OSMC's September update is here with Debian 11 (Bullseye) - OSMC

I had exact experience on my Vero 4K.

Vero 4K is wired to router with good internet connection hence it was strange to time out.

Odd, but the second attempt to upgrade went smoothly.

EDIT: Found a clue: Single www.google.com network call on launch - #4 by joakim_s