Senior Staff Engineer

Here’s why we need your help

has a small, fast-moving engineering team building both a consumer marketplace and provider-facing tools that connect people with recovery and mental health treatment. As we continue to scale, we need a technical leader who can ship production code while setting the architectural direction that enables our engineering team to move quickly and build for long-term growth.

This is the most senior individual contributor role on our engineering team. You'll influence technical direction across the engineering organization, solve complex technical challenges, and build alignment through technical expertise, collaboration, and hands‑on execution. You'll serve as a trusted technical partner across Engineering and Product, helping shape how reliably and efficiently we deliver solutions for the people seeking care and the providers who serve them.

This role will play a central part in delivering a major strategic initiative this year while leading future high‑impact engineering efforts. We're looking for someone with a proven track record of curiosity, adaptability, and technical mastery who embraces emerging technologies, especially as AI continues to rapidly evolve, and turns them into meaningful product and architectural improvements.

Madison, Wisconsin

• you establish yourself as the trusted technical leader across the engineering organization by delivering complex initiatives, influencing architectural direction, and helping engineers make better technical decisions
• your architectural improvements measurably increase engineering velocity, system reliability, scalability, and the team's ability to deliver strategic business initiatives
• you successfully mentor and elevate the technical capabilities of the engineering team while delivering high‑impact projects that directly support ’s long‑term growth

• Identify, evaluate, and implement AI tooling throughout the software development lifecycle to improve engineering quality, speed, and scalability
• Drive the technical architecture for generative AI capabilities, ensuring solutions are reliable, testable, scalable, and maintainable in production
• Proactively evaluate emerging AI technologies and recommend or implement new capabilities that create meaningful product and engineering improvements

• Design, build, test, and ship production‑ready full‑stack features across React/Next.js, Node.js, PostgreSQL, and related technologies while maintaining high standards for quality, testing, and performance across our consumer marketplace and provider‑facing products
• Write clean, maintainable, well‑tested Type Script that establishes a high bar for engineering quality
• Debug and resolve complex production issues that span multiple systems and technical domains
• Build and maintain search functionality utilizing PostgreSQL and Algolia while implementing technical SEO best practices that improve discoverability and user experience
• Participate actively in code reviews, providing thoughtful feedback and helping elevate engineering standards across the team

• Own and evolve system architecture across multiple engineering domains by establishing technical standards for APIs, data models, infrastructure, deployment, scalability, reliability, and long‑term maintainability
• Evaluate build‑versus‑buy decisions, third‑party integrations, infrastructure investments, and platform capabilities to support long‑term technical strategy
• Partner closely with Engineering leadership, Product, and cross‑functional stakeholders to define technical strategy, navigate ambiguity, proactively reduce technical debt and architectural risk, mentor engineers across areas of expertise, and deliver meaningful business outcomes

• Demonstrated track record of flexibility, curiosity, continuous learning, and technical mastery with the ability to quickly adopt and apply emerging technologies
• 10+ years of professional software engineering experience, including deep hands‑on experience building and shipping production…