Host Kevin O'Connor runs with marathon champion Bill Rodgers to find out why Heartbreak Hill is a challenge for runners of the Boston Marathon. Back in Newton, painting contractor Jim Clark and crew are prepping the exterior of the house for paint. Landscape contractor Roger Cook shows Kevin the progress on the bluestone patio and massive bluestone stairs. The patio is set in sand, instead of stone dust, to meet the permeability requirements of the town. General contractor Tom Silva shows Kevin how he is wrapping the exterior columns with shingles woven together in a hand-crafted, flared detail at the base. Upstairs, spray foam insulation is put in the open bays of the new work and injected into the soffits of the old work. In the third floor billiards room, lighting restoration expert Scott Sweeny demonstrates several options for adapting an antique light fixture to meet modern needs. Pool table expert Steve Kelly arrives to dismantle the antique pool table for off-site restoration.