
PV Boccasam
Chairman of Jörn Capital; veteran enterprise software entrepreneur, operator, and PE advisor with 25+ years of experience across Microsoft, venture-backed startups, and public company boards.
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May 28, 2026
From CEO Operator to PE Advisor: PV Boccasam on Why Enterprise Buyers Buy Certainty, Not Software
3:04
14:38
15:09

PV BoccasamGUEST
Right? So my definition of go-to-market is what are you doing to reduce the risk and the anxiety to the buyer? So if I show up, right, let's say, um, you know, to a, to a problem, and someone else has already solved the problem successfully, um, you know, it's very easy for you to choose who you would go with, right? Um, so a big part of the go-to-market is framing it, right, as what is the least riskiest and with the lowest friction possible, right, for the customer to buy as opposed to us to sell.
11 MINS LATER

PV BoccasamGUEST
Now, how would I get there, right? Why did I deserve this privilege? Um, largely because, um, I've had, um, the expertise over the last 30 years, uh, to build a really good understanding of what it takes to scale private equity owned or a public B2B enterprise software company, right? So my entire focus is always been around B2B enterprise software companies.

PV BoccasamGUEST
Now, within this, right, it's always been around, uh, very complex enterprise workflows, right? I generally, uh, am, I, I tend not to, uh, focus on sort of the lower mid-market, sort of high velocity-
