Worst weekend plans that nobody talks about [v2]

Mostly thinking out loud — feel free to push back hard. Long-time lurker, first-time poster. I tried three different approaches and none of them felt quite right.

Been thinking about this for a while and curious what the community thinks. This came up at a meetup recently and the room was split, so curious what the broader community thinks.

Mostly thinking out loud — feel free to push back hard.