New Owners Writing Next Chapters in History of 1441 Main St.

Jack Dill likes to say he’s been involved with the building at 1441 Main St. in Springfield since “before it was a hole in the ground.”

Indeed, Dill, now a principal with Colebrook Realty Services, was an employee at Colebrook back in the late 70s, when it was the real-estate arm of Springfield Institution for Savings (SIS), and was assigned to take the plans for building the bank a new headquarters at that address — plans that had been on the drawing board for some time but unable to move forward — and make something happen.

Dill looks back at that assignment, given to him by the bank’s then-President and CEO John Collins, with fondness, pride, and a large amount of self-deprecating humor.

“I don’t know how they ever let me do this,” he recalled. “John said, ‘look, we’ve spent a lot of money on this; we don’t think it’s going to work. We’re not paying you very much; take six months … before we throw the plans away, see what you can do.”

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