The people behind it
About CoffeeMilk
A Rhode Island consulting practice helping small and mid-size businesses grow smarter. AI as a practical tool, not a buzzword.

Founder
Tom Gleason
Business Consultant · Rhode Island
I've built my career in enterprise software, working with clients like Google, GitHub, Atlassian, Snowflake, and Cursor. I've built partnerships, scaled go-to-market, and helped teams operate more effectively.
CoffeeMilk is how I bring that experience to small and mid-size businesses in Rhode Island. You deserve the same quality of strategic thinking and execution that large companies pay consultants millions for, delivered at a price and pace that actually works for you.
Most small and mid-size businesses are getting their AI advice from vendors, news headlines, and people who've never run a business. What they're not getting is a trusted partner who speaks their language, understands their actual operations, and helps them take one concrete, high-leverage step.
CoffeeMilk fills that gap. We work with restaurants, retailers, professional services, and growing companies to figure out where AI can actually help. Then we 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 flashiest consulting firm in New England. We're trying to be the most useful one, for a business owner in Cranston, Warren, or Providence who wants a straight answer and a partner who delivers.
What we believe
- →Business problems come first. AI is the tool, not the destination.
- →Small, proven bets compound faster than big transformation projects
- →You deserve a straight answer, even when that answer is 'AI won't help here'
- →Local accountability isn't a nice-to-have. It's the whole point.
