Masonry, roofing, concrete, and exterior painting all squeeze into May-October. Book spring for summer work; call in February and you choose from whoever answers. Winter is for planning, interior projects, and emergency response only.
Before November: a furnace/boiler outfit that answers nights, a plumber for freeze events, and a snow arrangement. Owners who assemble this in October sleep through January.
Plumbing and electrical require licensed trades; porch and structural work draws city attention by design. Permits protect you at sale — Chicago buyers' attorneys ask.
Get tuckpointing and roofing quotes in line-item form (square footage, scaffold, washout) — spreads are wide. References from buildings like yours beat star ratings; a greystone is not a ranch.
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