A half-brother to Eclipse Award and GI Breeders' Cup Sprint winner Drefong (Gio Ponti), MGISW, $1,538,385–now siring Classic winners in Japan–Ultimate Gamble was given a trio of six-furlong breezes leading into this comeback effort, suggesting that he prefers a trip considerably longer than his half-brother. Content to take a hold and let a few of his rivals to go on with it, Dettori allowed his mount to find his feet and settled him in third position and wide around the first turn, remaining in no particular hurry to move towards the lead down the backstretch.

Methodically drawing to within striking distance by the time the field hit the second bend, Ultimate Gamble was nursed along and leveled up three wide at the quarter pole, with Dettori taking a look back to see 4-year-old Palagio (Practical Joke) looking dangerous wider out. Asked to meet that challenge, Ultimate Gamble swapped his leads on cue, carried a two-length advantage into the final furlong and stayed on strongly for the victory, then galloped out a ton into the clubhouse turn while receiving a congratulatory pat from his Italian pilot. The winner covered his final two furlongs in a slick :24.52.

Bred by Machmer Hall, who acquired Eltimaas for $77,000 in foal to Mizzen Mast at the 2013 Keeneland November Sale, Ultimate Gamble first changed hands for $325,000 at the 2021 Keeneland September Sale and went on to achieve the second-highest price at last year's OBS April Sale when hammering for $1.75 million (under-tack breeze). That was not the first time the progeny of the mare lit up the tote in Ocala, as Sui (Candy Ride {Arg}) fetched $675,000 at the 2019 March Sale, while Order of Magnitude (Curlin) made $425,000 at the 2021 April Sale.

Eltimaas, a half-sister to champion and GI Breeders' Cup Juvenile hero Action This Day (Kris S.), is also the dam of a 2-year-old Curlin filly that was sent to Japan after selling for $525,000 at KEESEP last fall

4th-Santa Anita, $67,000, Msw, 4-1, 3, 4,/5yo, 1m, 1:36.68, ft, 2 1/4 lengths.
ULTIMATE GAMBLE, c, 3, by Medaglia d'Oro
1st Dam: Eltimaas, by Ghostzapper
2nd Dam: Najecam, by Trempolino
3rd Dam: Sue Warner, by *Forli
Sales history: $325,000 Ylg '21 KEESEP; $1,750,000 2yo '22 OBSAPR. Lifetime Record: 2-1-0-0, $45,000. Click for the Equibase.com chart or VIDEO, sponsored by TVG. Click for the free Equineline catalog-style pedigree.
O-Red Baron's Barn LLC & Rancho Temescal LLC; B-Machmer Hall, Carrie & Craig Brogden (KY); T-Mark Glatt.

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1st-GP, $84K, Msw, 3yof, 1mT, 11:30 p.m.
Gulfstream Park's packed Florida Derby Day card includes a pair of turf events for 3-year-old runners that are worth a look.

Hinkle Farms homebred OGEMA BAY (Medaglia d'Oro) debuts for Shug McGaughey with Luca Panici in the irons. Her dam Madame Du Lac (Lemon Drop Kid) produced two-time GI Woodford Reserve Turf Classic victor Divisidero (Kitten's Joy). Also prepped for a rookie start is GLORIA'S PRINCESS (Cairo Prince) from the stable of Brendan Walsh. Ridden by Luis Saez, the Harvey Clarke-owned filly is a half-sister to GISW Harvey's Lil Goil (American Pharoah).

First-timer and Godolphin homebred MAY FANE (Uncle Mo), who hails from a family that includes MGSW Frosted (Tapit), draws to the outside for Bill Mott with Irad Ortiz aboard. TJCIS PPS

6th-GP, $84K, Msw, 3yof, 1mT, 1:56 p.m.
THE ARCHANGEL (Medaglia d'Oro), a half-sister to Derby hero I'll Have Another (Flower Alley) and MGSW Golden Award (Medaglia d'Oro), is out of mare Arch's Girl Edith (Arch) who also produced Gloria S (Tapit), the dam of Race 1's Gloria's Princess. The first-time starter for trainer Roger Attfield will break from post nine with Shaun Bridgmohan in the irons. TJCIS PPS

4th-SA, $67K, Msw, 3-5yo, 1m, 5:31 p.m.
ULTIMATE GAMBLE (Medaglia d'Oro) flashed speed on debut as a juvenile at Del Mar Aug. 13, but ended up seventh in a vain attempt to catch MGISW Cave Rock (Arrogate) and MGSW Practical Move (Practical Joke) who will be seen next week in the GI Santa Anita Derby. Out of Eltimaas (Ghostzapper), the $1.75million '22 OBSAPR purchase by Red Baron's Barn or Rancho Temescal LLC. was back in-training after a break for Mark Glatt in the new year. This time around he will get the services of Frankie Dettori. The dark bay colt who initially went for $325,000 Ylg KEESEP to De Meric Sales has a yearling half-sister by Curlin that fetched $525,000 KEESEP last fall. TJCIS PPS

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4th-CD, $120K, Msw, 2yo, f, 6f, post time: 2:27 p.m. ET
MOODY (Munnings) was hammered down to Maverick/Siena for $550K at KEESEP last fall, making her the most expensive of 82 (97 ring) of her outstanding sire's youngsters reported as sold in 2021. The bay is a maternal granddaughter of Interior Design (A.P. Indy), the dam of seven-time Western Canadian stakes winner Modern (Tiznow), and a full-sister to 2001 champion 2-year-old filly Tempera as well as MGSW/G1SP Equerry (St. Jovite). Zeitlos (Curlin) is the second foal out of Thyme For Roses (Aus) (Redoute's Choice {Aus}), a Group 3 winner in Melbourne, Australia, for the late Jon and his wife Sarah Kelly and Gai Waterhouse and acquired by Stonestreet for the equivalent of $595,200 at the 2017 Magic Millions National Broodmare Sale.  TJCIS PPs

5th-WO, C$126K, Msw, 2yo, f, 6f (AWT), post time: 3:12 p.m ET
TAG TEAM (Curlin) becomes the second starter for her dam Midnight Lucky (Midnight Lute), winner of the 2013 GI Acorn S. and the GI Humana Distaff S., two of her four victories from five trips to the post. Tag Team, whose female family includes fellow Pegram luminaries Hookedonthefeelin (Citidancer) and her talented MGIS daughter Pussycat Doll (Real Quiet) as well as Spendthrift sire Jimmy Creed, was a $140K KEESEP grad and hammered for $400K at OBSAPR after breezing in :10 2/5. TJCIS PPs

7th-SAR, $105K, Msw, 2yo, 6f, post time: 4:29 p.m. ET
GENERAL JIM (Into Mischief) gets going for Hall of Famer Shug McGaughey and Don Adam's Courtlandt Farm, who went to $850K for the son of SP Inspired by Grace (Curlin) at last year's KEESEP sale. Second dam Harve de Grace (Boston Harbor) is also responsible for Inspired by Grace's GI Mother Goose S.- and GIII Schuylerville S.-winning sister Off The Tracks as well as MGSW Concord Point (Tapit). TJCIS PPs

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