Many remember Perot as the goofy rich guy who ran for president in 92, but what many don’t know is that he funded NeXT computer - Steve Jobs’ post-Apple venture that was later acquired by Apple and transformed computing for the next decade. Interface Builder and the NextStep core libraries were arguably one of the biggest catalysts of the iPhone App ecosystem. In many ways iOS exists because of NeXT. So while it was…
Perot reportedly acquired 16% of NeXT for his $20M investment[1].
I don't know the details of the cash/stock split but Apple ultimately acquired NeXT for $350M after paying off its debts[2]. That's $56M for Perot if he maintained that 16% stake.
If he kept it all in Apple stock (unlikely I know, but fun to play this out) he'd have had about 2.3 million shares of Apple at the time. AAPL has split 28X since then[3], so if he held it, today he'd own 64.4 million shares. Total present-day value, not counting significant dividends in the meantime: $12.9 billion.
Really, it doesn't matter if he kept it. By the uncaring math of Wall Street, that $20M investment ultimately generated $12.9 billion worth of value.
[1] https://www.nytimes.com/1987/01/30/business/company-news-per...
[2] https://www.cnet.com/news/apple-acquires-next-jobs/
[3] https://www.fool.com/investing/2016/08/10/apples-stock-split...