Join Aiwyn as a Tax Analyst to support tax software development ensuring compliance accuracy and enhancing innovative AI-driven tools for tax professionals.
Who is Aiwyn and what do we do?
Aiwyn is transforming the way accounting firms manage the entire revenue lifecycle. Backed by top-tier investors like Bessemer, KKR, and Revolution, we’re one of the fastest-growing scale-up SaaS companies in the world. We build category-defining technology—and we’re doing it with world-class people, processes, and products.
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We’re building the future of tax software by leveraging AI to solve a massive problem: the tax industry is stuck with outdated legacy systems, while tax code complexity and CPA shortages keep increasing.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.
For this position, we're seeking a knowledgeable and experienced candidate to join our team of Tax Analysts - supporting the development team and ensuring compliance accuracy of tax software focusing on federal and state/local returns. This person will play an essential role in the helping craft and enhance innovative, AI-driven Tax Preparation tools for Tax professionals. The ideal candidate will have experience preparing federal and state with broad expertise or working in the tax software industry. This individual will also have the ability to design and execute detailed test scenarios to ensure accurate handling of complex calculations and compliance requirements.
Key Responsibilities:
- Tax Expertise:
- Create and maintain test returns for complex federal or state tax returns to ensure compliance with IRS regulations
- Stay current on federal and state legislative updates affecting taxation and reporting
- Design, document, and execute test scenarios to validate all aspects federal and state calculations and ensure accurate software functionality
- Address all possible complexities that can be present in federal and state tax law
- Collaborate with development teams to ensure that test scenarios reflect real-world tax preparation challenges
- Perform detailed validations of software outputs against manual calculations ○ Identify and resolve discrepancies, working closely with software developers ○ Recommend enhancements to improve the accuracy and usability of the tax software
- Document test cases, calculation logic, and results to support development and QA processes
- Assist in user troubleshooting and support for federal and state calculations
Test Scenario Development:
Quality Assurance:
Collaboration and Documentation:
Qualifications:
- Experience with one or more of these forms - 1040, 1041, 1065, 1120
- Multiple years of experience in the tax software industry, return development, and QA.
- Familiarity with LLMs and modern AI tools
- Strong analytical and problem-solving skills with an attention to detail
- Proficiency with tax software tools with strong analysis and testing abilities
- Effective communication skills to collaborate with technical and non-technical teams
Benefits and Perks:
- 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 co-founding 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
Top Skills
Ai Tools
Llms
Tax Software Tools
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