Lifestyle / Work

15 Roof Repair Attempts That Delivered Failures

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A split-screen image showing a scorched patch on a shingled roof on the left and a metal roof vent covered by a patterned rubber floor mat on the right.
via Canva

Roofing isn’t the whole battle, and if you’re not careful, you end up with a series of delivered failures. From the mind-boggling shortcuts right on into the glaring acts of roofing negligence, some people are clearly not cut out for the roofing life. And hey, I mean, that’s okay. Always another lane to pivot into. Plenty of people out here are eager to pick up their own roofing work when it’s available.

1. Not a closure strip in sight. It’s one of the worst installations we’ve ever seen.

Three images show metal roofing with a repaired ridge using metallic tape and sealant. The roof slopes downwards, surrounded by green trees and blue sky in the background. The structure appears to be a small building or shelter.
harrybaer

2. “My elderly neighbor asked me to look at her roof that she had someone come work on to fix a leak.”

A roof covered with a large blue tarp, secured over brown shingles. The tarp is weighted with sandbags and tucked under shingles at the edges. Tall trees and rooftops of neighboring houses are visible in the background under a clear sky.
BadTitleGuy

3. “Client wanted to save cost by having her brother do the roofing on her addition.”

Three images of a rooftop with gray asphalt shingles. The first shows a gently sloped section. The second focuses on a ridge with intersecting shingles. The third shot features feet in sandals standing on the shingled roof.
Imabeatle

4. “Roofing job my parents paid $2,000 for.”

A rooftop with a haphazard arrangement of shingles in various shades of gray, black, and brown. An adjacent roof section shows uniform shingles. A white gutter is visible along the roof edge, and a street with trees is in the background.
ubelblatt

5. “I went to install a skylight and realized I have seven layers of shingles.”

Split image: Left shows a close-up of a hole in a shingled roof with exposed wood. Right shows roofing tools, including saws and drills, next to a similar hole on a roof under a cloudy sky, with a neighborhood in the background.
J00sh7

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6. Someone’s missing a floor mat out of their truck.

A rooftop with brown shingles features a mounted satellite dish and a rectangular mat beneath it. A path and grass are visible in the background.
RichardRoundtree

7. Roofing company sealed the dryer vent from the outside.

A large hole in plywood, surrounded by jagged edges, reveals damage. A metal vent pipe with tape leads toward the hole, highlighting the potential cause of damage. Overhead wires and joists are partially visible.
StooneyBologna

8. It’ll only leak when it rains.

A corrugated metal roof with several overlapping layers, featuring a prominent ridge line running across the top. The background shows a road and greenery beyond the roof's edge.
HorseGoats

9. This is worthy of going to small claims court.

Three images of a metal roof. The top image shows a roof section with a chimney. The bottom left image displays a hand pointing at roof panels. The bottom right image highlights overlapping metal sheets, with visible screws and screws and debris.
BillSmith369

10. This looks like your roofer was mad at you.

Three images of a green metal roof: the first shows a damaged corner with missing panels, the second shows a broken roof seam, and the third shows a protruding vent pipe with a rubber seal.
moonbeamsandmayo

11. This person needs their money back.

Close-up of a roof intersection showing gray asphalt shingles meeting beige vinyl siding. Black flashing is visible where the two materials meet, indicating weatherproofing. Several white spots are present on the shingles, possibly from weather exposure.
inevitablemanager566

12. “Tried a new roof guy. He just poured asphalt primer over the leak.”

Roof with a patch of darker shingles indicating recent repair. The area around it is light brown with weathered shingles. A white wall and arched gate are in the background, along with greenery and red tiles.
Dugan_Destroys

13. This roofline is just absurd.

A modern house with green shingle siding and multiple gabled roofs under a clear blue sky. It features white trim and a wooden garage door. Power lines are visible in the foreground.
bubba_boo_bear

14. “These gutters are dumping water into my attic.”

Close-up of a roof with gray asphalt shingles, featuring a corner where two roof sections meet. Leaves are visible in the gutter, and there is a slight gap between the roof and wall siding.
lilancakes14

15. “I was told there were ripples in the W/I barrier as they were shingling.”

Side-by-side images of a shingled roof showing wavy, uneven shingles. The left image highlights pronounced ridges, while the right shows smaller ripples. Two people are partly visible, one in each image, standing on the roof. Trees are seen in the background.
cool_rick

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Meet the Writer


Matt Staff

Matt has spent over the last 8 years as both a writer and editor, working in Seattle and Brooklyn, where he is now based. He loves escaping the tirelessly fast pace of the “Mad Apple” that is NYC by taking walks and runs through parks where he’s able to catch up on the latest tea about society from the city’s ever chatty, always hungry, occasionally maniacal, pigeons. They always have a lot to say. When he’s not taking his urban nature strolls, or dutifully combing the deepest rabbit holes of the internet to find the content that’s worth sinking your mind’s teeth into, he’s likely holed up at a dark-lit dive bar with a new book and/or some friends, or just as easily he could be on the hunt for the next addition to his steadily growing plant family.

These days Matt’s caught up in trying to provide folks as many vivid glimpses into the days long since passed as he can, through fun and engaging collections of hand-picked vintage photos.



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