Roofing on a pergola

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I have a pergola attached to the house I just bought. When it pours rain it runs between the fascia and the gutter of the house.

Should the roofing of the pergola fit under the gutter of the house? The roofing of the pergola is attached to lip of the guttter.

I had a handyman clean the gutter and he also put something along the edge of the pergola roofing to prevent

rain coming through but it has not. He showed me what he did and it did not look like it would.

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