I update every few months and that works out fine. More than a year of no updates could make it difficult. All you have to do is pacman -Syu, and it doesn't rea

I update every few months and that works out fine. More than a year of no updates could make it difficult. All you have to do is pacman -Syu, and it doesn't really interrupt your flow since you can just continue working while it updates. The few times something doesn't work, you look at archlinux.org and the issue plus solution (usually remove some package or update in a specific order) will be described right there on the front page. Seems like a smoother experience than what I remember from Windows with autocountdown timers and what not... But it's actually also amazing how when you reinstall Linux, and copy over your home directory, everything looks like it was before and you can just continue on as if nothing happened.