My nephew set this up for me and it was easier than I expected. Don't be intimidated by the technical stuff — most of it is just clicking Next a bunch of times. If you get stuck, the Help file actually has decent instructions for once.

I've been using computers since the early 90s and the answer to this has changed dramatically over the years. Right now, the best approach is to use open source alternatives when possible — they're usually free and often better than commercial products.

Be REALLY careful what you download to fix this. Half the 'free fix-it' programs you find are spyware in disguise. Stick to known-good stuff like the tools from major sites, and always scan downloads with your antivirus before running them.

First thing I'd do is reboot and try again. Sounds dumb but you'd be amazed how many 'tech problems' fix themselves with a restart. If that doesn't work, write down the EXACT error message and search for it — somebody on Experts-Exchange or a Geocities help page has hit the same thing.

I dealt with this same issue last year. The key thing is to make sure you're using the latest version of your software and check forums like Slashdot or Ars Technica for specific fixes. Technology changes so fast that advice from even 6 months ago can be outdated.

My advice: don't overthink it. Pick the option that works best for your situation right now. Technology changes every 2-3 years anyway so nothing you choose today is permanent. The best technology is the one you actually use.

I posted this exact question on a newsgroup a while back and got a ton of helpful replies. Don't sleep on Usenet — comp.* groups are full of people who actually know what they're talking about, way more than some web forums full of script kiddies.