When Peter Walker looks back on his career, he never hesitates to highlight “the big asks,” or those times when he asked a boss to “take a chance” on him. One such instance occurred when he asked his CEO to sponsor his studies as he pursued an executive MBA on nights and weekends at New York University’s Stern School of Business.

“He said ‘Yes,’ and the degree really flipped my brain from being that of an accountant to that of a big picture finance partner,” comments Walker, who was working for Assurant, a provider of risk management products and services.

Still, an even bigger “ask” followed—one that engendered a response that even today seems to surprise Walker.

“It was only a couple of months later that I found myself on a plane to Atlanta, about to step into the CFO role at a $2 billion business unit,” explains Walker, who recalls that this divisional CFO role opened up shortly after he completed his MBA—which allowed him to make the pitch, “Hey, you made this investment in me—the company needs a good ROI off this, so why not put me in that CFO role?”

Today, Walker doesn’t hesitate to characterize his leap upward at the company as a case of “right place, right time.” However, he points out that the promotion came 9 years into a 17-year tenure with Assurant—a hefty investment of career years that spanned such milestones as the company’s 2004 IPO, multiple acquisitions, and expansion overseas. Unbeknownst to Walker when he entered the CFO office at Assurant in 2014, still ahead was yet another promotion to EVP and chief strategy officer.

“As I sat in the chief strategy officer role, I really missed finance, as I view the CFO role today as the trifecta of finance, strategy, and leadership,” remarks Walker, who notes that during his strategy chief stint he had become increasingly interested in the deal-making mechanics of the private equity realm, an area to which his career thus far had offered only limited exposure.   

Comments Walker: “I had had a lot of M&A experience within a public organization, but I wanted a turn at being the CFO leading the sale of a PE-owned organization so that I could gain another set of experiences—which, as it has turned out, have proven critical to reaching where I sit today.”   

Walker was recruited to lead the successful sale of Jackson Hewitt from H.I.G. Bayside Capital to Corsair Capital and in 2017 was named CFO of Jackson Hewitt, a firm in Corsair’s portfolio.

“I specifically went after a private equity opportunity and was looking for something where the sponsor was going to want to sell in the next year or two,” explains Walker, who would remain as CFO of Jackson Hewitt for another year (post-transaction) before stepping into the CFO office at Sterling in 2019.  

Looking back, no matter how many CFO tours of duty or transaction milestones he achieves, Walker seems resolute in believing that none of them could have been achieved if not for “the big asks.” –Jack Sweeney