Well not literally. Within the past 3 years my parents had a roof put over the old roof. To my eyes from the ground it looks like the shingles on the left side are damaged. It also looks like the gutter is starting to sag.
I asked my mother to have someone look at it but she is ignoring my concerns. I would feel better if someone looked at the pictures I took and tell me if I should drop the subject or be more forceful.
Picture 1 - Yes the gutters should be pitched towards the drainpipe. That is standard practice.
Picture 2 - High contrast photo. Looks like shingle edges were rough cut with a utility knife.
Picture 3 - same
Picture 4 - Looks like 1st course of shingles was started over the drip edge into the gutter. That is not such a great idea especially if you are in a cold weather climate.
Overall looks like the was no tear off to the deck and shingles were laid over old roof which generally is acceptable practice. Hard to see detail in pictures. What does original roofer say? I would get get other opinions by word-of-mouth. Good Luck!
A roof inspection is required. They’ll look for curling or broken shingles. Shingles with all the granules worn off. The flashing should be looked at closely. Like around a chimney. The flashing should fit snugly around it. No gaps or puckers.
I check my roof after hail storms. Hail can break shingles. Especially ones that are curling.
What the OP may be seeing is a starter course that wasn’t laid straight. Which means all the rows above will be off a little. Shouldn’t be a problem unless it leaks.
A red flag for me is when an upper two story roof gutter drains water directly onto a lower roof (usually a porch or house extension). The gutter guy cut corners running the down pipe to the ground. That kind of constant water flow will shorten the shingle’s life.
What are you seeing? I do not see a gutter dumping water onto a lower roof. That would be bad.
What am I missing? There are only 4 photos right? I do not see the bottom of the gutter down pipe. It looks to me as if the downpipe contiues down to the ground. Are you saying it does not?
I do agree with all of your other comments. An inspection is required to answer the OPs question.
More pictures, from above, of the shingles themselves would help. Close-ups if you can, please.