OJ likely murdering his wife has to be the answer here, right?

Abe Simpson throwing Homer under the bus for the attempted murder of Mr. Burns.

Also possibly Abe Simpson shooting down a German airplane. If he actually did it. (In 1994, not during WW2)

Edit: Oh and I guess Abe Simpson cheating on his fiancé, getting the side woman pregnant, giving up the baby, and keeping everything secret from Homer and his other son until he thought he was on his deathbed.

And then when Abe Simpson told young Homer his mother was dead and never came clean until she showed up again.

Man, Abe sucks. It’s a wonder Homer didn’t stick him in that crooked home he saw on 60 Minutes.

Bart ruined all of Australia with that frog

Homer overpolluted the lake causing the US government to isolate and eventually try to destroy all of Springfield with everyone in it.

Well Homer routinely strangles his son….

Homer definitely fucked with multiple timeline branches in one of the earlier Treehouse of Horror episodes when he has the time machine toaster. The ecological impact of wiping out the dinosaurs in one alone alone is pretty significant.

Being there for any season after 13 😏

They locked up Hugo and gave him fish heads for food. That's pretty shitty.

Homer framing Marge for a DUI was pretty disgusting.

"Homer no! That's Elon Musk, probably the greatest inventor of our time!!" https://youtu.be/_QzWDxlJ7Kc

Grimey.

Not the family. But Principal Skinner not showing Chalmers his Aurora borealis that’s situated right in his kitchen is pretty dog.

Bart with his megaphones.

Lisa giving up, potentially, millions without thinking about her family

Marge never gave Alex Trebek the $5200 that she owed.

Marge married Homer.

We all forgetting Maggie just straight-up murdered someone for trying to take her lollipop?

didn't homer blow up the nuclear plant and kill everyone in a non canon ending at least once?

Homer framed Marge for drunk driving once, dunno if it's the worst but it's pretty bad.

Bart got Milhouse wanted by the FBI