Backend Engineer

What We're Looking For

• 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.

Why You Might Love It Here:

• Impact: Your work will directly shape the core of a product aiming to deliver huge efficiency improvements for CPAs.
• Autonomy & Ownership: We hire strong engineers and trust them. You'll own major technical decisions and see your work come to life.
• Technical Growth: You’ll tackle novel problems in tax computation, developer tooling, and AI-assisted development, working across our backend stack. We’re doing interesting AI applied to a legacy space.
• Remote-First Culture: We protect deep work time, minimize recurring meetings, and communicate thoughtfully. You control your schedule and environment.
• Solve Hard Problems: We're converting tax logic to code, building collaborative interfaces, and scaling computation engines.
• Entrepreneurial Spirit: We’d be thrilled if many of our team members go on to found their own companies. We foster an environment of high responsibility and autonomy.

Why Work at Aiwyn?

• The big-picture value proposition of this role is simple: join us, and you'll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast-growing SaaS startup led by an experienced and successful team with industry experience.


Other benefits include:
• Adventure travel stipend - you receive a $1,000 travel reimbursement on your work anniversary each year. We encourage our team to recharge and explore the world beyond their home office walls.
• 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

Our Values:

• Trust - We champion transparency, welcome differing perspectives, uphold accountability, and trust that others have good intentions
• Courage - We have the courage to take calculated risks and embrace change, knowing what worked in the past won’t always work in the future
• Impact - Rooted in determination and innovation, we chase extraordinary outcomes and impactful results
• Relentlessness - We approach challenges with an unwavering resolve, never settling for mediocrity, and always striving to surpass expectations

Learn more about Aiwyn

• About us
• Why Aiwyn
• YouTube page