I've been coding more episodes, and one thing that has started to stand out is the proportion of time that the contestant who has the last bid on Contestants' Row wins. It is not surprising that they would win the bidding most frequently, though it seems that they win a lot.
From a simple betting standpoint they should have the odds in their favor for two reasons. First, they get to choose a bid mapping to a range of numbers with full knowledge of the other contestants' bids. Second, no other contestant gets to bid after them, and thus no other contestant has the potential of cutting out a part of that range of numbers.
For instance, if there are bids of 600 and 900 registered, and a contestant bids 601, they now have the range of numbers from 601-899 covered. If it is the third contestant bidding 601 there is still another contestant who could cut that - even all the way down to just one number (by bidding 602 and stealing the numbers from 602-899). If it is the fourth contestant bidding, that range of numbers (601-899) is perfectly safe.
A simple frequency count on the winner of the Contestants' Row bids for the episodes I've watched reveals that my suspicion is quite correct - the fourth contestant does win a lot. Like, a lot.
If we break it down to simple odds, the fourth spot on Contestants' Row has nearly twice as great a chance of winning as the next best spot (39.3% for fourth spot, 21.7% for first spot, 21.4% for second spot, and 17.5% for third spot).
It's an interesting point that the third position is actually the weakest - they should have some advantage from knowing what the first two bids have been and only differ from the fourth bidder in that they have someone who goes after them. This may mean that the knowledge of prior bids is simply a much smaller effect than lacking someone going after you.
I have noticed in casual watching that the first contestant also seems to win frequently. Anecdotally it would appear that they often win by getting exceptionally close to the eventual price, blocking out the other contestants who bid after them. This would lead to the question: do winners in different positions on Contestants' Row need to get closer to the price in order to win.
We can take a look at this by looking at the winning bids of each position, when they win. Particularly, we can look at the error in the winning bids by position. Because we're only looking at wins the bias is unidirectional - a winner can't have bid over the price of the item, only below or exact.
Interestingly, the first position does not has the highest rate of perfect bids (as I might have guessed) - the second position does. The first position does, however, have the highest proportion of winning bids within a range of $100 - around 45% of winning bids (including those perfect bids and those from $1-100). In fact, we can rearrange this chart to better illustrate this point.
This shows the cumulative percent of contestants in each position who have won with any given bid or lower. It is clear that when the first position wins on Contestants' Row they're actually doing it by bidding fairly well. The later bidders may suffer from trying to move away from this already established (but good) bid, though that's hard to identify.
It is also clear that winning from the fourth spot takes the least degree of precision - winning bids from the fourth position are on average off by more than any other position. This is very likely due to the ability to bid either $1 (securing the range of all numbers below the lowest bid) or $1 above the highest bid (securing the range of numbers higher than the highest bid). Both these bids have the potential to win while being off by a large margin.
Because the position moves around based on who wins, a fourth position win actually makes the prior third position the new fourth position. This is some solace to contestants trapped in the seemingly weakest third position, as long as there are a number of bids left. A fourth position contestant who loses their bid to the first bidder gets to retain their fourth position - a very fortunate turn of events for them, again given that there are some bids left.
Overall, it would appear that starting in fourth position is the best way to go, though it's also sort of out of your hands. While this information might not be practically applicable in the moment, it might make you feel a little better if you get trapped in third position and go home empty handed.