I'm always guided by the fact that it's better to buy a newer product because that way I get long-term support - in any case, it's not a bad hardware wallet and I think it's worth the money I paid.
Yeah, that makes sense, especially since the differences between wallet prices aren't like $1k, but usually like $50–$100.
The main reason I ended up with the Safe 3 instead of the Safe 5 is that I plan to move on to the Safe 7 in the near future. I didn't want to get that one yet, since I'd rather wait a bit longer to get more feedback. Its still too new, and I needed a new wallet asap as Ledger's screen is dying.