I would go with a hail resistant 30 shingle then you get a discount from the insurance company .

Both houses have so-called 3-tab shingles that have low wind resistance.

Maybe it's because the screws put holes in the shingles and roofing which is causing the leak, but that does still seem to be like a lot.How long is your roof warranty anyway since it's been 2 years already?

(optional)Kitchen Remodel (2020): Updated countertops, cabinets, and installed new stainless steel appliances.Bathroom Renovation (2019): Added new tiles, modern fixtures, and a glass shower enclosure in the master bathroom.Finished Basement (2018): Added 600 sq. ft. of finished space, including a family room and home office.New Roof (2021): Replaced the entire roof with new shingles and added improved insulation.Landscaping (2022): Redesigned front and backyard with new plants, sod, and an outdoor seating area.Energy-Efficient Windows (2020): Installed energy-saving windows throughout the home.

Then he took the sledge and just bumped the bricks loose, down inside the fireplace.He took the whole fireplace out so there was a hole in the wall (and added a window) and the roof had to be extended over where the chimney went through, and they had to replace the shingles that were super damaged from the initial bricks falling.Permits, I don't know if that required a permit or not in San Antonio.

.: I just bought a 2016 house that has a few missing shingles. 

When repairing an existing home, there always seems to be some sort of a surprise... termites, underground plumbing, lots of wood-rot under the shingles, you name it... 

Shingles from Lowes was about $1200.

In the old days, grandpa would buy the shingles and spend his week of vacation from the factory replacing the roof when it was needed.

We get to the job and the shingles are on a pallet in front of the garage .