The Role
Who is Aiwyn and what do we do?
Aiwyn is the fastest-growing software company serving the accounting profession. Founded in 2020, we now work with 150+ of the largest CPA firms in the world. Our “Job to be done”: speed up cash flow, save Partner time, & deliver best-in-class client experiences. We do this by automating day-to-day firm operations with our Practice Automation solutions. Aiwyn is led by serial entrepreneurs with multiple exits and funded by top-tier investors (Bessemer, KKR, & Revolution). We're passionate about building a remarkable company with world-class people, processes, and technology.
To learn more, visit our website
About the role:
We’re building the future of tax software by leveraging AI to solve a massive problem: the tax industry is stuck with outdated legacy systems, while tax code complexity and CPA shortages keep increasing. This is a unique opportunity to build a truly innovative product from the ground up. The market is ripe for a better product, and recent AI advances have allowed us to build a better version of what exists. This means we can spend our time making our product as delightful as possible.
As a Backend Engineer at Aiwyn, you will be at the heart of designing and building the robust, scalable, and intelligent systems that power our platform. You'll tackle thorny problems in computational expression generation, data modeling, and the core logic that translates complex tax code into executable software. We're looking for engineers who are product-minded and can think creatively to solve core and immediate problems. You'll have a lot of responsibility and autonomy to make key technical decisions and own projects from architecture to deployment.
Some of the challenges you might tackle include:
- Designing and implementing a computation engine that auto-updates thousands of interdependent fields based on tax code changes.
- Creating systems that automatically convert IRS documentation into testable, type-safe code and catch errors before they hit production.
- Engineering a semantic graph of tax concepts that powers everything from smart autocomplete to automated test generation.
- Building data pipelines that analyze millions of tax returns to detect patterns, anomalies, and optimization opportunities.
- Scaling our systems to handle complex multi-user interactions and state management across many concurrent sessions.
- Developing and maintaining APIs that are used by our frontend applications and potentially third-party integrators.
Our backend tech stack includes Python (FastAPI, SQLAlchemy), Postgres, Google Cloud, and CI/CD.
We’re seeking experienced generalists who are passionate about building robust and scalable backend systems. While we lean towards more senior candidates, we are very open to high-agency, earlier-career individuals who demonstrate a steep growth trajectory and a proactive, problem-solving mindset.
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.
- 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
Other benefits include:
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
Aiwyn is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations and ordinances.
Candidate information will be treated in accordance with our CCPA privacy notice which can be found here: https://www.aiwyn.ai/ccpa
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The Company
What We Do
Aiwyn helps leading accounting firms automate and optimize critical revenue processes by unlocking client data from existing practice management and CRM systems with our Practice Automation platform.
With Aiwyn's Practice Automation platform, high-value firm executives, partners, and staff are liberated to deliver more value to clients and work at the highest end of their professional expertise.
Benefits of Practice Automation to accounting firms include:
- save time, bill faster
- eliminate tedious back office tasks
- reduce days-in-WIP and days-in-AR,
- speed up client payments
- smooth out cash flow
- protect financial health with predictive insights and controls
- offer a best-in-class experience to both employees and clients
