Our Nod to Westchester’s Best Bosses

Though many dream of being a boss, not everyone is cut out to be the one in charge. It’s a “heavy is the head” sort of thing. Bosses are responsible for so many things, of course—bottom lines, employee morale, employee growth, hiring, firing, and everything in between. Do it well, and it all seems to gel. Do it wrong, and, well, we all have one or two horrible-boss stories. Recognizing just how tough it is to lead, we chose to recognize those who do it best. So we held a nomination process—and employees came out in droves to sing the praises of their bosses. Sorting through the myriad nominations, we were looking for those that really stood out—those who made us contemplate career changes just to work for them. Here, you’ll read about 17 exceptional bosses—those who make their companies feel like families, bringing out the best in each employee while still nailing that bottom line, and so much more. 


Tom Scalera

Joseph Cerbone Jr.

Andrew Bowins

Alisa Kesten

Erica Auslander

Ohad Berebi

Linda Espinosa

John Crabtree

Vito DiMatteo

Peter Herrero Jr.

Ed Dorian Jr.

Michael Basso

Debbie Smith

Bridget Gibbons

Laura B. Schwartz

Theresa Cherry

George Williams

By Nancy L. Claus, Deanna Cioppa, Philip Garrity, Marisa LaScala, Katie O’Donnell, Scott Simone, John Bruno Turiano, and Kathryn Walsh; photography by Michael Polito

Our CEOs & Business Leaders Golf Outing is August 5!

Our Best of Westchester Party is July 24!

Our Westchester Home Design Awards event is June 26!

Our Wine & Food Festival returns June 4-9!

Our Wunderkinds event takes place on May 23!

Our Best of Business Ballot is open through May 15!

Our Healthcare Heroes Awards event takes place on May 9!

Our Westchester Home Builders Awards take place on April 4!

Our Diversity, Equity & Inclusion Forum is March 14!

Unveiled: A Boutique Bridal Brunch is February 25!

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