Real Money: Straight-up Answers with Berkshire Money Management DALTON — Whether ushering a client through the complications of estate planning or hiking his way to the summit of Mount Greylock, Berkshire native Peter Coughlin always maps out a plan for success. Planning has kept him thriving in the personal finance business for close to 35 years. Coughlin is from Pittsfield, born and raised. The certified senior adviser and executive director at Berkshire Money Management is often found on the Appalachian Trail or in the saddle of his road, hybrid or mountain bikes on the roads here in the Berkshires. “I hike Greylock…