Why downspout extensions & drainage works differently in Georgina
Georgina sits in a freeze-thaw belt, and freeze-thaw is what quietly takes apart masonry, flashing and venting.
The swing between a January cold snap and a February thaw can move a masonry assembly enough to open joints that looked sound in the fall.
Wind loading off Lake Ontario pushes driving rain against the south and west faces of a house, which is why water entry so often shows up on one side of a Georgina home and nowhere else.
Across Roches Point, Sutton, Willow Beach, Jackson's Point and Baldwin, the housing stock changes street by street, and the correct method changes with it. A century home with a soft-brick stack does not get the same treatment as a 2010 build with a factory-built vent — using one method on both is how systems get damaged.
the practical takeaway is that a downspout extensions & drainage visit should start with an assessment, not a tool. Any crew that begins work before telling you what they found is guessing on your behalf.

