers. • Improve the reliability, performance, and maintainability of existing billing services. • Collaborate with finance and operations teams to understand billing issues, reporting needs, and operational requirements. • Work with product managers and engineers to translate business requirements into technical designs. • Develop internal tools and workflows that make billing issues easier to investigate and resolve. • Build appropriate access controls, audit trails, and safeguards around sensitive billing information. • Create automated tests covering billing calculations, subscription transitions, payment failures, and other edge cases. • Investigate production incidents, identify root causes, and implement durable fixes. • Improve monitoring, logging, alerting, and visibility into billing system performance. • Review code, provide technical guidance, and contribute to engineering standards. • Take ownership of complex billing initiatives from design and implementation through deployment and production support. • Use Cursor, Claude Code, and other AI-assisted development tools to accelerate development while independently validating correctness, security, and maintainability. • Help establish reusable billing architecture that supports additional products, merchants, and business models. Requirements • 5+ years of professional software engineering experience, including substantial hands-on backend development. • Strong proficiency in TypeScript, JavaScript, and Node.js. • Experience designing, building, and maintaining production backend services and APIs. • Professional experience integrating third-party APIs, processing webhooks, or building event-driven backend systems. • Experience working with AWS services and serverless architectures. • Familiarity with AWS Lambda, SQS, EventBridge, or comparable asynchronous processing infrastructure. • Strong experience with SQL databases, relational data modeling, and database schema design. • Experience with modern ORM or database access tools such as Prisma or Drizzle. • Strong understanding of transactional data integrity, consistency, and reliable backend processing. • Experience implementing idempotency, retries, error handling, and recovery mechanisms for critical workflows. • Ability to design backend systems that support complex business rules and state transitions. • Strong understanding of API security, authentication, authorization, and secure handling of sensitive information. • Experience writing automated tests, debugging production systems, and maintaining high software quality. • Ability to independently own complex engineering projects from architecture through deployment. • Experience making architectural decisions and evaluating technical tradeoffs. • Familiarity with Git, code reviews, CI/CD, and modern software development practices. • Ability to use AI-assisted development tools effectively while independently validating generated code. • Strong analytical thinking, attention to detail, and problem-solving skills. • Excellent written and verbal communication skills. • Ability to collaborate with product managers, engineers, finance, and operations teams. • Comfortable working in a fast-moving environment with significant ownership and responsibility. Nice to Have • Experience building billing infrastructure, payment systems, or subscription management platforms. • Experience integrating Stripe or similar payment processors. • Familiarity with payment intents, webhooks, recurring billing, refunds, disputes, or payment reconciliation. • Experience working with subscription lifecycle management, pricing engines, or usage-based billing. • Experience building financial reporting, revenue tracking, or billing reconciliation systems. • Familiarity with transactional database design and payment-related consistency challenges. • Experience with SST and serverless application development on AWS. • Experience with tRPC, Next.js, React, or full-stack TypeScript applications. • Experience working with multi-tenant SaaS platforms or monorepo architectures. • Familiarity with PCI DSS considerations, payment security, or financial data controls. • Experience building internal finance or billing operations tools. • Experience supporting e-commerce checkout, merchant billing, or subscription-based SaaS products. • Experience implementing audit logs, operational monitoring, and alerting for financial workflows. • Experience mentoring engineers or establishing reusable backend architecture. • Experience using Cursor, Claude Code, or similar AI-assisted development tools in production engineering workflows.