
After selling CorporatePay, Myles Stephenson returned to a problem he knew from the inside: business payments that demanded too much work. At Modulr, that frustration has become a decade-long project in automation, direct connections and getting the details right.

The Plooto CEO has spent a career moving between art, private equity, enterprise software and payments. His current bet is that the quiet mechanics of cash flow deserve the same attention as growth.

A failed machinery marketplace taught the Chilean founder where to look: not for glamorous problems, but for the stubborn little tasks that quietly swallow a finance team’s week.