Rags to Riches with Seasons

I actually have a character living by the ocean on the island in Windenburg, and I'm very excited to figure out a way to keep him out in the elements as much as possible. I know it won't necessarily be always possible but he wants to be outdoors. He does have that outdoor shower that came with OR.. bushes to do his business in and a tent... cooler.. ect. I'm guessing I might have to construct him a shelter or (since he's based on the stardew valley linus character) he will go inside a warm place if he has too. I even have a building nearby to make it most like that other game I play now and then. I'm considering other options but will wait until I see what the game brings. I'm fully excited though to figure it out.. that's part of any game.
I'd actually also like to try some sort of apocalypse challenge in the more arid looking parts of Oasis Springs. The ideas are ticking around in my head. I know there is an official challenge but those aren't really fun for me as they usually play in ways I won't or don't. I'll probably try that when I've figured out a little more fully what the game allows me to do with my sims in these situations.
If you focus on what you don't have to make the game work for you... it's not gonna work. That's my feeling anyway.