It’s perhaps appropriate that Scott Healy’s finance career began at an airport. With recently displayed boarding pass in hand, Healy thought that he was ready for takeoff—only to have his new boss board with a mystery box under one arm.

“He was carrying a package that I thought was some sort of welcome gift for me because from the outside you could see some cookies and things to eat,” recalls Healy, who upon closer inspection discovered that while the package did indeed contain a few treats, it also held 15 prospectuses.   

“He expected me to read and analyze each of them during our 6-hour flight from San Francisco to Boston,” continues Healy, who uses the story to illustrate the first of multiple lessons that he believes became invaluable to his career.

“First, I learned how to critically process large amounts of information, regardless of whether it was communicated verbally or in writing,” reports Healy, who tells us that in the years ahead, the processing pace never let up as his ability to consume information became further improved by the the many prospectuses that he himself would come to author.

Another lesson that became critical to Healy’s finance career was learning how to pitch clients.      

“Pitching is a bit like speed dating—generally, you have 5 minutes to capture someone’s interest, and if you don’t, you will not get the transaction done,” comments Healy, who credits his ever-maturing pitching acumen with winning over one client in particular.

“I had this very detailed pitch planned, but when we sat down, the client said to me, ‘There’s absolutely no chance that you’re ever going to do one of my projects,’” remembers Healy, who adds that for the next 30 minutes, the client listed all of the specific terms that he would expect in a purchase agreement.

“I listened, I commented, and slowly I got him to agree to talk further,” remarks Healy, who notes that he countered each specific term being required by the client with a “mini pitch” designed to address each item.

In the end, the client rewarded Healy with the project, a feat that speaks highly of Healy’s ability not only to pitch, but also to negotiate—which the CFO admits might well be his greatest skillset.

Says Healy: “I’ve negotiated in 12 different countries and on four different continents. One time, I even negotiated for 76 hours straight.” –Jack Sweeney