It's far from being a simple question. The issue with trying to answer this question is that those answering are required to know a players' speed. You can only gauge a players' speed by watching them play or looking at data. If by "speed" we are talking "A game" then nobody ever hits their top speed in every round of a tournament or every time they play for money. The skill, with money games, is knowing when you are likely to hold your speed and your opponent isn't, and maximising your opportunity at that point in time. It's gambling and there is an art to it.
Pre-planned, high profile races to 100, where both players are getting paid to reduce the hit that one of them will take and also become more marketable, hardly count as an answer to the original question. If I had to offer an answer it would be a categorical "we will never know, and he probably either ended up broke (or at least not a man of means) or was independently wealthy from non gambling activities". None of which really matters because he might still have had a happy life.