Betting

These 2024 Kentucky Derby strategies may pay dividends for bettors

The Kentucky Derby is one of the great gambling holidays.

Whether you’re a horseplayer or not, chances are you are going to want a piece of the action come 6:57 p.m. Saturday evening.

And though plenty of railbirds will gladly provide their expertise and opinions to casual punters on the first Saturday in May (and it will make their day if you ask them), there is a way to at least set yourself up for success by just building a strategy and sticking with it as you start placing your bets.

Don’t play favorites Sierra Leone (above) and Fierceness together when making your Kentucky Derby wagers. Getty Images

This doesn’t guarantee you’ll win, but it should provide you with plenty of upside if the race breaks your way.

Picking between the favorites (or not picking them at all)

The two favorites in this race No. 17 Fierceness (5-2) and No. 2 Sierra Leone (3-1) are polar opposites, so it’s unlikely a race breaks out where they both have success.

Fierceness is lightning fast and will want to put separation between himself and the field, while Sierra Leone lacks pace but tries to make up for it with endurance and a late-closing style.

Kentucky Derby Fierceness, who is lightning fast, could be one of the early pacesetters. Getty Images

If Fierceness fails, it’ll likely be because he loses steam and falls toward the back of the pack.

If Sierra Leone loses, it’ll be because he couldn’t keep up with the pace. It’s hard to imagine a race where they get into a battle down the stretch.

If you want to use one of the headliners, make sure to chuck the other.

It’s also not the worst idea to fade both of these favorites.

It’s likely you’ll lose, but both of these horses need things to break their way, and if they don’t get it on their terms, it could be curtains.

Plus, so much money in the pool will come in on them that if you go against them and get it right, the upside could be tremendous.

Weather

There is some weather in the forecast for Saturday, and it could end up being a muddy or sloppy track.

The last time that happened we saw Country House, a 65-1 long shot, win after Maximum Security was disqualified.

Mystik Dan chances could improve if it rains Saturday at the Kentucky Derby. Getty Images

If the track is muddy, you can expect No. 3 Mystik Dan (20-1), No. 1 Dornoch (20-1) and No. 6 Just Steel (20-1) to get plenty of betting support.

You also could see Sierra Leone’s odds shorten and maybe even flip with Fierceness.

Chaos ticket

It may sound obvious to say, but the Kentucky Derby is one of the best opportunities at a big score on the sporting calendar.

It is the only race that features a field with this many horses and this much talent, so it welcomes chaos and variance.

Rich Strike won the Kentucky Derby two years ago as an 80-1 shot. Michael Clevenger and Christopher Granger/Courier Journal

Long shots win. Long shots hit the board.

You want to have at least one ticket where you cash in on the unthinkable happening and the race getting completely flipped.

You only have to go back two years for an example of this happening.

That’s when Rich Strike (80-1) won, creating some monster payouts.

The winning exacta from 2022 paid $4,101.20 on a $2 ticket.

The correct trifecta of Rich Strike and the two favorites — Epicenter and Zandon — paid $14,870.70 on a $1 bet. Mama mia!


Check Out the Best Sports Betting Sites and Apps


It’s very unlikely to happen.

But it is worth spending a couple of bucks building a trifecta or superfecta around a couple of long shots and praying they hit the board.

The No. 7 Honor Marie (20-1), No. 15 Domestic Product (30-1), No. 18 Stronghold (20-1) and No. 6 Just Steel (20-1) are good candidates for a chaos ticket.

Set your budget, gamble responsibly.

It’s easy to get carried away on a day like this. Do everything you can to make sure you don’t.