Matthew Stein

AI Transformation for GTM teams

You bought the AI tools. Your team still isn't using them.

A new AI tool changes nothing on its own. It waits for someone to show your team how their work should change. The teams getting real value from AI did two things. They chose tools built for their actual workflows. Then they trained their people to use them. Most companies do the first and skip the second. The result is predictable. Licenses renew. Habits don't. And the money you spent on AI buys you very little.

You don't need another tool. You need someone who can make the ones you already bought pay off. That takes three skills that rarely live in one person. I build AI tools, so yours will fit how your team actually works. I have run Marketing and Customer Success teams, so I know the pressure your people are under and why a new tool is the first thing they drop. And I teach. When HubSpot wanted its own marketing team to get good at AI, they brought me in to train them. One person who builds the tools, understands your team, and makes the change stick. That is an easy case to make upstairs.

Let's talk

AI Transformation Consulting

I embed with your team to map how work actually gets done, then design, build, and ship AI agents and tooling your team will actually use. Not a slide deck — working software, in your stack, doing real work.

  • Business process & workflow analysis
  • Agents built alongside your internal team
  • Change management & rollout planning
  • Training so adoption sticks after I'm gone
Start a transformation project

AI Workshops

Hands-on workshops that take GTM teams from zero to a working AI agent in a single session. I explain how LLMs and agents actually work, then guide your team through building one live — no engineering background required.

  • AI & agent fundamentals, explained plainly
  • A live, guided agent-build exercise
  • Built around your team's real use cases
  • Trusted by teams at HubSpot, SmartBug, MediaJunction & more
Book a workshop

An end-to-end view of the customer

I've run Marketing teams and Customer Success teams — not just consulted on them. That means I've owned the number acquisition gets measured on, and the number retention gets measured on. I've felt where the process breaks between demand gen, sales, onboarding, and support, because I was accountable for both sides of that handoff.

That's the lens I bring to AI transformation: agents and workflows built for how growing companies actually work, not just how the org chart says they should.

What teams are saying

"It took us from zero LLM knowledge to building an agent in 2 hours."

— MediaJunction

"The content helped me go from 0 to 1."

— Buysellads

"I was intimidated and felt stupid at the beginning and energized and excited by the end."

— HubSpot Partner Marketing

"I left with a highly useful AI agent that does precisely what I want it to."

— Tulane

"The workshop was incredibly informative, well-structured, and engaging."

— CORI

"Having Matthew Stein as a TA made it infinitely easier to go from idea to V1 agent."

— HubSpot Alum

"Matthew was knowledgeable, personable, and encouraging."

— WGU

"One of the best webinar/interactive trainings I've ever been a part of. Seriously!"

— SmartBug