Here is my risk profile in the Liberal Leadership race. I do not intend to hedge the position (this is done by selling futures on Tradesports since bets on Pinnacle are buy-side only):

Essentially what this graphic means is that I have Dion at +925 (9.8%) and Kennedy at +2000 (4.8%) that will pay out (profits) of $3286/$3360 if Dion/Kennedy win. If they do not win, then I am down $491 ($32 of that was due to a 10% deposit bonus). I received incredibly good odds and I think the bookmakers across the Atlantic Ocean (in the UK) were not doing their homework on this one.
If I win, one can always say “why didn’t you bet more?”. The reason is because one’s wagering should always be constrained by the amount of available capital and your expectations of being correct. Even if you had a high degree of probability being correct, you should never ever wager your entire stack of cash on such an event since you would be wiped out in an adverse outcome.
This is governed by a simple edict of game theory – assuming you have a biased coin (landing heads 0.5+x of the time) that pays off 1:1 on any bet, how much of your capital should you wager on any bet? The answer is 2x. So if the coin is biased 55% to land on heads, your optimal wager is to bet 10% of your capital. If the coin is biased 75% of the time, your optimal wager is to bet 50% of your capital. Intuitively this should make sense – if the coin is not very biased then you lose more capital than gain if you bet too high a fraction. If you bet too little of your capital, your variance will be lower but your maximum expectation will be lowered as a result.
If I lose, I still think I made a great wager. It’s much easier to say it wasn’t a good wager in hindsight, but that’s what predicting the future is all about – you don’t have the power of hindsight. I received great value. I’ll still have plenty of capital left to continue making great wagers and eventually some of them will hit.
Fortunately from what has remained a hobby has materialized into a situation where one can make substantial sums of money and still remain within a proper risk profile. As a result, I’ve turned a three-digit figure into a mid four-digit over the process of a couple years. Not bad for recreational work.