Senior Machine Learning Engineer

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.

We are pioneering cutting-edge AI/ML solutions that transform how large, complex datasets are consumed, interpreted, and utilized. If you are passionate about innovation, thrive in a dynamic environment, and are eager to stay at the forefront of Generative AI (GAI) advancements, this is the perfect opportunity for you.

To learn more, visit our website

Job Summary: We are seeking an experienced Senior Machine Learning Engineer to design, develop, and implement infrastructure and architecture that supports the consumption and interpretation of vast, complex document corpora, each with a variety of encoded rules. You will work extensively with rapidly evolving modern AI software development tools/architectures while collaborating across frontend and backend teams (in a mostly Python stack) to ensure rapid iteration and deployment of AI solutions. Your contributions will be instrumental in driving our mission to revolutionize the industry.

• AI/ML Infrastructure & Architecture: Design and implement scalable and efficient machine learning infrastructure to support the ingestion, processing, and interpretation of large document corpora.Architect robust systems that accommodate various encoded rules, ensuring accuracy and compliance in AI/ML outputs.
• AI/ML Development & Evaluation: Develop machine learning models, particularly in the context of knowledge graphs, to enhance the interpretation and utility of complex datasets.Implement evaluation frameworks to assess model performance, iterating rapidly based on feedback and results.
• Generative AI Expertise: Leverage your deep knowledge of Generative AI (GAI) to stay ahead of industry trends and ensure our solutions are cutting-edge.Integrate GAI into existing and new machine learning pipelines, enhancing the overall capability of our products.
• Modern Repository Management: Utilize modern version control systems (e.g., GitHub) to manage code repositories, ensuring best practices in code quality, versioning, and collaboration.
• Industry Disruption: Contribute to our mission to disrupt the industry by developing solutions that challenge the status quo and offer unprecedented value to our customers.Engage with the internal AI/ML community to share knowledge, stay informed of emerging trends, and integrate innovative ideas into our work.

• 5+ years of experience in machine learning engineering, with a focus on AI/ML infrastructure
• Proven expertise in working with Generative AI (GAI) and staying at the forefront of advancements in the field (i.e. Cursor, Claude Code, Taskmaster, etc…)
• Expert proficiency in Python, with experience in cross-language collaboration and codebase management.
• Strong experience with modern version control systems (e.g., GitHub).

• Advanced knowledge of AI/ML model development, evaluation, and rapid iteration.Strong problem-solving skills, with the ability to architect and implement scalable solutions for complex problems.Excellent communication and collaboration skills, with the ability to work effectively in a fast-paced, start-up environment.

• 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.

• 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

• 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

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