There's a local man here who is morbidly obese, and has decided to tackle his problems with obesity and depression by walking across America. So far he has walked from San Diego to Barstow. (Such a healthier approach to midlife crisis than most of our spouses took, eh?).
He has a wife and kids, and money is tight, so he can use financial support - but also emotional support and people to walk with him on different stages of his journey, and maybe provide him with a place to stay overnite.
Check out his web site and see if he'll be coming to your town this summer.