The earliest point at which AAPL reached $14 (roughly $3.57 in post-split shares) was Nov. 1999. If they'd purchased 36 (500/14) shares, they would now have 1008 shares, worth roughly $200K.

So, absolute best case and assuming they held until the all-time high, roughly a 400x return. There would be another ~$30K in dividends, assuming no dividend reinvestment.