Fillies, No Fellas: Looking Back At Guests’ 2023 Kentucky Oaks Picks

In a revival of last year’s segment of the same name, I asked nearly every woman who has ever appeared on Paddy’s Picks to provide a pick for the Kentucky Oaks. The primary motivation for originally making this article was the opportunity to use the phrase, “Fillies, No Fellas,” the origin of which I’ve forgotten, but it actually turned out well enough to try again.

Unlike last year’s piece, this article is being published after the Kentucky Oaks, giving me the opportunity to provide grades for every single pick. Yes, letter grades. There are two ways that readers can interpret this editorial choice. Assigning grades could allow me to write less while hopefully still providing a fun environment for contributors. It could also allow me to pass harsh judgment on people who don’t know what they’re doing. I refuse to elaborate further. read more

Race of the Day: 2023 Kentucky Derby Analysis

I woke up this morning and the sky was falling. Several of my guest handicappers had already heard the news and were frantically texting me. It’s taken a few hours, but I believe I’m finally ready to complete my Derby analysis once and for all.

Kentucky Derby favorite Forte’s withdrawal from the race this morning sent shockwaves throughout the racing community as everyone frantically tries to evaluate the race without him in it. It feels more wide open than ever and I’ve had to slowly come to a new understanding. read more

Why They’ll Lose: Drawing a Line Through Every Horse in the 2023 Kentucky Derby

Unlike my previous article, this is is somewhat outside my comfort zone. I definitely prefer looking for upside in horse racing, as well as most other things, so finding fault in each Kentucky Derby runner was a unique challenge. Such an exercise is necessary, however.

Before any bettor can fully throw his support behind a runner, understanding how that horse might lose is imperative. Locks are incredibly rare, as the random nature of the sport makes them technically impossible.

It hurt me to insult some of the horses in this race, as they’ve truly impressed me and will have my support this Saturday. Others were fairly easy to rule out for any number of reasons, some plain and some more nuanced. read more

Road to the Derby: Kentucky Derby Analysis

We’re at our last stop, aren’t we? After months of studying in an effort to understand the Kentucky Derby, 20 horses will now converge at Churchill Downs. I’ve made money on a few of them, lost more on others, but it has all led to this. Let’s see if I’ve learned anything.

By now, I’ve waxed poetic about the history, opined about current events in the racing world and given you a little about my personal life in this series along the way. Hell, I told my readers about an ill-fated karaoke experience, if that ever meant anything to you. But as the Derby approaches, this one should come down to the analysis. Let’s get to it. read more