Why update? How about because, eventually, (and I think it has already arrived for Windows 7) Microsoft will stop fixing newly identified weakness in the operating system. Also, because so much of what we do is tied to the internet, allowing (even inadvertently) unfixed weaknesses to be exploited by malicious people permits them to steal our identities and our property through exposed / stolen e-mail addresses, logins, SSNs, tax info, ad nauseum.
And, some of those malicious people are now being backed by foreign governments wanting to weaken or destroy the US economy. An outdated operating system (Windows) just makes it easier for them to achieve their goals.
So if you choose not to update and know the risks, that's fine. Unfortunately, a lot of your readers will not be as computer savvy as you are, will not realize all the risks, and will get burned because they followed your recommendations.
Chuck