You should be proud,
@Ranching
Sounds like your brother is a pretty smart guy... maybe even as smart as his football coach brother.
So, while we're on the topic of bothers, I just have to brag a bit about my youngest brother. He passed on university and joined the Air Force, trained as a jet engine mechanic and, upon leaving, worked for a private business jet company.
He was doing quite well with the jet company - could have easily retired with them - and decided he wanted to start his own tool company. A lot of hard work and several years years later, he sold the company and "retired" to the Corpus Christi to start an RV park. Said he finally found the perfect job.
Personally, I don't know if I would have the guts to leave the security of the jet company and start, not one, but two businesses.