Overrated pricing changes that changed my mind [v4]

This came up at a meetup recently and the room was split, so curious what the broader community thinks. The trade-offs here are not obvious to me and I keep flip-flopping.

I want to write something more comprehensive about this later but starting with a quick post to gather thoughts. This came up at a meetup recently and the room was split, so curious what the broader community thinks.

For context, I am working with a pretty modest budget so high-end suggestions probably will not land.