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Mathematical Considerations From the Bookmaker's Point of View

This post is prompted by the line analysis undertaken by @Crickett1414 on stream with Grass Guy and Ghost Wins. I'm trying to analyse it in hopes of finding new angles with it. This post will be a little bit all over the place and I will probably be correcting my derivations in the next day or so as there's a good chance I've made a few mistakes here and there and I may even be outright wrong on a few points. For now, I just want to get my thoughts out and I'll refine it later: this is very much an experimental post.

Betting from a bookmaker's point of view can be considered by reversing the bet from the bettor's point of view. Whereas a bettor at a bookmaker can only enter at market at a given price set by their counterparty the bookmaker, a bookmaker can only enter when they have found a counterparty, that is, the bettor. This would be the equivalent of someone setting a limit order on an exchange and having someone fill that order at market. The primary difference is that the bookmaker operates as maker and the bettor as taker, whereas on an exchange, someone can be a maker on one transaction but a taker on another. This only happens with bookmakers under certain circumstances where they give bettors leeway to invent a bet but this is a tiny fraction of a bookmaker's overall volume. If a bookmaker offers a bet at -110 odds and the bettor places $100 on this, he risks $100 for ~$91 rewards. Conversely, the bookmaker is risking ~$91 to make $100 reward: if the bettor wins, he loses ~$91 and if the bettor loses, he gains $100. It is clear to see that a bettor taking a bet at -110 is equivalent to a bookmaker making a bet at +110 for himself.

To take the simplest example possible, consider a market for the outcome of the Superbowl coin toss. Let us suppose that the coin is perfectly unbiased (that is, it is a true 50:50 outcome on heads and tails) and that the bookmaker, as a show of good faith decided to offer fair market odds, that is to say, each side is +100, or 50c. We now go about computing the expected value of all bets placed. Partition money on heads and money on tails as A and B. The expectation value of this market's profit is the probability of heads times the return in the case of heads plus the probability of tails plus the return in the case of tails. In this case, it is 0.5(B1/0.5-B-A)+0.5(A1/0.5-A-B), which is 0. This is because the odds are perfectly aligned with the probabilities, which means relative variance tapers off to zero as sample size tends towards infinity. Note that since we are considering expected value from the perspective of the bookmaker, the outcome heads means heads is a loss for him while he keeps the money placed on tails.

What if we introduce an overround to the coin toss? BetOnline had both sides as -102 for this year's Superbowl but for simplicity, let's set a 2% overround such that you have 51c on both sides, which would be ~-104 each way. From the point of view of the bookmaker, he has 100c-51c=49c each way, or ~+104 The expectation value is now 0.5(B1/0.49-B-A)+0.5(A*1/0.49-A-B), which becomes B/0.98-B/2-A/2+A/0.98-A/2-B/2 or B(1/0.98-1)+A(1/1.02-1) and then (A+B)(1/0.98-1), giving ~0.019(A+B) where A+B is your total market volume. The constant factor is the vig and represents the profit derived from the bookmaker from overpricing the odds.

The next question is what if we remove the overround but vary the probabilities. Make a and b the probabilities; since a+b=1, b=1-a. The expectation value is now a(B1/0.5-B-A)+b(A1/0.5-A-B) or a(B1/0.5-B-A)+(1-a)(A1/0.5-A-B). This expands to aB-aA+A-B-aA+aB and then reduces to 2aB-2aA+A-B and followed by (A-B)(1-2a). We see that there are two scenarios where this is zero; one is when a=1/2, which is the odds truly reflecting the underlying probabilities and also when the amount of money on heads equals the amount of money on tails. This makes sense as probabilities aligning with odds indicates fair value and money partitioned in ratio of odds balances the books. The bookmaker is profitable when both of the expressions in brackets have the same sign, that is when there is more money on heads than tails and yet tails is the more likely outcome or when there is more money on tails than heads and yet heads is the more likely outcome.

We can generalise this to include the overround by setting normalised percentage odds p and q related by p+q=1+r where p is the percent odds of heads and q is the percentage odds of tails and r is the overround. The bettor sees odds p and 1+r-p on heads and tails but the bookmaker sees odds 1-p and p-r. Now we have as our expectation value a(B1/(1-p)-B-A)+(1-a)(A1/(p-r)-A-B), which become aB(1/(1-p))-aB-aA+A/(p-r)-A-B+aA/(p-r)-aA+aB and then aB/(1-p)-aA(1/(p-r))+A(1/(r-p)-1)-B. For a coin toss, set p = 0.5 + r/2 and we get aB/(0.5-r/2)-aA(0.5-r/2)+A(1/(0.5-r/2)-1)-B. This is (A-B)(1-a/(0.5+r/2))+A(1/(0.5-r/2)-2) and finally (A-B)(1-a/(0.5+r/2))+A(r/(0.5-r/2)).

To make sense of the above, if even money comes in on both sides, the first term resolves to 0 and the second term then gives you a guaranteed positive term so long as r>0. On the other hand, if we let 1-a/(0.5+r/2)=0, we have a/(0.5+r/2)=1 and a=0.5+r/2. Thus, if the real probability matches the overrounded probability, the first term is zero and once again, the bookmaker pockets the remainder. Let us furthermore set a=0.5+r and the expectation value becomes (A-B)(-r/2/(0.5+r/2))+A(r/(0.5-r/2)) which gives (A+B)(r/2/(0.5+r/2)).

To bring this into focus a bit, we'll pinpoint the bookmaker's two sources of edge. One is the overround and the other is getting more money on the overpriced side (from the bettor's point of view) than the underpriced side. Since bookmakers in practice cannot perfectly balance the books, they use a combination of overround and getting money on the wrong side of the tracks (as far as the public is concerned) to make their profit. As we can see from the derivations above, we have two expressions corresponding with each of these sources of edge from the bookmaker's point of view.

What implications does this have for setting an moving lines? A bookmaker who understands the betting public's betting habits can spike the lines by setting them deliberately askew from the true underlying probabilities knowing that they will take the bait Since the betting public likes to bet on favorites, the bookmaker can set the line higher than it should be to entice the public to take the favourite, knowing the true line should be lower. The bookmaker will move the line up in order to reduce his risk and to keep the books somewhat balanced. Sometimes the bookmaker will move the line down even though public money is piling on the favourite: that generally indicates sharp action coming in on the underdog and the bookmaker will take that as a sign that the underdog is undervalued and thus they have breathing room to move the line down as still have the public on the wrong side of the tracks. It would not make sense for him the move the line down if he believed it would place himself on the wrong side of the tracks in the process.

Going back to the bookmaker's perspective, the public market buying the favourite is equivalent to him limit buying the underdog. As public money piles on, he sees that he can actually get filled on the underdog for cheaper, so he will do so in order to reduce his risk and get better entries. Simultaneously, he is limit buying the favourite any time someone buys the underdog. If he moves the underdog price lower he makes the favourite price more expensive for himself to buy but once again, he doesn't mind so long as he is getting more money on the side he believes is overpriced for the public. When sharps hammer the underdog, the bookmaker must take caution about moving the favourite line up as this will simultaneously make it more expensive for him to buy the favourite. If the favourite has been sufficiently underpriced while the line moves up, there is a risk the public will start betting on the underdog too and that's when the bookmaker can find himself exposed badly if the underdog covers.

When the bettor sees the line set by the bookmaker, he is engaged in a game of poker against the bookmaker. The bookmaker has his own models to estimate the probability and yet he sets lines intended to tempt public action a certain way. The bettor does not know which way the bookmaker is trying to entice him and it may even turn out the line the bookmaker wants him to take is the profitable one for the bettor. Nonetheless, the bookmaker can form a middle through line movement as if the line comes down and the public starts betting the other way, the bookmaker can benefit from the public being wrong both ways if the game lands around the middle of the spread movement. This can be relevant to games where one side starts as the favourite and then the other team becomes the favourite. If one team then wins by exactly one point, this can be an extremely profitable game for the bookmaker.

I may add more to this post as I think of it.

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Thoughts on Last Night

Around around she goes; we she ends, nobody knows. Only truly beatable infinity, unless you believe in luck So The Good Thief lead character explains as he sees the ball chase around the roulette wheel. But it wasn't luck that lost me last night; it was failing to follow my own methodologies for the best decision making in the world of prediction markets.  

Many of my assumptions held (Mamdani bets cashed to a profit, the Democratic sweep happened, and Morris County flipped to Sherrill, while closest race was the Virginia Attorney General), but a big one didn't -- that 2025 would not bring a record-setting Democratic wave. The wave crested like a tsunami, felt coast to coast, from the northeast to the southwest, from the midatlantic to the mountains, from the industrial midwest to the southern countryside, effecting small town mayoral races in Pennsylvania to Public Service Commission statewide gigs in Georgia, from legislative districts with 36 year incumbents in ruby red Virginia heartland to the most revolutionary Mayor ever elected in New York City since Henry George's failed effort signaled the rise of Populism a century+ ago. Candidate quality did not matter. Candidate spending did not matter. Incumbency did not matter. Job approval did not matter. Scandals did not matter enough or did not matter at all. Get out the vote efforts did not matter. This was an angry electorate seeking vengance, and finding its expression wherever they could. 

That was my first mistake, and it was a mistake, rather than bad luck. I assessed the wave risk at 10%, when it was manifestly much higher. All I needed to do was listen to....myself. I went back and watched my last episode w/ Baris and an episode a few months ago with the Duran, the latter where I previewed a collapse in GOP support if Trump didn't escape the foreign focus & wars, delivering only to the donor class. I spoke often of the new MAGA that began to build in 2023 -- young, working class, often minority, deeply unhappy with the political direction of an elder class they are rebelling against, as easily tempted by left populism as right populism, and as easily susceptible to political apathy and agnosticism as engagement & activism. The shutdown was actually a negative tipping factor for these voters, as the SNAP issue played poorly with them, while enraging part of the Democratic base otherwise unenthused up to that point. I made two errors in methodology & one error in psychology I detail below. 

The second error was bankroll percentage. It was a single race in a single state; as such, keeping it closer to 5% made more sense than expending it to 34%, especially if more cognizant of the risk. It also shifted my stronger risk appetite onto others, and that was en error I usually well avoid. If I had listed every major election pick this year at 5%, we'd be in the black; even last night, splitting 5% bets amidst the 3 elections, would have only been a modest loss, given certain underdog bets hit with Mamdani. As I often say, but forgot here to practice -- bankroll discipline is the most important aspect of successful trading in the markets, sports or politics. 

The psychological error was getting attached to a pick, and not relooking at it from scratch anytime new information arives. A natural tendency is to stay committed to something merely because of prior committment rather than look at it completely anew, and being afraid of taking a loss when once vested in so much hope of a win. 

Areas to improve:

  • using the methodological approach of motivated reasoning -- you cannot make reason the master of motivation, but you can use motivation to master reasoning. The Elephant in the Brain. I needed to put myself in a position to take the opposite side of each pick, make the best argument possible for it, and then test it against the other side. In this respect, one way to best maximize this is to include substack-style articles on this site laying out the argument, and letting the community respond -- as several sagely warned in this case, which can dramatically improve the quality of reasoning;
  • tracking all data available -- for example, whether an off-year election could be a wave election that might have polls actually overstate the White House incumbent party that even the GOP the polls tend to be biased against & digger deep dives into possible explanation for a poll's results (for examply, Miyares surge was partly fog, by Democratic voters choosing undecided rather than voting against b/c they didn't want to admit they secretly supported the murderous texts of their Attorney General candidate; 
  • waiting until election eve and election day, especially in the US elections, as the volatility proffers the best opportunities, and the best information is then availabile if timely processed; 
  • finding a way to better track live-time data on election night by reemploying an older technique from my political campaign days -- prior to the election, predicting the expected % for each county (and key precincts when available) in terms of expected vote share & vote distribution, which can most accurately forecast where an election will go, to get ahead of the markets (the big models out there completely crashed last night, including the $250K new-and-improved Decision Desk model;
  • avoiding all bubbles & returning to getting into the head of a wide range of voting groups, something I long excelled in, but have to dedicate myself to these days due to inhabiting a political world more these days that can make me too responsive to criticism -- "hey Barnes, you're a panican; hey Barnes, your Barnes/Baris voter is mythical; you don't get it, Jack is a lock in New Jersey". I need to step into the minds of these independent voters, and keep listening to the independent podcasters who were a useful signal in 2024 and 2025 -- see how Andrew Stein, Tim Dhillon, Joe Rogan, Dave Smith, Theo Von -- all left Trump train in the summer of 2025;
  • staying within the 5% max recommendation on a single election in a single state unless extraordinary reason supported by extraordinary evidence recommends otherwise, and including the assumptions in those extraordinary picks such that the pick can be sold off quick if those assumptions show other signs in the data

Truth is, losses teach you more than wins. Despite as much as I try to track the underlying assumptions of winning picks, the stay-up-top-3-am reearching and obsessing motivation comes from tough losses. In addition, I learn the values of patience, forbearance, discipline, emotional equilibrium, self-belief, as well as better improving a sound methodological approach through "putting my money where mouth is" and sharing it with the world for public accountability and transparency improving decision-making skill over time, maintaining humility when the trap of hubris would otherwise ensnare.

After three decades of successful US elections, my setback in 2022 dramatically improved my analysis for 2024, proving fantastically profitable. Thanks to everyone for participating, hope you continue to partake in the community, and if I were a betting man, and I am, I would wager we will be profitable again, in matters of pocketbook, principle and politics very soon. 

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