Backend Engineer

Summary

Join Aiwyn, a rapidly growing software company serving the accounting profession, and become a Backend Engineer. You will play a crucial role in designing and building robust, scalable, and intelligent systems for our platform. This involves tackling challenging problems in computational expression generation, data modeling, and translating complex tax code into executable software. You will have significant responsibility and autonomy, making key technical decisions and owning projects from architecture to deployment. The ideal candidate possesses proven experience in backend system design and maintenance, ideally with Python and FastAPI, and a deep understanding of AI tools integration. Aiwyn offers a remote-first culture, competitive compensation, and a chance to make a significant impact on the tax industry.

Requirements

• Proven experience in designing, building, and maintaining complex backend systems, ideally with Python and FastAPI
• Existing comfort deeply integrating AI tools into your workflows (Cursor, Windsurf, etc)
• Proficiency with databases (PostgreSQL preferred) and data modeling
• Product sense: an ability to contribute to product ideas, understand product/engineering tradeoffs, and connect backend capabilities to user needs
• Excellent technical communication skills, especially in a remote, async-first environment. We value clear written and verbal communication
• A pragmatic approach to engineering; you value shipping and iteration but also care about code quality, testing, and thoughtful system design
• Comfort with ambiguity and an instinct for surfacing hidden constraints or opportunities, operating effectively with minimal guidance and “seeing around corners.”
• Fluency with AI tools like coding assistants is a baseline requirement; we need engineers who have integrated them into their workflows
• A high level of focus on getting to the right outcome and are comfortable respectfully challenging others’ ideas and having your own challenged
• Comfort owning projects with high autonomy, unblocking teammates and acting as a force multiplier across the org

Responsibilities

• Design and implement a computation engine that auto-updates thousands of interdependent fields based on tax code changes
• Create systems that automatically convert IRS documentation into testable, type-safe code and catch errors before they hit production
• Engineer a semantic graph of tax concepts that powers everything from smart autocomplete to automated test generation
• Build data pipelines that analyze millions of tax returns to detect patterns, anomalies, and optimization opportunities
• Scale our systems to handle complex multi-user interactions and state management across many concurrent sessions
• Develop and maintain APIs that are used by our frontend applications and potentially third-party integrators

Benefits

• Adventure travel stipend - you receive a $1,000 travel reimbursement on your work anniversary each year
• Remote, work-from-anywhere culture
• Flexible PTO
• World Class health benefits - we believe in fostering flourishing teams by providing benefits that go beyond the usual standards - Health, vision, dental, HSA/FSA, and mental health support
• Stock options - every Full Time Employee has ownership in Aiwyn's future and success
• 401(k) matching