Here are the positions that I'm taking for the 2016 Kentucky Oaks.
1. $20 Win - Taxable. - This is my main horse in this race and I'll be keying her in all of my exotics as well. She's lightly raced but I like her outside position, her works leading up to the race and I think Jockey Corey Nakatani and Trainer Steve Asmussen will take this daughter of Tapit to the winner's circle.
2. $10 Win - Land Over Sea - Another horse that, on paper, might not make much sense to bet but this is a wide open race and I think you're going to have to take a price. Any time I can get John Velasquez at 5-1 or better I jump at the chance.
3. $10 Win - Cathryn Sophia - I'm somewhat tepid about this pick but I'm running under the theory that you can draw a line through this filly's last race. Up until that point she felt unbeatable.
4. $1 Tri - 14 (Taxable) with 13 (Land Over Sea), 12 (Cathryn Sophia), 11 (Rachel's Valentina), 3 (Lewis Bay), 2 (Weep No More)
I might make the Tri bet a straight box b/c I'm not entirely comfortable putting all of my eggs in the Taxable basket. That said, if I do that I'll cut the box to four horses, eliminating Lewis Bay and Weep No More due to cost ($24 vs $60 or $120) which I think might get too step for the potential payouts.