Matthew Stein

AI Transformation for GTM teams

Hi, I'm Matthew

Free as in Puppies.

Not free as in beer. AI makes it easy to build prototypes which look great at first, but then inevitably come the ongoing costs and responsibilities. Feeding it, training it, taking it to the vet, solving bugs, managing version control, integrations, observabilities, going for walkies. You need someone who has been through all of this to help you manage.

I help Marketing and Customer Success teams cut through that — teaching them how to actually build and use AI, and building the agents that take the busywork off their plate.

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