Has anyone tried weekend plans — am I overthinking this?

Spent the last few weekends digging into this and the deeper I go the more questions I have. Posting this here because the relevant subreddit has gotten too noisy lately. Not sure if this is the right place to ask, mods please remove if it is not.

Quick context: I am relatively new to this and trying to find my footing. Not sure if this is the right place to ask, mods please remove if it is not. For context, I am working with a pretty modest budget so high-end suggestions probably will not land.