100 into million i think is easier. my reasoning is that
1. if you have the same knowledge in both situations, the types of hustles people will come up with to seperate you from your money will be more "common" and known to you if you have the million. billion dollar congame will be more sophisticated.
2. On the stock market, generally when you're smaller, you have more room and opportunity to grow. more options to double up. the bigger you get the less investing options you have that will be worth it.