A T-shirt retailer’s six-person IT team offers a useful way to understand SAGE IT: the company that connects enterprise software, then sticks around to keep it working.
Rivery built a business around the awkward gaps between data tools. Inside Boomi, its wager is getting bigger: make the entire journey manageable, from the first database change to the last dashboard refresh.

Across two companies and a quarter-century, the Philadelphia founder has kept returning to one stubborn question: how do you get the right information to the right place at the right time?

A sports marketer took one consequential referral into enterprise software, then learned to make brand, pipeline and trust speak the same language. At Boomi, Alison Biggan is applying that operating discipline to the noisy promise of AI.

After helping Red Hat grow from its startup years to IBM’s $34 billion acquisition, Fran Wilson built a practical creed for enterprise marketing: share the map, choose fewer bets, and let trustworthy data settle the arguments.

At Bits In Glass, Lee Mainman has translated waves of enterprise technology into a consistent promise: make complicated change useful. His other workshop is more literal - vintage cars, home projects and the patient work of putting things back together.