Olivia Calcasola

Tax Supervisor, Meyers Brothers Kalicka, P.C.: Age 27

Olivia Calcasola

Olivia Calcasola started her career in accounting at the Boston-based firm RSM US.

That was in November 2019. Just a few months later, COVID hit, and, like almost everyone else at the firm, she was sent home to work, and did so for the next two years.

This was a difficult, trying stretch, she said, adding that she, like other young accountants, missed out on the mentoring and camaraderie that comes with being in an office every day.

But she believes that, ultimately, that experience has made her a better accountant and worker.

“You had to sink or swim — I pretty much had to teach myself everything that I would have learned in person or learned with a mentor,” she said. “I didn’t have what I have now — the ability to go talk to someone and knock on their door.”

Those experiences have made Calcasola even more determined to be a mentor and foster professional development.

And she does this in her role as tax supervisor at Meyers Brothers Kalicka, P.C. (MBK), where her day job involves everything from overseeing the preparation and review of complex individual, corporate, and partnership returns to managing client relationships; from conducting tax research to staying current on changes in tax laws, regulations, and rulings.

“We all have designated mentors here, but we all try to mentor each other,” she said, adding that this is one of the reasons why she enjoys what she does and loves going to work every day — even at the height of tax season.

Calcasola, a graduate of UMass Amherst’s Isenberg School of Management and one of two young professionals from MBK named to the 40 Under Forty class of 2025, is also actively involved in many of the firm’s efforts to give back, especially through its community-service events and initiatives.

She has spearheaded an event for HCS Head Start — a drive to collect winter coats for children — while also working on the United Way of Pioneer Valley’s Stuff the Bus program, which collects school supplies, among other efforts.

Through the firm’s Community Outreach Program, she has participated in events to support groups ranging from the Springfield Boys and Girls Club to the Gray House; from Girl Scouts of Western Massachusetts to Better Together Dog Rescue.

While doing that, she finds plenty of time for her fiancé, Jon, and Siberian husky, Gunner.

—George O’Brien