Rockstar · 1 week ago
Head of Engineering
United States
Full-time
Remote
Senior Level, Lead/Staff, Director/ExecutiveRockstar is a VC-backed fintech startup focused on creating an intelligent money management engine that automates financial actions for users. They are seeking a senior technical leader to oversee engineering and product execution, with the potential to evolve into CTO. The role involves hands-on building, strategic planning, and close collaboration with the CEO.
Staffing & Recruiting
Responsibilities
Own engineering end-to-end: architecture, technical direction, quality, and scalability
Lead delivery across product and engineering—turning product goals into shipped reality
Design, build, and own AI-driven systems, including agents, decision engines, and model-backed workflows
Set the technical strategy for how they use AI responsibly, reliably, and at scale
Stay hands-on in the code while also setting the long-term technical vision
Lead and mentor the engineering team; help build the team and culture over time
Partner closely with the CEO on roadmap decisions, sequencing, and technical tradeoffs
Make clear, pragmatic decisions around build vs buy, infrastructure, and integrations
Anticipate technical risk and address it before it becomes a blocker
Qualification
Required
Senior engineering experience with real ownership of systems in production
Strong technical judgment and comfort making tradeoffs in an early-stage environment
Experience working closely with founders and product leaders
Ability to move fluidly between coding and strategy without losing speed
Clear communicator who can explain technical decisions simply and directly
High-ownership mindset—cares deeply about what is built and shipped
Excited by the idea of growing into broader technical leadership as the company scales
Strong experience building with AI models and systems, not just calling APIs
Experience designing agent-based systems or multi-step AI workflows
Familiarity with orchestration patterns for agents (state, memory, tools, retries)
Robust familiarity with the current tech stack: Python, Django, Flask, React Native, Expo, OpenAI, AWS
Preferred
Bonus points if you've done this before at a VC-backed startup
Candidates based in or near NYC are a plus
Benefits
Equity options at a well-funded, VC-backed startup
Medical, dental, and vision coverage
Company
Rockstar
Rockstar is rebuilding the infrastructure for employability by collapsing the cost of hiring.
Founded in 2023
2-10 employees
Funding
Current Stage
Early StageCompany data provided by crunchbase