Frugality is baked into Rob Bernshteyn’s life experience. His family immigrated from Russia when he was a kid, and he used savings from a paper route to start a baseball card business … which helped pay for his college education. In his mid-30s, after an executive role at SuccessFactors, a tech company that went public, Rob’s entrepreneurial itch became overwhelming, and he used his modest IPO windfall to launch Coupa.

Coupa’s mission? What else — help businesses save money through smart software. 

Rob and I met at the Nasdaq Marketsite in Times Square to talk about how far Coupa’s come — it’s now a public company worth $2 billion — and how he got there.