AI-native GTM

You don’t have an AI problem.
You have a where-to-start problem.

I find the one place AI pays in your business, build it to last, then get you found by AI and make you the obvious choice.

Book a free call Run a free AI visibility audit
Two exits  ·  20+ years B2B  ·  Flip CX 17× to $8.5M ARR
Ask the AI Operator
Pressure-test your GTM before you book.

An AI assistant trained on 20+ years of campaigns, wins, and hard-won calls. Ask about a launch, your positioning, or a leadership decision - and get the answer I’d give.

Ask the AI Free · no signup · or talk to a human

What we do

Three levers, one operator. Every claim is backed by a free tool - run it before we ever talk.

01 · Build
Put AI to work inside your business.

I find the one place AI moves the numbers most, build it, and make it last - never an open-ended science project.

See the use cases
02 · Get found
Get found by AI.

When a buyer asks ChatGPT or Perplexity who is best at what you do, I make sure you show up - and get cited.

Run the visibility audit
03 · Win
Be the obvious choice.

Positioning, category, and the demand engine that keeps the right buyers coming once they have found you.

See the playbook

Proof in the field

Real situations, exact numbers. Here is what changed once the system got built.

CX · Voice AIFlip CX
The situation
Stuck near $500K ARR in a category buyers didn’t yet know to search for.
What I did
Built the AI-native GTM and helped create the category - Voice AI - so buyers had a name for what they were looking for.
17×
Grew from $500K to $8.5M ARR, and helped define and own a brand-new category.
B2B SaaS · Demand + GEONamed on request
The situation
Growth was expensive and volatile - heavy demand spend, no efficiency, and invisible when buyers asked AI who was best.
What I did
Rebuilt the demand engine around fit and intent, stood up AI-agent SDRs, tightened the pipeline math, and ran a GEO motion before most had heard the term.
#1–2
Cost-per-qualified-lead $325 → $145. Sales cycle 52 → 22 days. 68% of revenue from expansion. $5M in AI-agent SDR pipeline. #1–2 across ChatGPT, Claude, Gemini, and Perplexity.

Who I run this for

Same system, tuned to the way your industry actually buys and operates. One highest-impact use case, built and made to last.

B2B SaaS
Be AI-native in the category you sell to.
See how →
Law
Your intake is leaking - and burning your paralegals.
See how →
Home Services
You’re losing jobs to voicemail.
See how →
Healthtech
AI that moves the needle without tripping compliance.
See how →

How we start

No mystery, no long procurement. Three steps, and you get something worth having at each one.

01
A free 30-minute call

We find the one place AI pays in your business and pressure-test your positioning and pipeline. You leave with the read - whether or not we work together.

02
The readiness audit

A fixed-scope diagnostic across People, Process, Data, and AI. You get a GTM readiness score, the gaps named in plain language, and a 90-day roadmap - yours to keep.

03
The build

I ship the highest-impact build and make it last. Fixed monthly retainer, a real build every month, and vetted specialists brought in when the work needs extra hands.

No hourly rates. No open-ended science projects. Start with the audit and grow from there. See how I work →

Everything here is backed by free tools that run real checks on your own company. See the tool library →

About James

James Gilbert - GTM Operator
JG

I’m James - a 3X CMO who fell for AI early (the 32nd user on ChatGPT) and now spend my time helping founders put it to work where it actually moves revenue. I’ve scaled companies from $0 to $150M ARR and through two exits.

What I care about: your growth becoming predictable, and you becoming the company buyers and the AI engines both recommend. When a build needs extra hands, I bring in vetted specialists I’ve worked with for years - but the strategy and the accountability are mine.

I take on a limited number of clients at a time - so the work stays sharp and the attention is real.

Receipts

What I bring - AI-native strategy, demand and pipeline, positioning and RevOps.

$5M
Pipeline sourced by AI agent SDRs in a year: 1,112 meetings booked, $2M closed.
17×
Grew Flip CX from $500K to $8.5M ARR and helped create the Voice AI category.
3× CMO
Chief marketing officer across B2B SaaS, with two exits and 20+ years in the work.
#1–2
Ranked a B2B SaaS brand #1–2 across ChatGPT, Claude, Gemini, and Perplexity.
#32
The 32nd user on ChatGPT - hands on generative AI from the first days.
115%
Highest net revenue retention achieved.

Helped create the Voice AI category · Top CMO to Watch - 2022 & 2024 · Featured in Forbes & Fast Company.

See the full track record

What leaders say

“He has one of the most beautiful biases for action I have ever seen in a leader. There was never any ego, just pure desire to do whatever he could to help the business achieve its goals.”
BSBrian SchiffFounder & CEO, Flip
“He rebuilt how we generated and tracked pipeline and made the numbers something the leadership team could actually plan against. The motion went from unpredictable to something you could count on.”
RDRandi DrinkwaterVP of Brand, Bloomerang
“He was early on GEO long before most of our peers were paying attention, and defined our strategy with enough conviction that we now have a real competitive advantage in AI visibility.”
MCMary CroganVP of Brand & Product Marketing
Read more references
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