Why a roof leaks only in heavy rain
A roof that stays dry in a light shower can still leak during a downpour. Heavier flow and wind can reach an opening that ordinary rain passes by, so the timing is a useful clue to the cause.

Heavy rain changes how water reaches an opening
A roof valley gathers runoff from more than one slope. During heavy rain, that concentrated flow can expose a weak flashing joint or an opening at the edge of the water path. Wind can also push rain toward a wall connection or beneath a loose detail that normally sheds downward rain.
A gutter or outlet with limited flow can back water up near the eaves. That does not mean every heavy-rain leak is a gutter problem. The inspection needs to follow the path from the indoor symptom to the roof detail, and consider how the water behaves when the volume increases.
Why one side of the house leaks in a wind-driven storm
Rain does not always arrive straight down. Wind can drive it toward a wall flashing, under a loose shingle edge or against a vent opening from a direction the detail rarely sees. The same roof can therefore stay dry through a long gentle shower and leak during a shorter, gusty one.
That timing helps narrow the inspection; it does not identify the failed part on its own. A leak near an upstairs wall could come from the roof-to-wall connection, siding or a nearby opening. The roofer needs to connect the indoor evidence with the outside detail before choosing where to open the roof.
How the leak gets traced
Begin with where and when
The room, ceiling location and weather conditions help establish a starting area. Water can travel along framing, so the source may be uphill from the stain.
Check the transitions
Wall flashing, chimney joints, vent boots and valley connections interrupt the main roofing. A small failure there can admit water without obvious damage across the slope.
Follow the runoff
The roof edge, gutters and downspouts need to carry water away. Overflow or a low section may contribute to the conditions at the entry point.
Consider other water sources
Plumbing, condensation or a wall leak can resemble a roof leak indoors. The diagnosis needs to fit the water path rather than assume the roofing is responsible.