TDcatalyst Advise · For founders moving upmarket

Your product is ready for the enterprise. Is your company?

Scaling from a few million in ARR to your first Fortune 100 account requires a different motion. Enterprise buyers move your product through procurement, security review, the works council, and the CHRO's risk calculus — and decide on a question no demo answers: what happens to our people when this works? Advise gets you through that gauntlet with logos, renewals, and a repeatable motion to show for it. Direct, standing access to the operator who built the workforce exchange customer practice — an eight-figure enterprise business at an AI company, from a standing start.

Book a Fit Call See the offer

The offer

Two forms. One outcome: enterprise revenue that renews.

Advise is ongoing counsel. You get Tom directly — no associates, no handoffs — in the form that fits the stage.

Advisory retainer · monthly

Operator judgment on call as the enterprise motion takes shape. Live deal support: stakeholder mapping, the buyer's actual decision process, surviving procurement and security review, reading champion versus sponsor before the quarter depends on it. Plus the readiness build-out — packaging and pricing for committee buying, a pilot-to-production playbook, a value story that holds the renewal.

Advisory board seat · quarterly

A standing voice in strategy for the upmarket transition: sequencing the move, scoping and hiring the first enterprise roles, where the roadmap meets the buyer's workflow, and what the move costs the culture. Candid, and in writing when it matters. For founders who want the counsel anchored at board level.

What it is measured on

The first enterprise logos signed. Pilots converted to production contracts. Renewals held at full value. The first enterprise hires scoped right the first time. If movement stalls on those numbers, Tom surfaces it first.

Experimental · embodied strategic framing

The quarterly strategy session can be taken out of the boardroom and onto the trail — a facilitated strategy walk on the Pacific coast south of San Francisco. The pace changes what founders are willing to say out loud about the company. Offered as an experimental component of either form.

Proof

This motion, done once already — from the inside.

Eightfold AI

Built the workforce exchange customer practice from a standing start into an eight-figure ARR business across Fortune 100 and public-sector accounts — the upmarket motion you are attempting, executed inside an AI startup scaling into the enterprise. Deals won through procurement, pilots converted, renewals held.

Capgemini

Led organizational design, change, and M&A integration engagements for global companies as an Engagement Manager in San Francisco. Years inside the rooms where enterprise buying committees actually decide — the same rooms your champion has to win without you.

The buyer's seat

Before consulting, ran HR and transformation programs on the operator side across five countries. The buying center that decides workforce-AI deals — CHRO, transformation, IT — is the one Tom has sat in, sold to, and delivered for. He knows where adoption breaks after signature, because that is where the renewal is decided.

Quantified case studies are shared in the fit call. Track record cited from prior roles; TDcatalyst is an independent practice, not affiliated with or endorsed by any prior employer.

Who it's for

Founders at the upmarket inflection.

The fit is a founder or founding team with an AI product that has real traction — and the first enterprise logos in the pipeline, or the ambition to put them there. Especially products that touch the workforce: talent, HR technology, productivity, agentic tools that change how people work. That is the buying center Tom knows best, and the one where the people question decides the deal.

Advise takes a small number of companies at a time, and never two that compete.

The field — Pacifica coastal ridge

Book a Fit Call

Thirty minutes, video or phone. Bring the pipeline as it is — the stalled enterprise deal is usually the most useful place to start.

Book a Fit Call

Start a conversation

Prefer to write. Every note reaches Tom directly.