The event was done through Team-in-Training. Team-in-Training is an organization that raises funds for cancer research. To raise funds, they help individuals train for an endurance event like a marathon/triathlon. Over 80% have never done an endurance event before. The training is fairly intense and lasts three to four months.
The hard part about Team-in-Training is not the training, however. It is the fundraising. You actually sign a document - if you do not officially withdraw by a certain time, usually several weeks after training starts - that your credit card will be charged for the balance of your minimum fundraising obligation (whatever you do not raise).
For my event, there was a minimum fundraising obligation of almost $4,000. This was an order of magnitude and then some more than I've ever raised for any charity prior.
My argument about the $10 check was that I thought I had a good relationship with my parent's neighbor and that he would recognize the importance of what I was trying to do (personal growth and all that) and help support me (it is all 100% tax deductible) with a $25 or $50 donation.
As it turns out, going back to the idea of giving money as "free speech", the people who gave the most usually had a direct connection to leukemia or lymphoma in their family. And they wanted to support me in memory of their loved ones. It wasn't about me, it was more about them (and usually I didn't know that there was a connection until afterwards). As for my parent's neighbor with the $10 check, he didn't care for the cause (even though he is in that field) or, more importantly, for me and what I was trying to overcome/conquer/do/accomplish. It hurt but I eventually got over it. I know that getting asked for money is hard - but asking people for money is harder (you're putting yourself out there).
The triathlon was a life-changing experience. I ended up raising almost $6,000. I highly recommend TNT to anyone I encounter who ever says "I wish I could run a marathon" or "I can't swim so I can't do a triathlon" or "I'm in a rut" (marathons are their most popular event, by far).