Headquarters: Austin,TX
URL: https://thechiefrebel.com/

Why This Role Matters

The small business market is massive and almost entirely untouched by modern technology. We're building the platform that changes that. You won't be joining a team that's figured it all out. You'll be one of the people who figures it out, and your fingerprints will be on the architecture.

About the Role

You'll work directly with our Head of Engineering and Head of Operations, embedded in the core product team from day one. This is not a siloed role. You'll have visibility into how decisions get made and direct input into what gets built next.

What You'll Do

Own problems end to end. Discovery, design, build, deploy, and debug with minimal hand-holding.

On the technical side:

• Build and extend a production-grade platform running Next.js, Go, Supabase, and an async job pipeline built for scale
• Work across the full stack, React and TypeScript on the frontend, Go on the backend, with cloud infrastructure on Fly.io and Vercel
• Integrate and manage AI workflows using large language models, document intelligence, and structured data extraction, and know when not to use AI at all
• Build and improve async processing pipelines with signed delivery, auto-retry, and idempotency built in
• Help design and build out our go-to-market funnel infrastructure, including tooling that supports outbound prospecting, lead enrichment, and off-market deal sourcing
• Write clean, well-tested code and contribute to engineering standards as the team grows

On the team side:

• Work closely with the Head of Engineering on architecture, code quality, and technical direction
• Partner with the Head of Operations to build tooling that supports go-to-market execution and off-market deal sourcing
• Translate vague requirements into working systems, and push back when the scope doesn't make sense
• Help establish engineering culture and practices as the team grows

What We're Looking For

Skills matter. Mindset matters more.

We want someone who:

• Has 5+ years of professional engineering experience, with real production systems to point to
• Has built AI-integrated systems end to end, not just connected an interface, but thought through orchestration, output quality, and what happens when things go wrong
• Is comfortable with Go or Python on the backend and React with TypeScript on the frontend
• Has worked with PostgreSQL, async job queues, cloud infrastructure, and multi-tenant data design
• Understands how to scope and ship under uncertainty without needing perfect requirements
• Can talk through technical decisions with a non-technical founder and a developer in the same conversation
• Has opinions about the current AI tooling landscape, including contrarian ones

Bonus if you have:

• Experience building go-to-market or sales funnel tooling, outbound automation, or data enrichment pipelines
• Familiarity with document parsing, financial data normalization, or working with messy real-world inputs
• Background in tools built for small business, financial services, or professional services markets
• Interest in how private companies are valued and what makes them attractive to buyers

What You Won't Find Here

A slow approval process. A 12-step standup ritual. A roadmap locked in six quarters ago.

What You Will Find

• Direct access to leadership and real influence over product and technical direction
• Flexible, remote-first work
• Work with tangible impact on business owners who have spent years building something

To apply: https://weworkremotely.com/remote-jobs/chief-rebel-full-stack-engineer-ai-forward