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If you are looking for more than just a service manual you may want to checkout Fix My Hog. They sell DVDs on how to do many of the common repairs on Harleys.
start with easy stuff, oil changes, primary adjustment, etc. Work toward more difficult tasks. You'll gain a little confidence every time you do something right. Add accessories (grips, pegs, lights, etc.) as a way to get comfortable putting a wrench to your scoot.
First get the necessary tools. there are several posts here to get you info on what tools to start with.
Take time to prowl thru the forums - there is a lot of helpful info and many questions answered.
7 Surprising Harley-Davidson Products that Are Not Motorcycles
Slideshow: The bar-and-shield logo shows up on far more than motorcycles, some of the company's most unexpected products have nothing to do with riding.
Slideshow: From the troubled AMF years to modern misfires, these bikes earned reputations for reliability issues, questionable engineering, or disappointing performance.
Crazy Bunderbike Build Looks Amazing, But Is It Impossible to Ride?
Slideshow: The Swiss custom shop has taken a Harley Softail and stretched it into something so long and low that it looks closer to a rolling sculpture than a conventional motorcycle.
Engraved Rebellion: Inside Bundnerbike's Glam Rock II
Slideshow: A standard cruiser becomes an intricate metal canvas in the hands of a Swiss custom house known for pushing Harley-Davidson platforms far beyond their factory brief.
Slideshow: Harley-Davidson's challenges aren't abstract; they show up in dropping shipments, shrinking dealer traffic, and strategic decisions that aren't yet translating into growth.