The people behind it
About CoffeeMilk
A Rhode Island AI consulting practice built for small businesses. Plain-English advice from a local you can actually call.
Founder
Tom Gleason
AI Consultant · Rhode Island
I've spent my career in enterprise software, working with and at companies like Google, GitHub, Atlassian, Snowflake, and Cursor on cloud infrastructure, developer tooling, and AI. Most recently I lead partnerships at Endor Labs, helping engineering teams build more secure software.
CoffeeMilk is my way of bringing that experience to Rhode Island small businesses. You deserve the same quality of AI advice that large companies get, without the price tag or the jargon.
Most small businesses in Rhode Island are hearing about AI from vendors, news headlines, and their nephew who works in tech. What they're not getting is a trusted advisor who speaks their language, understands their actual problems, and helps them take one concrete step.
CoffeeMilk fills that gap. We help restaurants, retailers, trades, and professional services figure out what AI can actually do for them, then help them do it.
Why “CoffeeMilk”?
Coffee milk is Rhode Island's official state drink. Simple, a little unexpected, and completely local. That's exactly what we're going for. We're not trying to be the slickest AI firm in New England. We're trying to be the most useful one for a business owner in Cranston, Warren, or Providence who just wants a straight answer.
What we believe
- →AI should make your business run better, not give you a new thing to manage
- →Small bets beat big transformations every time
- →You deserve a straight answer, even if that answer is “AI isn't the right tool here”
- →Local accountability is a feature