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About the Role We’re looking for a senior product engineer to operate as a technical leader within Caribou — someone who can own major parts of the product and help shape both what we build and how we build it. This is not a typical engineering role. You’ll act as a de facto technical co-pilot to the founders: driving architecture, shaping product direction, and translating ambiguous business problems into high-quality, scalable solutions. You should be a highly experienced full-stack engineer with strong product instincts, a track record of building from 0→1, and the ability to operate with very high autonomy. You’re comfortable working solo when needed — across engineering, product, and design — and care deeply about craft and user experience. With the rapid evolution of AI and LLMs, you’re expected to be at the frontier: leveraging new tools, paradigms, and techniques to move faster and build better products. You’ll work directly with the founders and operate at the intersection of engineering, product, AI, and design — turning complex, ambiguous problems into elegant, customer-facing solutions.
Job Responsibility:
Leading full-stack development of core product areas from problem definition through to production and iteration
Acting as a technical owner for major parts of the product, making key architecture and infrastructure decisions
Driving product discovery: speaking to users, mapping workflows, identifying opportunities, and shaping what gets built
Leveraging AI/LLMs pragmatically — to accelerate development, power product features, and rethink complex workflows (especially in tax)
Collaborating closely with founders and domain experts to deeply understand user problems and translate them into product improvements
Raising the bar for engineering quality: maintainable code, strong abstractions, and scalable systems
Improving engineering velocity and processes in a fast-moving, early-stage environment
Requirements:
3+ years of experience as founder or CTO. Ideally in high-growth or early-stage environments
Solid track record of building and shipping products from 0→1 , owning both product and technical decisions
Strong technical depth across modern frontend (React/TypeScript or similar) and backend systems (Go, Node, Python, or similar)
A genuine interest in accounting, legal, or tax
Experience leading architecture and making high-impact technical decisions in ambiguous environments
Strong product intuition — able to drive discovery, user interviews, and feature shaping, not just execution
Deep interest in Agentic engineering, with hands-on experience integrating or applying principles in previous teams
Excellent communication skills, with the ability to explain trade-offs and influence product direction