"You may not need the money, but your clients don't really care; they expect that when they cut you a $5,000 check, you're going to be 100% committed to delivering what you promised them." This makes the assumption that Chris will not be 100% committed to delivering what he promised.
"Again, your official pitch is wham bam thank you ma'ma." His official pitch is that he will build a prototype for someone in 2 weeks time for $5,000. Nothing about that indicates to me that just because he has set a time limit on it, he will not have his clients best interests at heart or that he wouldn't be willing to work with his clients to figure out a next course of action should the work increase beyond 2 weeks time.
"when all is said and done full time contractors who align their interests with their clients are almost always more productive than "I'm doing this for fun" freelancers who think their impressive resumes entitle them to $xx,xxx/month in short-term client engagements." Entitled is certainly a strong word to use. If he is as capable as he says he is, I'm not sure why he shouldn't get paid for a service he is providing for people who need it. I'm also not sure there's as big a difference between contractors and a "I'm doing this for fun" freelancers as you make it out to be. Contractors are allowed to pick what they work on, same as freelancers. :)