Dylan's First Million

In the excitement of winning $1,000, Dylan proposes to his girlfriend, who points out that $1,000 won't pay for much of a wedding. She also jokes that 'It's not as if he has won a million dollars'. Disheartened Dylan mentions this to Alan, his mathematician roommate, who tells him that in theory it is possible to turn $1,000 into just over $1,000,000 simply by doubling the money ten times.
$1,000
1 $2,000
2 $4,000
3 $8,000
4 $16,000
5 $32,000
6 $64,000
7 $128,000
8 $256,000
9 $512,000
10 $1,024,000
With the help of his friends, Dylan attempts to figure out ten different ways to double his money, and take him to the million-dollar target.