Chief Rebel

Full Stack Engineer (AI-Forward)

Remote, United States remote Entry Salary not listed
remote Design & Creative Curated
Sign in to apply Free account — we bring you straight back to this role.

About the role

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

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Role
Design & Creative Javascript MySQL Operations Python Remote Collaboration remote

Likely questions

  1. Tell us about work you have done that is close to the Full Stack Engineer (AI-Forward) role.
  2. How would you approach your first 30 days at Chief Rebel?
  3. Which of Javascript, MySQL and Operations have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you stay organised and communicate clearly when working remotely?

Prepare before the call

  • A recent example that proves your experience with Javascript, MySQL and Operations.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Full Stack Engineer (AI-Forward) role because I can bring practical experience in Javascript, MySQL and Operations, learn the team quickly, and contribute to the outcomes Chief Rebel needs from this hire.

Related jobs.

More roles from this company or category.