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Head of Engineering

About Addition Wealth

The future of personal finance is being redefined—and Addition Wealth is building it. Today’s earners don’t need outdated models or one-size-fits-all advice. They need smart, personalized guidance that meets them where they are—at work, through their bank, and on their phone. We combine expert human advice, intuitive design, and AI-powered personalization to help people make confident decisions about everything from equity to everyday budgeting. With distribution unlocked—via employer benefits and partnerships with financial institutions—we’re delivering the next generation of financial guidance at scale.


The Role

As Head of Engineering, you’ll be part of our executive team and own the vision, strategy, and execution of our technical roadmap—including how we scale our platform and our team. You’ll help us 3x the engineering org in the next 12–18 months and build a product that blends consumer-grade quality with enterprise-grade reliability.


You’ll also lead our AI initiatives: building systems that use LLMs and agentic workflows to deliver smarter, more proactive financial guidance. You’ll set the technical bar, drive innovation, and shape a culture of high ownership and velocity. 


Our current stack includes TypeScript, Node.js, Next.js, Nest.js, PostgreSQL, and AWS. We’re looking for someone excited to scale with this foundation—and evolve it where needed to meet the needs of our users and partners.


What You'll Do
  • Lead and grow a high-performing engineering team (3x in the next 12–18 months)
  • Own technical architecture and infrastructure as we scale to millions of users
  • Oversee our AI roadmap—developing intelligent, personalized, and automated guidance
  • Collaborate cross-functionally to deliver a product that’s user centric, intuitive, and deeply valuable
  • Set a high standard for code quality, performance, and engineering excellence
  • Foster a team culture built on ownership, speed, and thoughtful execution


Who You Are
  • A true owner—you take full responsibility for outcomes and empower others to do the same
  • A startup-tested engineering leader who’s scaled systems and teams through rapid growth
  • Hands-on enough to write code, lead technical decisions, and earn the trust of top engineers
  • A product-obsessed builder who cares deeply about the user experience
  • Skilled in designing scalable systems and excited to apply AI/LLM-based solutions to real-world problems
  • Decisive, clear, and adaptable—you bring focus and momentum in fast-moving environments


Why Join Us?
  • Build the future of financial guidance—personalized, intelligent, and accessible
  • Join a mission-driven team that’s combining fintech, AI, and human empathy
  • Own engineering at a company with strong traction and even bigger ambition
  • Remote-first with NYC roots—we care more about outcomes than location


$200,000 - $350,000 a year
The expected base salary range for this role is between $200,000 and $350,000 per year. Salary ranges are determined by role, level, and location. Individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. The range displayed on each job posting reflects the minimum and maximum target salaries for the position across all US locations. The salary range reflects the base salary only.

If you're ready to build, lead, and innovate at the intersection of financial access and AI—we’d love to hear from you.

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Average salary estimate

$275000 / YEARLY (est.)
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$200000K
$350000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Head of Engineering, Addition

At Addition Wealth, we’re redefining personal finance, and we are on the lookout for an innovative Head of Engineering to join our dynamic executive team. In this pivotal role, you'll be steering our technical vision and strategy, growing our engineering organization by three times over the next 12 to 18 months. Your leadership will fuse the reliability expected of enterprise-grade solutions with the engaging design of consumer products. You'll also be at the helm of our AI initiatives, focusing on sophisticated systems that integrate large language models and proactive workflows for enhanced financial guidance. Your day-to-day will involve setting a high technical standard, driving innovation, and cultivating a high-performance culture within the engineering team. Our technology stack—featuring TypeScript, Node.js, Next.js, Nest.js, PostgreSQL, and AWS—provides the foundation through which you will scale and evolve our platform. We seek someone who is an owner by nature, responsible for outcomes while fostering empowerment among the team. If you have a strong background in engineering leadership within startups and a passion for building intelligent, user-friendly products, Addition Wealth is the place for you. Join us from anywhere in the world to help shape the future of financial guidance made smart, personalized, and accessible, all while being part of a mission-driven team that values empathy and technology.

Frequently Asked Questions (FAQs) for Head of Engineering Role at Addition
What are the responsibilities of the Head of Engineering at Addition Wealth?

As the Head of Engineering at Addition Wealth, you will oversee the technical roadmap, drive the engineering team’s growth—tripling in size within 12 to 18 months—while ensuring the architecture can scale to millions of users. You'll be responsible for managing AI initiatives, enhancing our product with intelligent financial guidance, and setting high standards for code quality and performance.

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What qualifications are needed for the Head of Engineering position at Addition Wealth?

Candidates for the Head of Engineering position at Addition Wealth are expected to have a proven track record in engineering leadership, particularly within a startup environment. You should possess hands-on coding skills, experience with scalable systems, and a strong understanding of product development, AI applications, and team dynamics.

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How will the Head of Engineering contribute to AI initiatives at Addition Wealth?

In your role as Head of Engineering at Addition Wealth, you’ll oversee the AI roadmap, developing personalized and automated guidance systems using AI and large language models. This position emphasizes creating innovative solutions that empower users with proactive financial advice, shaping both user experience and business strategies.

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What is the company culture like for the Head of Engineering position at Addition Wealth?

The company culture at Addition Wealth values ownership, speed, and thoughtful execution. As the Head of Engineering, you’ll foster an environment where the engineering team takes full responsibility for their work, encourages collaboration, and drives high standards of excellence in every project.

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What are the growth opportunities for the Head of Engineering at Addition Wealth?

The Head of Engineering has remarkable growth opportunities at Addition Wealth, particularly as the engineering organization is designed to scale rapidly. You'll play a critical role in shaping the company’s technological landscape, building systems that impact thousands, if not millions, and influencing the strategic direction of the company.

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Common Interview Questions for Head of Engineering
How do you prioritize technical projects as the Head of Engineering?

When prioritizing technical projects as the Head of Engineering, align your decisions with the overall business goals of Addition Wealth. Use frameworks like the RICE score to evaluate projects based on reach, impact, confidence, and effort. Discuss how you can balance short-term wins with long-term strategic benefits.

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Can you describe your leadership style and how it would benefit Addition Wealth?

I believe in a leadership style that emphasizes empowerment and responsibility. By cultivating an open environment, my approach allows team members to innovate and voice their ideas. This aligns perfectly with Addition Wealth's culture, fostering creativity and collaboration.

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How do you handle technical debt in a growing technology environment?

Managing technical debt involves balancing immediate project needs with long-term health of the codebase. I advocate for regular code reviews, prioritizing refactoring plans, and fostering an understanding among the team about the implications of technical debt for sustainable growth at Addition Wealth.

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What strategies do you use to scale an engineering team effectively?

To scale an engineering team effectively, I focus on building a strong hiring process that emphasizes culture fit and technical prowess. I also implement mentoring programs and onboarding processes to integrate new hires seamlessly into the Addition Wealth culture while fostering continuous learning.

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How do you ensure engineering excellence within your team?

Ensuring engineering excellence involves setting clear quality standards and encouraging continuous improvement. This can be achieved through regular code reviews, employing the right tools, and creating a culture where feedback is constructively given and received within the Addition Wealth engineering team.

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What role do you think AI should play in financial services at Addition Wealth?

AI should enhance user experience and accessibility to financial guidance at Addition Wealth. By using AI for personalized advice and automating repetitive tasks, we can empower users to make informed financial decisions while providing a seamless experience that resonates with modern consumers.

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How would you approach fostering diversity within your engineering team?

Fostering diversity is a priority. I’d implement inclusive hiring practices that focus on attracting a broad spectrum of talent, provide diversity training, and create avenues for diverse ideas to flourish. A varied team leads to richer perspectives and innovative solutions at Addition Wealth.

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What metrics do you consider when evaluating engineering productivity?

When evaluating engineering productivity, I focus on metrics such as deployment frequency, lead time for changes, and code quality. Gathering qualitative feedback from the team and ensuring a focus on user-centered outcomes is also essential to maintain high productivity at Addition Wealth.

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Can you discuss a successful project you led in a similar role?

In a similar role, I led a project that revamped our platform’s architecture to improve scalability, resulting in a 40% increase in user engagement. This involved collaborating with cross-functional teams, which is essential to the collaborative environment at Addition Wealth for successful project execution.

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What is your vision for the engineering department at Addition Wealth?

My vision for the engineering department at Addition Wealth is to cultivate a culture of innovation and excellence. Emphasizing user-centric design while leveraging cutting-edge technology will set a purposeful direction for our projects. I aim to redefine financial guidance through our engineering efforts.

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Full-time, remote
DATE POSTED
April 15, 2025

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