For me it was always a challenge to keep everything up-to-date. I couldn't check weekly or w/e because it just felt like a time suck to go to a dozen different sites, so I would let things languish.
I started putting the github releases pages of all my services in a special "updates" category on Miniflux . You can get a feed by appending the releases page with ".atom" (e.g. https://github.com/LemmyNet/lemmy/releases.atom for Lemmy) and then just get notifications whenever they're updated.
That + Watchtower for non-critical Docker containers and everything stays up-to-date.