I would like to suggest another angle to your post as to why Matt traveled the path he did.
Posted by: janice shell "... He decided to skip college, and start IHub instead. I think he was strongly motivated by the fact that in 1998 the Dreyer brothers had sold SI for $144 million in cash and stock, and in 1999 Rusty Szurek had sold Raging Bull for about $350 million in cash and stock [and] he hoped to do the same, but the dot.com crash put an end to that."
Matt's IH success came about from his "follow the leaders" of SI and Raging Bull, a copy of the SI and RB business plans, not from what he was told and believed about himself being a "boy business genius."
Once IH obtained a size of importance thru growth to a mature and stable company, Matt the "boy business genius" remained there doing a function that did not require such a talent.
Matt the "boy business genius" needed an ACT II of greatness.
Matt did another "follow the leader," where success is measured by obtaining a big money return.
Matt understood what we all found to be true, that penny stocks are 99.999% musical-chairs, not investments into companies destined for success.
I'll suggest and guess that Matt and many of the other players in the SEC case initially traveled a path where they saw themselves as having an advantage over the population of traders into pennies, as in they had more access to pump & dump facilities.
But a line was crossed eventually, most likely knowned and planned by a few of the SEC case, causing Matt to contemplate a withdrawal from the process.
Doug