Jeffrey Fialky

Managing Shareholder, Bacon Wilson, P.C.

Jeffrey Fialky

Jeff Fialky when he was named to the 40 Under Forty class of 2008, and today (top).

Jeff Fialky says being managing shareholder of a law firm allows him to “put my money where my mouth is.”

For decades, he’s been counseling business owners large and small on matters from personnel to growth through acquisition to being prepared for the future and whatever it might bring.

And now, he’s doing all of the above and more for Bacon Wilson, a firm celebrating its 130th birthday. Fialky says it’s his job — his mission, in fact — to make sure it’s around for another 130.

“We have 115 employees, four offices, and we’re looking to expand — we’re looking at other geographic areas, other firms, other attorneys looking to join,” he said. “And you balance that with a business with exponentially increasing expenses, which creates unique challenges, but is exciting for someone who has been representing businesses and business owners for 30 years.”

Including the recently announed class of 2025, there are 760 members of the 40 Under Forty club. Fialky is now among the … let’s call them ‘most senior.’

“Will humans get to a point where they’re satisfied looking at a blinking cursor and a computer screen? I don’t think I’ll see that in my lifetime, but as lawyers, as a legal industry, we must be thinking about what the future has in store.”

He was honored in 2008, the program’s second year, just a few years after joining Bacon Wilson as an associate. That was so long ago, honorees didn’t have their own walk-up music, as they do now. When asked what he may have chosen, Fialky gave an answer that spoke to just how many years have passed.

“My tastes have changed over time … it would probably be something country now,” he said. “Back then, probably Beastie Boys, Metallica, or something in between; now it’s country.”

While his tastes in music have changed over the years, so have the responsibilities for Fialky, a finalist for the Alumni Achievement Award several times early on (the award was created a decade ago), but not recently. His ascension to managing partner has something to do with his return to the field, as does his continued involvement with the community.

With the former, he noted, it’s an intriguing challenge at any time, but especially now — for the legal industry and for business in general.

“I enjoy this side of what I do,” said Fialky, who remains chair of the firm’s corporate and commercial department and serves as the senior mergers and acquisitions attorney as well. “I enjoy the entrepreneurial aspect, as well as the management, and they’re different.

“The management side is the day-to-day, P&L and balance sheet, the budget,” he went on. “The entrepreneurial side is imagining where the future lies and the practice of law in the Pioneer Valley.”

Which brings him to the subject of AI, technology that is casting a shadow over the future if many industry sectors.

“I don’t think we’ve seen it yet in our day-to-day, but you have to be realistic that it is going to change the way the practice of law looks in the future, maybe five to 10 years out,” he told BusinessWest. “Predicting what that’s going to look like is more art than science, but you must be thinking that far out as you see the billions that are being invested in AI and will continue to be.

“For so long, people wanted to look their lawyer in the eye; they wanted to hear from a human being when they were asking, ‘what should I do?’” he went on. “Will humans get to a point where they’re satisfied looking at a blinking cursor and a computer screen? I don’t think I’ll see that in my lifetime, but as lawyers, as a legal industry, we must be thinking about what the future has in store.”

As for his work in the community, Fialky continues to be involved with several nonprofits and business groups. That list includes the Springfield Regional Chamber of Commerce, which he has served as a board member since 2007 and as chair from 2013 to 2016, and the Springfield Museums, which he has served as a trustee since 2012.

Previously, he has been involved with agencies and causes ranging from the United Way to the Young Professional Society of Greater Springfield; from Leadership Pioneer Valley to the American Cancer Society.

Today, while continuing to give back and leading Bacon Wilson into its next 130 years, he finds time for family, especially his son, Samuel, born just after he was presented with his 40 Under Forty plaque, and daughter Madeline.

“They’re both just wonderful, so I spend a lot of time with them,” said Fialky, the now country music fan who has returned to being a finalist for the Alumni Achievement Award.

—George O’Brien