Raian PollockWhat I do
Your operating layer is mostly machine work. I take it over, rebuild it AI-native, and run it. Ten to twenty hours a week, real ownership.
Reporting, enrichment, pipeline hygiene, competitive intel, support triage: rebuilt as agent workflows under written rules, quality gates, spending limits, and silent-failure tripwires. People keep the judgment calls.
It starts with an audit. If we continue, I run the function while I build the machine. What you keep is the point: an operating system with my judgment encoded, still working and learning after I leave.
Your stack, your models. I build inside the tools you already run, on whichever model provider you choose. Sales, marketing, support, operations, finance.
Thirteen years, five countries
I've built and led GTM and operations teams in New York, Toronto, Amsterdam, Barcelona, and Rio de Janeiro.
SEOmonitorChief Revenue & Operations Officer · 2024–2026The CEO's operating partner across five functions. Re-architected GTM, hired the first CMO. Owned the internal AI roadmap.
ConductorVP Enterprise Sales, EMEA · 2022–2023Ran the Northern Europe sales org. Led ContentKing's post-acquisition sales integration: enablement, training, process.
ContentKingVP Global Sales · 2020–2022Built the enterprise sales org from scratch. Doubled ARR, 4×'d ASP in a year; instrumental in the 8-figure exit to Conductor.
BotifyEnterprise Account Executive · 2019–2020President's Club. #1 globally in quota attainment, of 16 reps.
CcapsSales & Marketing Director · 2013–2018Rebuilt sales and marketing end to end. 131% average annualized growth; clients included Airbnb, Twitter, and the UN.Flip Education was run this way
Flip Education · flipeducation.ai
An AI co-teacher used in 18 countries and 11 languages. Two people built and ran it: a pedagogy expert who has trained over a thousand teachers, and me on everything else.
Launch took two weeks. Real reliability took two months. By staffing math, a year of work for 15 to 20 people. Day to day, 72 scheduled agents ran it: marketing manager, data analyst, support triage, cost accountant, competitive radar. One written charter, 50 quality gates, continuous evals, a daily cost ledger.
None of it is education-specific. The operating system transfers. The model-evaluation tooling is open source if you want to see how I work.
Four ways to work together
Not sure where AI fits? I spend two to three weeks inside your operation. You leave with a function-by-function map, the reliability and cost gaps, and a sequenced plan with its economics.
My time: ~15 hours a week while it runsYou know what you need. I pressure-test the plan, then build and run it as your fractional COO.
My time: 10–15 hours a week, ongoingYour team executes. I direct from above on a fixed cadence, against a plan we agree on.
My time: 3–5 hours a weekStrategy on tap: AI operations, GTM, revenue. Bring the problem; we work it live.
Typically 2–8 hours a monthPrice bands move with team size and system count. Not sure which way fits? One email sorts it.
Email me