Lowest bidder quality

Sad part is, the work could have been subbed out to the cheapest while homeowners paid much higher.

By could have been I think you mean almost certainly
I got a quote from a local big roofing place for my garage 12 years ago and they made me watch a video of the owner crying about his dead dad then threw out a $4500 quote. I just didn’t do the roof. Fast forward to 2023 and I get an actual roofer to do the roof and replace wood because I waited too long. The price of building materials was sky high, it was $2500. Probably the same guys they subcontract.
- they made me watch a video of the owner crying about his dead dad
  Glad you didn't reward that behavior. WTF were they thinking?

And the person who found it isn't doing a good job either, putting new shingles over old. The old should be removed.

Eh, going over one layer is fine as long as there are no decking or other structural problems. From what I can see here the older ones are in good enough shape.
- Ah yes, inches worth of snow in extra weight is tooootally fine... yep, no downsides to increasing deadwwight at all, nope, nosiree, engineers all agree, dead weight needn't factor in to calculations at all.
What are those shingles? Pieces of tar?
- A fiberglass mat core with asphalt around it and grit stuck in the asphalt on the top.
- it's a tennis match that Sean Connery plays without a partner.

And the vent still leaks

my 2 bathrooms extractor fans are like that, home inspector never caught it

That’s what I’m thinking. The homeowner installed it to fake meeting code.
- That was my first thought when I saw it. "That's something my dad would do to get past an inspection".

I used to live in a brick rowhouse, and the arched transom started to crack. I thought I'd diy repoint it myself, only to find out that a previous contractor had "fixed" it by jamming cardboard in the cracks and filled it in with caulk. Totally legit.

I will be DIYing everything for the rest of my life because that's apparently the only way to hire someone who gives a fuck.

Cy: People buying million dollar homes think they're getting the A-Team. They're not. It's the same builders that build the cheap homes.

It's the same builders that build the cheap homes
What cheap homes? No one is building those these days, other than maybe Habitat for Humanity and companies making mobile/prefab homes.
"million dollar home" can mean vastly different houses depending on location, but yeah no guarantee of quality

What am I looking at here? Something on a roof?

Supposed to be a vent, but there is no hole in the roof. Contractor did not cut hole in the roof, just installed the "vent" so that it looks ok.
- Damn, that's a good building expression of the shit I see at work coding software. 😅
Ventilation hole in the roof.

Cy is having an aneurysm

Who?
- Cy is the nickname of Cygnus X-1, a galactic X-ray source in the constellation Cygnus and roofing YouTube influencer.
- There is a guy who goes by “Cy” who posts videos online of homes he inspects in Arizona. There’s been some crazy stuff he’s found. I enjoy watching his content.
- Guy on YouTube/TikTok who does home inspections and see the laziest shit by builders. He seems like a good dude who stands up for the homeowners to get their new homes fixed up when builders try to avoid responsibility. He's been on the news a bit, too
  https://youtube.com/@cyfyhomeinspections

M O U L D

you can't park that there