Contract Senior Software Engineer
Educationsuperhighway · Remote
About this role
## Contract Senior Software Engineer (Remote) **Employment Type:** Contract / Hourly **Location:** Remote --- ### About SuperHighway SuperHighway (ESH) is a national non-profit connecting **99.7% of American students** to high-speed internet and **5 million low-income households** to affordable broadband. ESH is now launching its **3.0 mission**: ending America’s K-12 reading crisis by funding **literacy tutoring scholarships** for first graders reading below grade level. Beginning in **2027**, the **Federal Scholarship Tax Credit (FSTC, §25F)** creates a new mechanism for employers to offer education philanthropy as a workplace benefit. ESH is building the infrastructure to connect **employers, employees, and payroll systems** into a seamless giving experience—tracking every payroll deduction through to the scholarship granting organization that receives it. --- ### About the Role Join ESH’s small engineering team on the product, working directly with the engineer who designed the platform. You’ll step into an active build ahead of the **January 1, 2027** launch. The platform’s core architecture includes: - Automated and manually-supported **payroll provider integrations** - **Multi-tenant giving** architecture supporting multiple downstream recipients per employer - **Money movement and reconciliation** via a bank-sponsored payments provider - **Employer single sign-on** - **Compliance checks** against the IRS list of eligible scholarship granting organizations - A growing set of **live and in-progress employer implementations** This engagement starts as a **contract role** with a strong path to **full-time conversion** for the right person. --- ### What We’re Looking For **Required** - **7+ years** of full-stack engineering experience building production web applications - Early-stage startup experience; comfort with ambiguity; ability to build **0 → 1** or extend an early system with a small team - Demonstrated use of AI coding tools (e.g., **Cursor, GitHub Copilot, Codex, Claude**) as a regular workflow tool (planning, generation, debugging, refactoring) - Mature judgment about AI outputs (know when to trust, correct, or set aside) - Strong **third-party API integration** experience, especially **OAuth** and structured data write-back (ideally payroll/HRIS/vendor APIs) - Experience modeling relational data for complex, multi-step, multi-tenant stateful workflows - Proven ability to build and maintain reliable **background job pipelines** with named queues and operational visibility - Secure handling of **PII** and **financial data** - Comfort deploying and monitoring a production service (with a dedicated DevOps/security engineer supporting deeper infrastructure work) - Clear communication and sound judgment in early-stage environments; ability to quickly read into and build on an existing codebase **Highly Valued** - Experience integrating with payroll/HRIS platforms directly or via an aggregator (e.g., **Finch**, UKG, Rippling, ADP, Dayforce, Workday) - Background in **HR tech**, benefits, workplace giving, or fintech - Familiarity with payroll deduction mechanics and year-end tax document/compliance-driven delivery workflows - Experience designing a **provider-agnostic abstraction layer** for third-party integrations - Payments/financial data flow experience (e.g., **ACH**, ledgering, reconciliation) with accurate tracking and auditability - Single sign-on/identity provider integrations (OIDC, SAML, Okta) - Experien
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