Gerald D. “Gerry” Callahan Sr., 78, of Troy, passed peacefully with the love of his family surrounding him after a brief period of declining health on Thursday, May 18, 2023 at Dartmouth-Hitchcock Cheshire Medical Center in Keene.
He was born a son to the late Ruth I. (Buckley) and John C. Callahan Sr. on April 14, 1945, in Brockton, MA. He was educated locally at Monadnock Regional High School class of 1963.
After high school Gerry honorably served his country in the United States Navy. He enlisted in the Navy during the Vietnam War on June 27, 1963 as a Seebee “Construction Battalion.” He received the National Defense Service Medal, Vietnam Campaign Medal, and Vietnam Service Medal with FMF Combat 
Operations insignia. He was honorably discharged on April 11, 1967.
On July 19, 1969, Gerald exchanged vows with the love of his life Anne I. (Masse). They were married in a simple service in the Immaculate Conception Church in Troy surrounded by family and friends. The Callahan’s had been married for 53 years.
Gerry owned and ran Gerald Callahan General Contracting from 1975 till he retired in 2007.
Gerald was very active in Troy’s community. He was a Selectman for three terms, served on the Troy Fire Department for 20 years, and the budget comity for 12 years. He was also an active Lions Club member and Keene Ruck-up. When he wasn’t participating in one of his comities you could find Gerry working with his flowers, reading, or at the local Minute Mart visiting with his friends and discussing politics. He loved vacationing in Sint Maarten and looked forward to the break from New England’s winter weather every year.
Mr. Callahan is survived by his loving wife, Anne. Their three children, Lynn A. Cournoyer and her husband Todd of Millers Falls, MA., Gerald D. Callahan Jr. and his significant other, Melissa M. Boyer of Fitzwilliam, Anthony and his wife Ellen Wornor, and family of Troy. He is also survived by his siblings, Robert Callahan, Thomas Callahan, Mary Remijan, Margaret Towle and Jean Austin. As well as his two grandchildren Naomi Boyer and Braylee Boyer and one great-grandchild Iris Wornor along with many nieces, nephews, cousins, extended family, and friends. He is predeceased by James Callahan, John Callahan, Elizabeth Callahan, Jonathon Boyer, and Geri Lynn Cournoyer who passed in 2012.
Funeral services will be held on Wednesday, May 24, 2023, at 10 am in Saint Margaret Mary Church, 33 Arch Street Keene, NH. 03431. While flowers are greatly appreciated the family asks that donations be made to Helping Hands Charity PO Box 240 Troy, NH. 03465, Monadnock Humane Society or Ruck-Up Inc. Ruck-Up, inc. All services are under the care of Cheshire Family Funeral Chapel and Crematories, 44 Maple Ave. Keene NH. 03431. www.cheshirefamilyfh.com.
