Hot take: long-term planning — what would you do? [v1]

Mostly thinking out loud — feel free to push back hard. There is a lot of conflicting advice online and most of it is from 2019. This came up at a meetup recently and the room was split, so curious what the broader community thinks.

Posting this here because the relevant subreddit has gotten too noisy lately. Mostly thinking out loud — feel free to push back hard. Maybe an unpopular opinion but here we go.