2018 KENTUCKY DERBY DAY: Analysis, Selections, and Tickets

Saturday is Kentucky Derby Day at Churchill Downs, and amidst the pride and pageantry of the event is a bevy of wagering opportunities. As I did with the races leading up to the Kentucky Oaks, I’ll have race-by-race analysis, as well as three Pick Four tickets down at the bottom of the page (for the Oaks Day write-ups, click here).

It wouldn’t be fair to bury my Derby analysis, so I’ll spend some time dissecting that race up here at the top. As much as I want to go against #7 JUSTIFY, and as much as I feel that 3-1 is a short price to take on a horse that’s run three times, I think he’s the horse to beat if he runs back to his Santa Anita Derby effort. By all indications, he’s done everything right since that race, and while many factors could get him beat (I’m most concerned with how he’ll react to such a large field given that he’s faced just 14 others in his three starts to date), I don’t think the distance will be a problem.

As you can probably infer, I don’t think Justify’s a cinch, or anything close to that. I’m using him on my tickets, but I’ve got two other “A horses” and three “B horses” for exotics purposes. The value on the board could come with #6 GOOD MAGIC, who makes his third start in this form cycle. A similar pattern led to his runaway score in the Breeders’ Cup Juvenile, and I like that he’s run well in races with very large fields. Nothing can replicate the environment the Kentucky Derby presents, but here’s a fun stat: While eight horses in this field have won races with fields of 12 or larger signed on, Good Magic’s the only horse in this field to have won two such events (additionally, he ran a close second in the Grade 1 Champagne, which also drew 12). At his likely price, I need him on my tickets.

I also need to use #14 MENDELSSOHN, the runaway winner of the UAE Derby. Yes, he probably rode a bias to that victory, but he also boasts a win in last year’s Breeders’ Cup Juvenile Turf. He had some adventures getting to Churchill Downs, and much has been made of trainer Aidan O’Brien’s struggles in this race, but with the right trip beneath all-world rider Ryan Moore, Beholder’s younger half-brother could be the one they have to catch turning for home.

My three “B horses” are all trained by Todd Pletcher. #5 AUDIBLE, #16 MAGNUM MOON, and #18 VINO ROSSO are all talented, but I think they’re a cut below my top three. Audible and Vino Rosso would certainly benefit from a pace meltdown, while Magnum Moon figures to be close to the pace. All three have a chance on their best days, but they may need perfect trips, which are tough to come by in a 20-horse field.

The main horse I’m leaving out is #11 BOLT D’ORO, and it isn’t for a lack of talent. I think he’s a very solid horse, but I’ve noticed a trend in his two-turn races. He doesn’t seem to be a fan of passing horses late, so where he turns for home is usually where he finishes. In that sense, he’s a lot like 2013 Breeders’ Cup Classic winner Mucho Macho Man, who also had a high cruising speed and was tough to reel in if he hit the top of the stretch in front, but often hung when he had some work left to do at that point. I just don’t think Bolt d’Oro will be in front turning for home, and 8-1 seems short on a horse that hasn’t crossed the wire first since October, doesn’t it?

With that in mind, let’s go through the 11 races leading up to the Derby. One reminder, and it’s the same one that was present in the Oaks preview: Even though there’s a chance of rain in the forecast, these analyses assume that all races carded for the turf stay there.

On with the show!

RACE #1: I’ll look to start off the proceedings with a bit of a price. #2 SHARE THE UPSIDE is 5-1 on the morning line, and I think he’s got a chance to be a very good 3-year-old. His debut win at Oaklawn was strong, as he dueled through fast fractions and moved away well late. That race was validated when the runner-up came back to win, and there doesn’t seem to be much other early speed signed on.

The favorite and second choice will likely be #5 CROSSWALK and #6 ONCE ON WHISKEY, and they’re well-meant. I’ll use them both in exactas with my top pick, and if the track is wet, I’ll also throw in 15-1 shot #4 ARTICULATOR, who has done his best running when the skies have opened up.

RACE #2: This morning line puzzles me. #2 SUMMER LUCK and #1 GRAY SKY are 5/2 and 3-1 respectively, and they’re a combined 3 for 49. Needless to say, I’m not a fan of either horse, and I’ll focus on two others drawn toward the outside.

#6 BIG GRAY ROCKET is my top pick. He went to the Al Stall barn earlier this year and has run against a number of strong horses. The added distance should be to his liking, and I think he’ll be flying late. I’ll also be using #7 SUPER DERECHO, who may inherit the early lead by default. He lost all chance at the break in his last start, and he may be the one they have to catch turning for home.

RACE #3: This is another spot where I’m against several horses that may take money. #8 LOOKIN AT LEE, of course, ran second in last year’s Kentucky Derby, and #5 SONNETEER ran in that race as well. However, they’re a combined 4 for 37, and I hate betting horses like that.

I prefer the other two likely choices. #4 HOLLYWOOD HANDSOME was a good second two back in the Grade 2 New Orleans Handicap, while #6 IRISH FREEDOM may simply hate Santa Anita and could relish the surface switch for new trainer Brad Cox. On wider tickets, I’ll also throw in #3 LANGDARMA, who could outrun his odds if he repeats his two-back effort.

RACE #4: I can’t get past two runners in here. I’m most impressed by #3 DING DONG DITCH and #9 IRISH TERRITORY, and that’s the pair I’ll rely heavily on. Both likely needed their returns off of long layoffs, but repeats of their races two back would make them tough to beat. Irish Territory is my top pick, as that effort was a runner-up finish behind Catholic Boy in the Grade 3 With Anticipation at Saratoga.

I’ll throw #2 MIDNIGHT TEA TIME and #4 UNBRIDLED REBEL underneath. The former showed some talent in his debut before going to the sidelines, while the latter was a close second in back-to-back races at Gulfstream Park.

RACE #5: The big story in this allowance is the return of #8 MCCRAKEN, who is using this race as a prep for next month’s Grade 1 Met Mile. He’s my top pick, but this clearly is not the goal, and it wouldn’t be stunning if the three-time graded stakes winner tasted defeat here.

The other horse I think you need to use is #6 BEHAVIORAL BIAS, who was a close-up fourth in the Grade 3 Commonwealth last time out. I think he’ll like the extra furlong he gets in this race, and he may be a bit of a price to boot.

On wider exotics tickets, I’ll also use #1 SIEM RIEP, #9 DAZZLING GEM, and #10 ROYAL SQUEEZE. Royal Squeeze ran the best race of his career at this route. It was against weaker company, but at his likely price, I need to have him in some capacity, just in case the return to his favorite track wakes him up.

RACE #6: Graded stakes action starts here with the Grade 1 Humana Distaff. Many runners in here exit the Grade 1 Madison at Keeneland, and while I’m using that race’s winner (#1 FINLEY’SLUCKYCHARM), I actually prefer a filly that ran a colossal race in defeat.

That’s #8 AMERICAN GAL, who was making her first start since last summer. She was sent to the lead, raced through wicked fractions, and was beaten just a neck. As mentioned leading up to that race, I felt she may have been the best 3-year-old filly in the country last year when she was healthy, and she could very well move forward off of her Madison performance.

Finley’sluckycharm certainly fits here, and I’ll use her. I also need to throw #5 LEWIS BAY onto my wider tickets. She showed a new dimension in the Madison, when she came flying late and missed by a head. If the pace proves hot, she could be the main beneficiary.

RACE #7: Good freaking luck, folks. This is the Grade 2 Distaff Turf Mile, and the race is completely wide open. I’ve gone seven-deep in the middle Pick Four in this race, and if you can narrow it down further than that, more power to you.

Most of the speed is drawn to the outside, and the main pace threat is likely favorite #11 LA CORONEL. However, she’s no cinch, as longshot #10 PSYCHO SISTER has one way of going and could make it difficult for the Grade 1 winner to clear. If the pace gets fast, it could set things up for the likes of #1 MADAM DANCEALOT, #7 RES IPSA, and #9 ON LEAVE, all of whom could come flying late as the race falls apart.

I also need to use a few others. #2 THUNDERING SKY has tactical speed and is drawn well compared to the other pace factors, #5 DREAM DANCING had a very wide trip last time out and gets Javier Castellano, and I’ll reluctantly throw in #3 DREAM AWHILE, simply because I can’t allow myself to be knocked out of a wager by a Chad Brown-trained turf horse in a wide-open race given how hot that barn has been lately.

RACE #8: This is the Grade 2 Churchill Downs, and it’s drawn one of the top sprinters in the country. That’s #3 IMPERIAL HINT, whose lone loss in his last seven starts was a close second to Roy H in the Grade 1 Breeders’ Cup Sprint. His 2018 debut was a fine prep for this race, and there’s a chance he’s much the best. That being said, his one start at Churchill Downs was horrible, and he won’t be alone on the lead.

Because of these facts, I’ll also use #7 LIMOUSINE LIBERAL, who likes Churchill Downs as much as any other horse in training. He won four stakes races here last year, and he could sit a dream trip just off the speed. If he gets that sort of trip, he could make the 4-1 morning line odds look like an overlay.

RACE #9: The Grade 2 American Turf starts off an all-stakes Pick Four ending with the Kentucky Derby, and it’s a doozy. I can’t fault the logic of those going very deep in this race (or even buying it), but since I’m trying to put together an affordable ticket, I’ll take a bit of a stand and go two-deep.

My top pick is #11 UNTAMED DOMAIN. This was one of the best 2-year-old turf horses around last year, and he was beaten just a length by Mendelssohn in the Breeders’ Cup Juvenile Turf. He likely needed his first race back, and the Tampa Bay Derby is a complete throw-out because Untamed Domain is not a dirt horse. I think we’ll see him on his A-game Saturday, and those last two races mean we may get a bit of a price.

The other horse I have to use is #3 THREEANDFOURPENCE, who accompanied stablemate Mendelssohn to the U.S. and will be ridden by all-world jockey Ryan Moore. He’s been competitive with Mendelssohn on turf and gets Lasix for the first time, and like Untamed Domain, he’s not a dirt horse, so that thumping last time out in Dubai is easy for me to ignore.

RACE #10: The Grade 3 Pat Day Mile drew a strong field, including a few runners that wouldn’t have been ridiculously out of place in the Kentucky Derby. The 14-horse field should ensure bettable prices all around, although I’d be pretty surprised if my top selection went off at his morning line price.

That’s #8 MASK, who was getting rave reviews following two straight impressive wins to start his career. He was briefly sidelined with an injury, and while he hasn’t run since January, anything close to the form we’ve seen would make him a major player. I doubt we’ll get 4-1, but 5/2 or so wouldn’t deter me from betting him.

In case Mask needs a race, I’ll also use #1 NATIONAL FLAG, who is 2 for 2 this season and exits an impressive win in the Grade 3 Bay Shore. He may need a better break than the one he had that day, but he’s a certain contender with a clean trip, and if Mask doesn’t show up, National Flag strikes me as the most logical winner.

RACE #11: I’ll end this portion of my analysis by taking a stand against the likely favorite in the Grade 1 Turf Classic. That’s #10 BEACH PATROL, who won a pair of Grade 1 races last year and was second in the Breeders’ Cup Turf. He makes his first start of 2018 here, and he’ll likely be a heavy favorite.

Having said that, I have serious reservations about him. He’s at his best going much longer than this nine-furlong distance, and there’s a chance he needs this race off of a six-month layoff. I’m leaving him off of my Pick Four tickets and solely opting to use him in saver doubles that end in the Kentucky Derby.

My top pick is #7 SYNCHRONY, who’s gotten exceptionally good since Joe Bravo hopped aboard two starts ago. He most recently won a Grade 2 at Fair Grounds, and while he’s got a strong turn of foot, he’s also shown a bit of tactical speed and shouldn’t have to rally from out of the clouds.

I’ll also use #3 KURILOV, who exits a key race won by next-out Grade 1 winner Heart to Heart, as well as #6 ARKLOW, whose turf form looks much better if you toss his two New York races from last summer. I’m hoping Beach Patrol isn’t fully cranked and wants to go longer, and if I’m right, the potential for a nice late Pick Four payoff goes way up. Speaking of which…

PICK FOUR TICKETS

$0.50 Pick Four: Race #2

R2: 6,7
R3: 3,4,6
R4: 3,9
R5: 1,6,8,9,10

60 Bets, $30

There are no singles, but I’m narrow enough early to be able to spread in the payoff leg. Perhaps McCraken wins and makes that strategy look foolish, but if he’s simply using this race to stretch his legs, I want to get paid.

$0.50 Pick Four: Race #5

R5: 6,8
R6: 1,5,8
R7: 1,2,3,5,7,9,11
R8: 3,7

84 Bets, $42

This one starts where the early one ends, and I’ll opt for a different, “A-only” approach to kick it off since I absolutely need to spread in the third leg. I wish I could hit the “ALL” button in that race, but barring a significant scratch, I can’t do that and give out a ticket that stays within a reasonable budget, so this will have to do.

$0.50 Pick Four: Race #9

R9: 3,11
R10: 1,8
R11: 3,6,7
R12: 5,6,7,14,16,18

72 Bets, $36

The philosophy here is pretty simple. If I can get to the 20-horse Kentucky Derby, I feel confident that I’m going to hit for a decent sum of money (especially if one of my non-Justify horses wins the main event). Between field sizes, the massive pool we’re likely to see, and the lack of Beach Patrol on my ticket, even a somewhat formful set of results could lead to a big score, and with the time between the Turf Classic and the Derby, such a scenario would leave me plenty of time to be nervous before the Run for the Roses.

Analysis, Selections, and Tickets: Kentucky Derby Preps and Pick Four Sequences, PLUS: A STRANGE Week

We’ll get to my analysis of the three Kentucky Derby prep races, and the Pick Four sequences that contain them, shortly. However, I first need to start out by saying…well, by saying that it’s been a REALLY weird week.

It started with a small right-wing blog picking up a letter that I wrote to WRGB, the Sinclair-owned TV station in my former hometown of Albany, N.Y., criticizing their airing of the company-wide message they were roundly panned for last week. This was not a political stance, but one coming from the point of view of a journalist with a conscience (yes, we exist). Naturally, this got contorted to their desired degree of spin, and that made for a number of interesting conversations with people.

As strange as that was, the truly bizarre stuff happened Thursday. Those of you who truly know me know the kind of person I am. However, over the past 13 months, I’ve had some fun on Twitter occasionally morphing into a character that took several forms depending on what was being discussed. Most of the time, I was puffing my ample chest out over a successful season at Saratoga, begging for Beemie Award consideration (hi, Jason), or otherwise doing my best to troll people I liked.

Some people picked up on what I was doing right away (oddly, most of them are fellow diehard professional wrestling fans who appreciate someone cutting a good promo!). However, thanks to several people I like and respect a great deal (likely much more than they want me to, in all honesty), I caught wind that my perception among certain horse racing people was that of a pompous buffoon who actually believed his own hype. That necessitated the below tweet, which you’ve likely seen by now.

If you think, for one solitary second, that I truly believe my own hype, you’re misguided. What you’ve seen over the past 13 months was a gimmick constructed thanks to a fateful conversation that I’ve mentioned before on this website. I came to the conclusion that, if certain people were going to believe I was an unbelievably strong personality (to the point of that being anything but a compliment), I was going to have as much fun with it as I could.

The “128 winners at Saratoga” stuff? That was inspired by “Married With Children” protagonist/American hero Al Bundy’s rants centering around “four touchdowns in a single game.” Since I’ve mentioned that, I feel the need to include this.

You’re welcome. Anyway, the “best to never win a Beemie Award” stuff, and all the posturing that happened there? That was entirely the result of much too much time spent watching professional wrestling with arrogant bad guys who always seemed to have the best lines at their disposal. With said “strong personality” at my disposal (and by the way, can you tell that was a REALLY bad choice of words by an unnamed person yet?), it was natural to portray this character as a rebel.

If you fell for that and thought that was a 100% accurate representation of me in real-life, that means I probably did a heck of a job with the gimmick, but it also means that I need to pull the curtain back. As I’ve told a few people over the past few days, I’m a slightly introverted nerd who has no problem with self-deprecating humor. I’m incredibly fortunate to have my job and the professional respect that I have for doing what I do, and not a day goes by where I don’t consider myself genuinely blessed to be in that position.

As the tweet above says, if what you’re reading is analysis, or my thoughts on a race, that’s me, as I am. If you think that the person pandering for Beemie consideration or doing a Santino Marella victory celebration is actually who I am, know that it isn’t. Many of you out there got the gist of what I was doing (including a few people that have done a lot for me simply by existing), but enough of you didn’t, so I needed to expound on that before we went further.

Now that we’re 700 words into this article, let’s dive into some Saturday analysis! We’ve got three Kentucky Derby prep races scheduled, and they all come within fun late Pick Four sequences at their respective tracks. I’ll take a look at all three, and we’ll go in alphabetical order of tracks, so we’ll start in New York.

AQUEDUCT

$0.50 Pick Four: Race #8

R8: 2,3,4,5,6,9,11
R9: 3,4,5
R10: 5,9
R11: 2

42 Bets, $21

As a heads-up, this ticket assumes that the 11th race stays on the turf. If it doesn’t, this ticket is rendered obsolete, as I don’t have a clue who wins if it’s run on the main track. However, for now, it’s a fun sequence that I think you can play for cheap.

The Grade 1 Carter Handicap kicks things off, and I thought this was the toughest race of the sequence. If you want to buy the race, I understand, but I only went seven-deep so as to keep the cost of the ticket down (if it chalks out, it won’t pay much). #2 ARMY MULE and #11 AWESOME SLEW figure to take most of the action, but I needed to use several others as well. That includes many logical contenders, as well as 20-1 shot #6 PETROV, whose recent slate looks much better if you can bring yourself to draw a line through that clunker two back. This is a flexible runner campaigned by savvy connections, and I needed him on my ticket.

The ninth is the Grade 3 Bay Shore for 3-year-olds going seven furlongs. #4 NATIONAL FLAG and #5 ENGAGE will take much of the money, but I thought #3 JUSTAHOLIC was intriguing at his 8-1 morning line price. He’s stepped forward in every start to date and topped a decent Todd Pletcher trainee last time out at Tampa. This barn has done terrific work with a limited number of runners, and it’s interesting to see them show up in this spot far from home.

The 10th is the Grade 2 Wood Memorial (and seriously, can we begrudgingly admit that the graded stakes committee got it right with the downgrade?). #5 ENTICED will be a popular single off of his win in the Grade 3 Gotham, and he could easily make it two in a row. However, I also needed to use #9 VINO ROSSO, who wants every bit of this distance and may have bounced last time out off of a career-best effort two back. We may get a bit of a price on him today, and it’s not inconceivable to think he’s sitting on a big effort.

The 11th is the aforementioned turf race, and if it stays on the grass, I think #2 ASTOUNDING will be tough to beat. He’s been running against much better horses since going to Jason Servis’s barn in 2016, and this spot represents significant class relief. His most recent effort wasn’t good, but that came on dirt off of a layoff. This is the route he wants, and if he gets a good trip, I think he’s going to be formidable (even at a short price). If he doesn’t win, I don’t know who does.

KEENELAND

$0.50 Pick Four: Race #7

R7: 2,5,7,10,12,13
R8: 2,8,10,11,12
R9: 1
R10: 4,10,11

90 Bets, $45

A few notes before we start: First of all, this ticket is obviously contingent on Keeneland running this card in the first place. I have no insider knowledge, nor have I ever claimed to, but if the winter storm barreling towards Kentucky is as bad as some forecasts are claiming, this could get dicey. Additionally, if the first leg comes off the turf, my ticket is irrelevant.

Good? Good. We’ll kick it off with the Grade 2 Shakertown, which has drawn a field of 14 turf sprinters. #13 DISCO PARTNER is the 5/2 morning line favorite, and I think he can win, but he’ll need to negotiate a trip from a tough post in his first start since the Breeders’ Cup to do so. I’m using many others as well, including #12 BOUND FOR NOWHERE, who’s 3-for-3 in America and was a credible fourth in last year’s Group 1 Commonwealth Cup at Royal Ascot. If you toss the effort two back at Deauville, he more than fits with this group, and I’ve got a tough time believing this Wesley Ward trainee will be 20-1 when the gates are sprung.

The eighth is the Grade 1 Madison, which is shaping up to be a tremendous race. It’s drawn Grade 1-quality fillies and mares and a field of 13, which makes things very tricky. I went five-deep and used most of the main contenders. My top pick is #11 AMERICAN GAL, who I think may have been the best 3-year-old filly in the country last year when healthy. She’s been off since a dominant performance in the Grade 1 Test, but she’s been working well for Simon Callaghan and has handled shipping east with aplomb in the past. If she’s right, I think she’ll be tough.

The ninth race is the Grade 1 Ashland, and it features one of the top 3-year-old fillies in the country. That’s #1 MONOMOY GIRL, who figures to be one of the favorites for next month’s Kentucky Oaks. There isn’t much other early speed in the race, and I think she’ll be able to dictate the terms all the way around. I respect #2 ESKIMO KISSES, but Monomoy Girl seems like a different kind of filly, and she’s an easy single for me.

We’ll finish with the main event, as the 10th is the Blue Grass, which doubles as the race that I analyzed for this week’s DRF Derby Countdown Weekly Guide. You can find my thoughts there (as well as my preferred single-race wagering strategy), but to summarize, I think #4 KANTHAKA is very appealing at a price. I’ll also use likely favorite #11 GOOD MAGIC, and I’ll defensively use #10 FREE DROP BILLY, just in case he returns to the form he showed last year at Keeneland when he won the Grade 1 Breeders’ Futurity.

SANTA ANITA

$0.50 Pick Four: Race #9

R9: 3,6
R10: 3,5,6,7,9
R11: 3
R12: 1,2,4,6,7,10

60 Bets, $30

I’ve got a gripe to address before we start. Santa Anita has three stakes races being run outside of this Pick Four sequence (not counting the Arabian race that ends the day), which ends with an optional claiming event. It’s still a juicy sequence that could pay more than it should given the possibility of several short-priced winners, but why the lack of an all-stakes Pick Four on a big day? I’m sure there’s a logical business reason for this, but from a fan’s perspective, this doesn’t make a lot of sense to me.

Anyway, onward and upward. The ninth is the Grade 1 Santa Anita Derby, and I’m not getting cute. I’m using #3 BOLT D’ORO and #6 JUSTIFY, like pretty much every other ticket on the planet. Simply put, I think these are two of the top four 3-year-olds on the road to the Kentucky Derby right now, and I can’t rationalize throwing anyone else in.

I’m spreading in the 10th, the Grade 2 Royal Heroine. I would really like #6 ENOLA GRAY and #9 SASSY LITTLE LILA if it was solely one of them running, but while I think either could win, the scenario of them speeding away early and getting run down is certainly possible. As such, I’m using a number of closers, including #3 BEAU RECALL, who was the very last horse I threw onto the ticket. I don’t like that she seems to enjoy running second or third, but this race sets up for her, as it does for fellow closers #5 THUNDERING SKY and #7 MADAME STRIPES.

I wish I could give you an interesting alternative to #3 MIDNIGHT BISOU in the 11th, the Grade 1 Santa Anita Oaks. However, I can’t do that. I think she may be the best 3-year-old filly in training right now, and the way she’s moving forward with every start leads me to believe she’s sitting on a big effort. The ample early speed in here is a plus, and I will be stunned if we get 6/5 on her at post time. If we do, I think that’s a considerable overlay.

As mentioned, an optional claimer ends this sequence, and it’s a tough betting race. If you’ve got the budget to buy the race, by all means do that. I settled on going six-deep, and while I used likely favorites #1 LASEEN and #2 PANTSONFIRE, I’m not in love with either. If I had to make a top pick, it’d be #7 THE TULIP, who lost her action two back and should be rolling late at a bit of a price following her win last time out. I also have to use 15-1 shot #4 MS WAKAYA, who’s run into some sharp horses in her prior tries going long on turf. She’s got some tactical speed, which isn’t abundant in this field, and I wouldn’t be shocked if apprentice jockey Franklin Ceballos boots her to the front early and sees how long she can stay there.