1. How are you at chemistry? If chemistry (and math) are really difficult and not fun, then you won't like winemaking.
2. Are you able to spend over half of your "winemaking" time cleaning and sterilizing things?
3. Are you OK being alone for long periods?
4. To start, I'd suggest you get a good winemaking book (try several and pick the one that speaks best to you) and treat it as your bible. Mine is "Home Winemaking Step by Step," by Jon Iverson. Read everything you can about the process, online--blogs, articles. And volunteer at a working winery. When you start your own batch, do a small one. Maybe do a kit first, though I never did a kit.