I enjoy upgrading stuff as much as my budget allows it, which means... not a lot... I tend to wait several years before upgrading my computer or buying a new laptop, while I'll upgrade software more frequently because it's usually not as expensive as hardware...
I really enjoy upgrading my tech stuff like my laptop OS or my smartphone OS. I also like upgrading my graphics card drivers and my applications/programs.
Rather, I'm a fanatic of upgrades and latest versions not to feel myself like an old man, like when I'm not upgrading something.