OP's friend's plan is a great one, but the hard part (heh heh) is getting that 100 bitcoin. It must have been so nice back in 2009-10 when the price was low, and you could have easily become a whale in only a couple of years. Now you have to be rich beforehand to grab 100 btc.
In either case, I think getting that amount might set you up with retirement level money in a few years. We'll get to $5000 eventually.
If someone want to go back to the time when the price of bitcoin was in pennies then for them I will suggest that they adopt an altcoin which you will think will survive forever and after you support it and promote it one day it will be at the price where bitcoin is now.
I don't think no altcoin will ever reach Bitcoin's price to be honest... all altcoins seem to be pump and dumps, even the ones with good technology eventually end up not delivering and get stuck.
Of course there are still big pumps to profit from but its a lottery.