The short story:
I took on a freelance client four years ago who weaseled his way out of final payment. Since it was early in my career, I could not afford legal recourse and did not want to expose the drama to my future clients.
He ended up using the project to get a job as an investor, and eventually used that to raise a seed round to build a company that will supposedly give accounting and financial support to freelancers.
Fast forward to today, I'm doing great and don't need the money, but my pride is preventing me from moving on mentally. I also have no doubt he'll use his scummy tactics on others in the future and it honestly bothers me that he continues to be successful despite his behavior. I have met with others who have had similar experiences.
What would you do in my situation? Reconsider legal action? Public shaming? Simply move on and chalk it up as a life experience?
Here's the long story: http://pastebin.com/4LB8e265
Thanks in advance.
Supposing you don't get the check and need to ask interesting hypothetical questions: these questions can be answered by a profession of specialized letter writers, at least one of whom practices in your town. Given copies of your emails they can write all of the letters required to get you a high-four figure check. It will likely run you low three figures to low four figures. Don't think of them like your representatives in a stressful court case, because it is 99.54% likely that there will be no court case -- think of them as highly trained specialists in letter writing, with high tolerances for both stress and tedium, who happily sell letters to almost anyone who asks for one.
Send the invoice. This has been equally true for 48 of the last 48 months.
Separately: the tech industry has an unsavory individual in it. Bad news: the world is lousy with them. This particular one is distinguished in your memory mostly because he had bad dealings with you. If your goal is decreasing the amount of unsavory business dealings in the world, you'll be far more effective by making it a point from now until your dying day to always tell young freelancers "ALWAYS GET A CONTRACT" rather than spending an iota of mental energy on this guy.