Since 14DWY is an offline game and doesn't use Wi-Fi, I have no way of pushing update pings or files to those who download it. So you'll unfortunately have to keep checking Itch to see if there's been an update ^^; Sorry!
Also... Discord does get early access to 14DWY builds, updates, and devlogs (since folks often spend money to boost the server or donate to my Ko-Fi, and I feel bad gsjhgs). However, it all gets cross-posted on Itch, Tumblr, and Twitter after a certain amount of time. So you don't need to join if you don't want to!