Rick:
Everything is always changing. There are new bicycles, clothing, roads, and who knows what. If you're in touch with serious cyclists, you'll learn when they ride in new places or new ways. If you're not getting the information you need, start asking cyclists. I'm sure that a few good questions will get you enough information for many solid shoots.
And BTW...Brian Bailey, considered by many to be the leading stock photographer of outdoor sports, is said to have a seven-figure income from this. "A nice little income" indeed.
Check out his work:
[
www.brianbaileyphotography.com]
Brian Yarvin
Author, Photographer, Educator
[
www.brianyarvin.com]