Alumni Spotlight

Do you know of a classmate or fellow Alumnus who has found success in their personal or professional endeavors since graduation? Have you released a new album, joined a sports team, starred in a play, or authored the next great American novel? Beginning in November, we will be spotlighting graduates across the decades. Please let us know and share your story.  Email us at



IMG_4279Jeff Vanderkruik, Class of 2003
Jeff Vanderkruik, a Winchester High School class of 2003 graduate, has been pursuing his passion for writing and telling jokes since his days at Winchester High School. After graduating from Tufts University, Vanderkruik made his way to New York City where he eventually worked on Saturday Night Live. From NYC and SNL, Vanderkruik went out west to Los Angeles where he is currently living and writing on the NBC sitcom, “A.P. Bio.′ Check out ‘A.P. Bio’ Thursdays on NBC or through the show’s website: The season premiere is Thursday, March 7, at 8:30 p.m.
palotta.jpeg.    Lauren (Pallotta) Stumberg – Class of 1999
Since 2012, Lauren (Pallotta) Stumberg has been living and working as an artist in Atlanta, Georgia. The 1999 graduate of Winchester High School has artwork, including a 90×90 mural, all over Atlanta. Lauren works as a designer, muralist, illustrator, and creative consultant. She also started Think Greatly as a platform to help organize female-driven projects. Once a stranger to the local art scene, Lauren has continued working on her craft and was named the 2017 City of Atlanta “Emerging Artist Award.” Lauren’s most proud moment also came in 2017 when she became a mother. Whenever Lauren is back in town, she makes sure that D’Agastino’s is her first stop. More …
williams2001.jpg         John Williams – Class of 2001
John Williams is a professional artist living in Winchester who creates complex collage portraits and landscapes using small pieces of cut magazine paper. John’s portraits include figures throughout history, depicting the character of the subject and a mini-history lesson of their times. He enjoys creating landscapes and floral images for fun. Williams, Winchester High School class of 2001, has done a number of solo exhibits in Florida, Washington, DC, Provincetown, and other New England venues. More…
petermacdonnell      Peter MacDonnell – Class of 1978
Born and raised in Winchester, Peter MacDonnell, class of 1978, is chief of the Winchester Police Department. Although he lives in Reading with his wife, he still considers Winchester home and remains passionate about the Winchester community. His oldest son serves in the US Marine Corp, and his youngest is a sophomore in college studying electrical engineering. They are his greatest pride. More…
fullsizeoutput_46c9      Meghan Doyle Wilkinson – Class of 2005
Meghan Doyle Wilkinson is in the process of launching her women’s clothing brand, Tallulah & Poppy. Meghan is living in Acton, MA with her husband Drew, 17-month-old daughter Ella, and dog Sadie. She is finding ways to balance her move to a new home, being a new mom, and working on the February launch of her clothing brand. More…
erik johnson young photo      Erik Johnson, Class of 1982
For the past 25 years, Erik has been the Migrant Farmworker Law Unit Director at Idaho Legal Aid Services in Nampa, Idaho.  Erik recently settled a case in federal court for a Basque ranch hand who was owed a huge sum of wages going back 8.5 years in a peonage type situation.  The terms of the settlement are confidential, but he shared that the worker did receive all he was owed and a bit more in damages. It was a complex case involving multiple causes of action, and took a year and a half to litigate.   More…..
justin serpone       Justin Serpone – Class of 1997
Justin Serpone is in his 12th season as head men’s soccer coach at Amherst College. Additionally, he is the director of Amherst LEADS, a leadership development program at Amherst College. He currently lives in Hadley, Massachusetts with his wife Angela and their three children (Lily, Tyson, and Annabelle). He is in the process of completing his fifth and sixth graduate degrees.  Justin has been back to Winchester High School a number of times over the years to work with Sachems Lead, the Amherst LEADS inspired program at WHS. Amherst LEADS has held events at WHS as well as having their staff run the annual Sachems Lead summer workshop to help develop WHS student leaders over the last four years. More….