I recently upgraded a computer with an OEM Win 7 platform and was astounded at the number of previously purchased programs that no longer work in Win 7, or work with reduced functionality. Maybe there's a better way, but this setup works well for ME, most of the time, except for typical MS quirks. As a professional real estate appraiser, I rely HEAVILY on MS Outlook, MS Office suite, Internet Explorer, Adobe PDF software, Paperport Manager, Quickbooks Pro, and WinTotal. I'm able to maintain my computer & network in a malware-free fashion, troubleshoot issues, perform repairs, and modify systems to do what I need them to do. On a scale of beginner>intermediate>advanced>expert, I'd say my Windows skills are probably upper intermediate to solid advanced. I'm a relatively proficient Windows user who is trying to migrate to Linux Ubuntu 9.10 Karmic Koala. I'm actually VERY EXCITED about long-term prospects, but I'm looking for some guidance & perhaps even some mentoring!
This is a pretty long post with lots of topics, but it's only becuase I have LOTS of questions and very few answers.