For your $380 you get (a) some money back, no matter what and (b) the joy of being able to say "I HIT THE EXACTA IN THE DERBY!"
Seriously, IF someone were to try this, you'd want to play a little bit more than $380. You'd want a few bucks to cover the chalkier combos for more than a dollar. Strategically, if you are serious about using this bet as a cornerstone of your Derby betting, you need to spend about another (I'd guess) $50-$75 in "get me closer to even exactas" should the chalk roll in. I'd guess at about $450 total, your maximum downside could probably be limited to $200-$250, while your upside could be a few thousand. It is the relative likelihood of each of those outcomes, in your mind, that governs doing something like this.
You'd like to have an idea of the price on the projected chalkiest exacta, first, before undertaking such a thing. And, of course, you have to be somewhat solidly against the chalk hitting the top two slots.
I've seen crazier bets (cue for IC to talk about Matt's trfecta boxes....)
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