Bill Maloney

Investment Banker Finds Balance in Office and on the Slopes

At 79, you won’t find Bill Maloney resting on his laurels. When he’s not working as a consultant for one of two financial investment firms, he’s enjoying the great outdoors. During the summer, he wakes up early to bike the trails around Martha’s Vineyard, Massachusetts. During the winter, he logs roughly 130 days on the slopes at Jackson Hole Mountain Resort.

“That’s how you keep climbing mountains at my age,” he says.

President of Osprey Holdings Ltd. and director of the Jackson Hole Mack Financial Group, Maloney maintains an optimal work-life balance for a grandpa of two. This winter, you’ll find him on the mountains skiing from 9 a.m. to 1 p.m. then working in his office at the base of JHMR. Half the week he’s skiing with either the Old Dogs or the Friday Flyers, two groups of friends mostly over the age of 70 who practice with instructors.

“We’re great friends, and we’re all avid skiers,” Maloney says. “When we’re learning and improving with an instructor, it’s a lot more fun.”

“Jackson Hole is unique — if you live there, you buy into the community,” Maloney says. “I can’t think of one of my friends who isn’t involved heavily in one or more community activities. That’s part of the culture.”

From Wall Street to Ski Slopes

Skiing is what initially brought Maloney to Jackson Hole. Born and raised in Long Island, New York, he spent most of his professional career in the East. He first visited Jackson in 1975 with his wife, Carol, for a ski trip.

“We discovered it’s one of the most remarkable destinations in the whole world, with the skiing, the business community, the culture, the amount of wildlife. And the people are just off-the-charts sensational,” Maloney says. “This is why we wanted to spend the rest of our lives here.”

Indeed, the day Maloney finished his Wall Street career at Kidder, Peabody & Co. — where he specialized in mergers and acquisitions — he jokes that he was already loading the car, ready to make the 2,000-mile drive to officially relocate to Jackson.

 

Networking Guru

Savvy at networking, Maloney began his career in investment banking after he started a young businessman’s group while working in Pittsburgh. A fellow member recruited Maloney to start a new venture for his regional investment firm.

The benefit of a great industry connection in his own life that led to an accomplished financial career motivates Maloney to do the same for others. He is heavily involved in mentoring programs at his alma mater, College of the Holy Cross in Massachusetts. He started a career counseling program for the college’s football team, where every player is paired with a mentor in his field of interest.

Maloney also helped start the Ciocca Office of Entrepreneurial Studies at Holy Cross, a four-week summer business program that ends with a “Shark Tank”-style judging panel led by CEOs and company heads.

Holy Cross will also get half of the Maloney estate, with other assets bequeathed to various organizations. The football endowment and entrepreneurial program are recipients, as well as the Alison Maloney Estep Scholarship Fund. Alison is Maloney’s daughter who died in a car accident in 1993. Part of his estate will stay local. The Jackson Hole Land Trust and Teton Literacy Center — where Maloney served on the boards — are also beneficiaries.

“Jackson Hole is unique — if you live there, you buy into the community,” Maloney says. “I can’t think of one of my friends who isn’t involved heavily in one or more community activities. That’s part of the culture.”