Staff Software 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.

To learn more, visit our website

What You'll Do:

Technical Strategy & Vision - Help define and drive technical strategy across multiple teams or systems. Shape architectural decisions that impact major portions of our platform while ensuring scalability, reliability, and maintainability of our software.

Design & Mentor - Lead the design of complex technical solutions spanning multiple services and data pipelines. Mentor senior engineers, influence engineering practices, and drive technical excellence across the organization.

Solve & Scale - Tackle our most challenging optimization problems. Identify systemic issues, implement solutions that scale, and drive improvements in performance, reliability, and engineering efficiency.

Our tech stack includes Java, Spring Boot, Kotlin, PostgreSQL, and a bit of GraphQL.

We're Looking For

• Technical Leadership - Exceptional engineering skills with deep expertise in Java/Kotlin and Spring Boot solutions. Proven ability to deliver complex, large-scale technical solutions leveraging cloud services. Experience making high-impact technical decisions that affect multiple data processing systems and teams.
• Strategic Thinking - Demonstrated ability to understand business context and translate it into technical strategy for engineering teams. Experience in making architectural decisions that balance immediate needs with long-term technical health of an ecosystem.
• System Design - Deep understanding of distributed systems and data pipeline architectures. Proven track record of designing and implementing system-wide improvements to ETL processes and data validation frameworks that significantly impact engineering efficiency.
• Technical Influence - Strong ability to influence technical direction across teams through mentorship in software development, technical documentation, and leadership. Experience in driving adoption of engineering best practices and standards across multiple teams.
• Quality & Testing Excellence - Relentless focus on quality with deep expertise in test automation. Experience building robust test frameworks, implementing comprehensive testing strategies, and fostering a test-first development culture.
• Cross-team Collaboration - Track record of successfully driving technical initiatives that span multiple teams working on different aspects of a software platform. Ability to build consensus around technical decisions and navigate complex trade-offs.
• Engineering Excellence - Deep understanding of software engineering principles, with particular emphasis on data processing patterns and practices. Proven ability to establish and maintain high engineering standards while driving innovation.
• AI Fluency - High level of comfort using LLMs and modern AI tools.

What we need

• 12+ years of software engineering experience
• Strong professional experience using Kotlin
• Expertise with Angular or other front end technologies
• Expertise with large-scale Spring Boot architectures
• Expertise in Google Cloud Platform services including BigQuery
• Expertise in designing and building PostgreSQL databases
• Expertise with data pipelines and ETL processes
• Expertise in GraphQL architecture patterns and implementation
• Experience building solutions that leverage LLMs
• Expertise with continuous integration and deployment practices
• Experience in technical risk assessment and mitigation in data-intensive systems
• Background in mentoring senior engineers

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

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