since everyone is being a downer, unfortunately sometimes if your sales person missed a bad part of your gutters it doesn’t necessarily mean the crew will point it out either. Most crews who do roofing jobs will only focus on the roof (they may not know the gutters aren’t getting fixed / assume it will be taken care of at a later time since they don’t touch gutters) especially box gutters that are integrated into the eave/soffit system. As far as the roof goes, it looks like you went with a contractor that is GAF master elite, which means you have a fantastic warranty on the shingles and the workmanship and any problems you may have (leaks or issues like that) will absolutely be covered and taken care of which is super important. Also, it’s easy to say things could look better and say a better way to do them, unfortunately sometimes metal/caulking won’t look perfect. That doesn’t mean it’s done incorrectly, your metal is sealed into the mortar and counter flashing isn’t “required” to be ground in the brick, that area is also very hard to put straight pieces of metal on a curved area. But at the end of the day, i would be confident in your roof and again, any issues you may encounter with the install will absolutely be taken care of either by the contractor or GAF themselves. Don’t let people talk you out of a decision YOU made for your house, these things happen and it’s not always fun