Even with 20+ years of IT experience, it can be difficult to balance keeping up-to-date with all of the latest software updates. As a general rule of thumb, I keep up to date with releases and updates because there are often bug fixes and security updates. Occasionally, there are major changes to the look and feel, or new features – which might have a small learning curve because things have been moved around, etc. But in the long run, I find it easier to stay current then fall too far behind.
I recently came across this helpful overview, in layman’s terms, about to approach software updates for the iPhone and iPad.