Senior Software Engineer

EducationSuperHighway is a national non-profit aiming to end the reading crisis in America's K-12 schools by connecting employers and employees through education philanthropy. The Senior Software Engineer will design and build an API-first full-stack platform, own third-party integrations, and make architectural decisions for the new product ahead of its 2027 launch.

Responsibilities:

• Design and build an API-first full-stack platform connecting employers, employees, and payroll systems
• Own integrations with payroll and HRIS providers — authorization flows, data sync, and deduction management
• Build employee-facing enrollment flows and employer-facing campaign and dashboard tooling
• Design reliable background job pipelines with status tracking, retry logic, and error handling
• Handle sensitive employee and financial data with appropriate security practices
• Make sound architecture decisions under ambiguity, balancing speed with long-term extensibility

Requirements:

• 7+ years of full-stack engineering experience building production web applications
• Demonstrated use of AI coding tools such as Cursor, GitHub Copilot, or Claude — as a regular part of your development workflow, including planning, code generation, debugging, and refactoring
• Mature judgment about AI outputs: knowing when to trust, when to correct, and when to set the tools aside
• Strong third-party API integration experience, particularly OAuth flows and structured data write-back
• Experience modeling relational data for complex, multi-step stateful workflows
• Proven ability to build reliable background job pipelines with operational visibility
• Secure handling of PII and financial data
• Clear communication and sound judgment in early-stage, ambiguous environments
• Experience integrating with payroll or HRIS platforms — UKG, Rippling, ADP, Workday, or similar
• Background in HR tech, benefits, workplace giving, or fintech
• Familiarity with payroll deduction mechanics or year-end tax document workflows
• Early-stage startup experience, working with ambiguity, and building from 0 to 1