"When I was younger, I thought masculinity and being a man was being ripped, being buff, if you will, sleeping with as many strange women as possible and generally just making a s--- ton of money at work," Galloway, who is also a professor of marketing at NYU Stern School of Business, told CNBC Make It in September. "That's how I defined masculinity."
After graduating from UCLA with his bachelors in economics in 1987, Galloway got a job in investment banking at Morgan Stanley. He partied. Quite a lot. And he's frank about that time of his career.
"Every night we would pool our vouchers — we got $35 each to spend on a car and dinner and my other analysts friends from investment banks, we'd come downtown in New York and we would get s----- drunk with other successful people," Galloway says.
"And then we go home, wake up about 9 a.m. to be in the office by literally at 9: 20. I lived across the street from work…. greasy food…. find a conference room to catch some sleep, and then somewhere between the hours of 3 p.m. and 4 p.m., would feel human enough again that I would take a call from a friend who said, 'Hey, we're meeting a bunch of models downtown at [the club]. And I would agree to go out again," Galloway says.
It was during those years that being a man was about excess.
And Galloway did go on to make "a s--- ton of money."
In 1992, he graduated from UC Berkeley with his MBA in marketing. He has founded multiple companies: L2, a subscription business intelligence firm that he sold in 2017; Red Envelope, an e-commerce firm which he took public and sold in March 2008; and Prophet, a global brand strategy consultancy with more than 250 professionals. He has served on the boards of directors of Eddie Bauer, The New York Times Company, Gateway Computer, and Berkeley's Haas School of Business.
As he became more successful, his understanding of being a man evolved.
"As I've gotten older, I've found that masculinity — or the rewarding parts of masculinity — mean different things," Galloway told CNBC Make It.
"Being a responsible head of household that provides for your family and is a real partner with someone and raising kids and checking that instinctive box — being a good father, being a good husband … raising responsible, civic-minded kids."
"Philanthropy," continued Galloway, "that makes me feel important, it makes me feel as if I am killing it when I can find time and money to give to other people." In 2017, for example, Galloway donated $4.4 million to his alma mater, UC Berkeley's Haas School of Business.