AI Strategist

Big Timber AI Remote (US) Full-time $100,000+ base

About Big Timber We put AI where work already happens. No consoles nobody opens, no licenses nobody uses we deploy AI agents inside the chat tools and systems our clients already live in, and we stay until the work is actually moving through them. We’re small, senior, and allergic to hype. Everything we sell, we’ve run ourselves first.

The Role

You’re the person our client sees. From the first discovery call through a live, humming deployment, you own the relationship and the plan: what gets automated, in what order, and why. You’ll work beside a technical build team (human and AI), but the roadmap is yours which means you need to be technical enough to design it, defend it, and know when something’s harder than it looks.

This isn’t a pure account-management seat and it isn’t a pure engineering seat. It’s the seat in the middle, with lead responsibility for making engagements succeed.

What You’ll Do

Own client engagements end-to-end you’re the point person with lead responsibility, from kickoff through implementation through the ongoing relationship

Sit with the customer understand how their business actually runs, find where AI genuinely fits (and say so when it doesn’t)

Plan the roadmap sequence the work into milestones the client can see and feel: what ships in week one, what compounds by month three

Direct the implementation translate business reality into briefs the build side can execute, review what comes back, hold the quality bar

Deliver our off-the-shelf projects run our productized offerings (site builds, reporting automations, agent deployments) repeatably and profitably

Feed what you learn back into the product every engagement should make the next one faster

Who You Are

You’ve led client-facing technical work consulting, solutions, implementation, agency account leadership with real technical depth, or you’ve been the "figures it out" operator inside a business

Technical enough to be dangerous: you can read an integration doc, understand APIs, CRMs, ad platforms, and reporting pipelines, and call a realistic build order even if you don’t write the code yourself

You’ve actually used modern AI tools to do real work, not just watched demos

You run toward ownership: when something’s ambiguous, you make it concrete; when something slips, the client hears it from you first

You explain technical things to non-technical people without dumbing them down or snowing them

Nice to Have

Experience deploying or managing AI agents or automation in a real business

Marketing, ecommerce, or B2B operations background (where our clients live)

You’ve sold or scoped professional services work

The Honest Pitch

You’ll be inside a working AI operation, not a slide deck about one. The tooling is real, the clients are real, and you’ll have more leverage per hour than any job you had before because half your team doesn’t sleep. If you want a lane, this isn’t it. If you want the whole road, let’s talk.

Compensation: $100,000+ base, commensurate with experience.

Location: Fully remote.