Jim,
Well, I'll start by admitting that I am not a free-rider. I am a humble "Mountain Biker". However, I think it is important to realized that Confidence is a relative entity! It takes just as much confidence for me to push my envelope and ride on the edge, as it does for you to push your envelope and ride on the edge. Our envelopes are just different sizes... (mine is a business envelope, and yours is a padded reinforced 9 1/5 x 12 manilla envelope)
That said, "Time on the Bike" is the ONLY way to gain the Confidence that you feel you lack! Every couple of months, I realize that I went a little bit faster, a little bit farther, a little bit higher, a little more stylish, and a lot more relaxed than I used to go...
Keep Riding. But It is important (especially for you) to stay within your "relative" comfort zone. Going too big, too soon is a recipe for disaster.
It'll happen, especially if you've been there before. It just takes a while for the familiarity of it all to come back to the level of INSTINCT...
Good Luck Bro'
Mike