The shingles on your roof serve a dual purpose.
Uneven roof ridge.
Roof shingles are not lying flat.
They give the roof a finished look while forming a protective seal.
Crooked gutters can make a roof look crooked even if the roofline itself is straight.
Exposure to wind rain and sun further deteriorates the roof coverings often resulting in shingles or roof panels that appear to be peeling off of the structure.
Worn or deteriorated roof covering materials occasionally loosen from their fasteners and lift away from the roof which creates an uneven appearance.
The secret to drawing an uneven ridge line or multiple levels on the same roof is to make sure the eave height and roof pitch are correct in the property screen.
The dutch gable hip roof is a hybrid of a gable and hip type of roof.
A full or partial gable can be found at the end of the ridge in the roof allowing for a greater amount of internal roof space.
Lumpy bumpy or curling shingles that do not.
This style also improves the look of the roof providing a more unique and interesting design than the very common simple hip roof.
At other times the gutters may need to stay where they are so gravity can do its work.
Having an uneven ridge line would by no means cause any leaks any leaks could be caused by how well the ridges were mucked on or the felt beneath the tiles having any holes tears in.