The Tropical Park Oaks, a mile turf stakes for 3-year-old fillies, will co-headline Sunday's day-after-Christmas program at Gulfstream Park with the $100,000 Tropical Park Derby, a 1 1/16-mile turf stakes for 3-year-olds.

Tobys Heart has won stakes at Saratoga, Belmont Park and Kentucky Downs but has yet to win a stakes around two turns. The daughter of Jack Milton's quest for two-turn success doesn't figure to be an easy one with the likes of undefeated Lady Speightspeare among the eight fillies entered in the Tropical Park Oaks.

“It would be nice seeing her win around two turns. We'll keep our fingers crossed for Sunday,” Lynch said. “This is a good time, because it's the last chance to win against her age group.”

Tobys Heart finished third at Saratoga in the Lake George (G3) and second in the Tepin at Churchill Downs, both at a mile. Back around one turn, the Kentucky-bred filly drew off by 2 ¾ lengths to win the $500,000 Music City Stakes at Kentucky Downs Sept. 12.

In her most recent outing, Tobys Heart finished fourth in the 1 1/16-mile Valley View (G3) over a yielding course at Keeneland.

“She was down on the inside and took the worst of it. I thought she ran really well. She got beat a neck for second and the winner loves the soft going and won well,” Lynch said.

Hall of Famer Javier Castellano, who was aboard at Saratoga, has the call.

Charles Fipke's Lady Speightspeare looms as a short-priced favorite in the Tropical Park Oaks off victories her flawless record in four starts at Woodbine, including victories in the Natalma (G1) at a mile on turf and the Bessarabian at 1 1/16 miles on Tapeta.

Emma-Jayne Wilson, who has been aboard the home-bred daughter of Speightstown in all of her starts, has the return call.

Trainer Mark Casse will be represented by a pair of fillies, Live Oak Plantations' Inthewinnerscircle and SBH Racing Inc.'s Mademoiselle Nova, who finished 1-2, respectively, in the 1 1/16 Cellars Shiraz over Gulfstream's Tapeta course Nov. 5.

Luis Saez has the call on Inthewinnerscircle, also a stakes winner on turf. Edwin Gonzalez has the mount on Mademoiselle Nova, who won back-to-back optional claiming allowance victories on turf at Woodbine before losing by a neck to her stablemate in the Cellars Shiraz.

Fergus Galvin, R. A. Hill Stable, Black Type Thoroughbreds, John Arenson and Alan Lefevre's Breaker of Chains, is set for her third start in the U.S. since being imported from Ireland. The Kentucky-bred daughter of Bernardini broke her maiden in her U.S. debut at Kentucky Downs before finishing sixth in the Valley View (G3) over a yielding Keeneland turf course.

Tyler Gaffalione has the return mount aboard the Jimmy Toner-trained filly.

R. A. Hill Stable and Brereton Jones' Stunning Princess, who captured an optional claiming allowance Dec. 3 at Gulfstream; Dede McGehee's Gladys, a full sister to 2009 Horse of the Year Rachel Alexandra; Fortune Racing LLC's Bipartisanship, a British-bred filly who broke her maiden at Laurel two starts back; and Burning Daylight Farms Inc.'s Dream About Me, coming off a maiden score at Monmouth and an optional claiming allowance at Delaware Park; round out the field.

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Running away to a 3 1/2-length score first out on the Ellis turf last summer, the gray repeated by 3 3/4 lengths in the Runhappy Debutante S. on dirt there to earn 'TDN Rising Star' honors before recording runner-up finishes in the GIII Pocahontas S., GI Darley Alcibiades S. and GII Davona Dale S. Back in the winner's circle after a score in the GII Gulfstream Park Oaks, the $250,000 Fasig-Tipton October grad has added victories in the GII Summertime Oaks, GIII Delaware Oaks and last out in the Seneca Overnight S. Oct. 1 at Churchill.

A fellow 'Rising Star', Tobys Heart (Jack Milton) is looking for her third stakes triumph and first going a route of ground. A dominant 6 3/4-length debut maiden winner despite early trouble last June at Churchill, the $45,000 OBS March bargain backed that up with a success in Saratoga's Bolton Landing S. and annexed the Limestone Turf Sprint S. over this course Apr. 9. Winless in her next three starts, she was last seen cruising to a 2 3/4-length victory with a field-high 92 Beyer in the Nelson's Green Brier Whiskey Music City S. over 6 1/2 furlongs at Kentucky Downs Sept. 12.

It speaks to the depth of this field that an undefeated Grade I winner in Lady Speightspeare (Speightstown) is pegged at 10-1 on the morning line. Also earning a 'Rising Star' badge thanks to a 3 3/4-length score debuting at seven furlongs on the Woodbine grass last August, the Chuck Fipke homebred validated that distinction with a conquest of the GI Natalma S. as the favorite less than a month later. Forced to the bench for nearly a year, the chestnut returned to capture a Woodbine allowance/optional claimer by two lengths over this distance Sept. 6.

Streaking Queenship (Ire) (Excelebration {Ire}) adds European flair to the field, making her North American debut for trainer Joseph O'Brien. Third at 14-1 when unveiled over six furlongs on all-weather last November at Dundalk in Ireland, the bay graduated by a head when stretching out a furlong there next out and took a handicap event by five lengths in her first turf try Apr. 7 at Gorwan Park. Facing males in her initial stakes attempt, she scored a half-length victory in the Navigaton S. Sept. 28 at Cork.

Another recent Euro import rates a big chance in Breaker of Chains (Bernardini). Third after a slow break debuting over a mile July 18 at The Curragh, the $30,000 Keeneland November buy improved a spot against males over nine furlongs on soft ground at Leopardstown Aug. 5 and rallied from last to first for an impressive maiden win with an 89 Beyer Sept. 11 at Kentucky Downs.

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Breaking from post six, Tobys Heart settled in the back of the field of 11 early, content to hang back while Risky Reward led the field down the hill and around the bend. Into the stretch, Rosario found room on the rail to sneak through and pass Risky Reward to win by 2 3/4 lengths. Alwayz Late passed Risky Reward to take over second.

The final time for the 6 1/2 furlongs was 1:14.36. Find this race's chart here.

Tobys Heart paid $4.60, $3.00, and $2.80. Alwayz Late paid $7.40 and $6.00. Risky Reward paid $11.80.

Tobys Heart is a 3-year-old filly by Jack Milton out of the Lil's Lad mare Pick of the Pack. She was bred in Kentucky by Trackside Farms. She is owned by Gary Barber, Terry Hamilton, and Bryan Lynch, who also trains the filly. Consigned by Bold Arrow Thoroughbreds, Tobys Heart was purchased for $45,000 by Alistair Roden Bloodstock at the 2020 Ocala Breeders' Sales Company's March Two-Year-Olds In Training Sale. With her win in the Music City, Tobys Heart has two wins in six starts in 2021 and a lifetime record of four wins in eight starts with career earnings of $494,750.

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Lynch said Silverton Hill's Red Danger will use that Saratoga experience to step up to stakes company next out at Kentucky Downs in Franklin, Ky. Red Danger had been training in the Bluegrass State at Churchill Downs in Louisville, Ky., before setting up a show at the Spa in early July.

“He stepped up like we needed him to the other day and now we'll look at one of those 2-year-old stakes at Kentucky Downs,” Lynch said. “We're very happy with how he did it and his time at Saratoga set him up nicely for his next steps.”

The news wasn't as positive for Amerman Racing's graded stakes-winner Gift List, who was working her way back from one setback before needing a chip removed last week, postponing her return to the track.

“We had another little hiccup with her,” Lynch said. “She had a small chip removed and she's going to be laid up for a little bit. She'll be back in the fall, hopefully.”

Gift List has not run since finishing third in the Grade 3 Wonder Again on June 3 at Belmont Park in Elmont, N.Y. as the 3-year-old Bated Breath filly worked her way back after recovering from pneumonia and combating colic.

On August 6, Gift List breezed four furlongs in :54.20 seconds on over Saratoga's Oklahoma turf training track. Lynch's original goal was to get her ready for the $700,000 Jockey Club Oaks going 1 3/8 miles on September 18 at Belmont, but those fall plans have now been placed in a holding pattern.

After earning black type in the Wonder Again over a Belmont turf rated good, Gift List was slated for a potential next-out start in the first leg of the Turf Triple with the $700,000 Grade 1 Belmont Oaks on July 10 followed by the $700,000 Grade 3 Saratoga Oaks Invitational on August 8.

Instead, she likely will have to skip the Turf Triple series entirely, curtailing the momentum she generated to start 2021 when she ran second, a half-length back to Jouster, in the Grade 2 Appalachian in April at Keeneland Race Course in Lexington, Ky., before winning the Grade 2 Edgewood by 4 1/2 lengths going 1 1/16 miles in April at Churchill Downs. That winning effort netted a personal-best 88 Beyer.

Toby's Heart, who ran third in the Grade 3 Lake George on July 23 going one mile on the Saratoga turf, was listed as a probable for Saturday's $200,000 Grade 2 Lake Placid for sophomore fillies going 1 1/16 miles but instead will opt for the $500,000 Music City at 6 1/2 furlongs on Sunday, September 12 at Kentucky Downs.

Owned by Terry Hamilton, Lynch and Gary Barber, Toby's Heart won the 5 1/2-furlong Limestone Turf Sprint in April at Keeneland over a course labeled good. Stretched out to seven furlongs, the Jack Milton filly ran fifth in the Grade 3 Soaring Softly in May at Belmont but responded by running second in the Tepin contested at the Lake George distance on June 26 at Churchill Downs over firm ground.

After heading back to Kentucky, Lynch said there is a possibility Toby's Heart will return to Belmont for the fall meet.

“She's doing really well and we're looking forward to cutting her back in distance a little bit and having a crack at the big pot down there and then see what our options are,” Lynch said.

Toby's Heart breezed a half-mile in :51.50 Sunday on the Oklahoma training turf.

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Tobys Heart (Jack Milton) got the 'Rising Star' nod off a spectacular debut over 5 1/2 furlongs of the Matt Winn turf course at Churchill just shy of a year ago, overcoming a slow break to score by the better part of seven lengths. An easy winner of Saratoga's Bolton Landing S. in August, she was forced to miss the Breeders' Cup via injury and was sixth trying two turns for the first time in the Feb. 27 GIII Hercomesthebride S. at Gulfstream. The dark bay was back to her best in her latest, a rallying, half-length success in the TVG Limestone Turf Sprint S. at Keeneland Apr. 9, for which she earned a career-best 88 Beyer Speed Figure. Saturday's trip should hit her right between the eyes.

Star Devine (Ire) (Fastnet Rock {Aus}) has the right to excel over further, but takes this next logical step off a 'Rising Star' debut at Aqueduct Apr. 8 in which she spotted her rivals a handful of lengths at the break, but sprinted hard in the final furlong and a half to win going away.

Contrarians could easily land on Hit The Woah (Vancouver {Aus}). The daughter of a precocious G1 Golden Slipper winner, the bay broke her maiden at second asking in a rained-off event at Aqueduct last November, defeating no fewer than five next-out winners in the process. Fourth at odds-on in the Jan. 2 Glitter Woman S. over the Gulfstream main track, the $150,000 KEESEP purchase came with a late run to be third, beaten a half-length, in the one-mile Sanibel Island S. in Hallandale Mar. 27. The slight cutback in trip could be to her advantage.

Invincible Gal (GB) (Invincible Spirit {Ire}) broke her maiden on debut over a turf sprint trip last August and makes her first appearance since finishing second in the Tepin S. over a mile and a sixteenth at the Big A in late November.

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Spanish Loveaffair (Karakontie {Jpn}) opened her account last season with a pair of victories going a mile over this course, in her July 23 debut and the Sharp Susan S. Aug. 29. Second behind undefeated 'Rising Star' Aunt Pearl (Ire) (Lope de Vega {Ire}) in Keeneland's GII Jessamine S. Oct. 7, the bay finished sixth behind that rival in the GI Breeders' Cup Juvenile Fillies Turf S. in Lexington Nov. 6.

Con Lima (Commissioner) has never been worse than second in her career and has made six of her seven starts at this venue. Wiring a one-mile optional claimer here by 5 1/4 lengths Dec. 12, the dark bay scored another decisive victory in the Ginger Brew S. Jan. 2. Setting the early pace last time in the GIII Sweetest Chant S. Jan. 30, she was overtaken late and forced to settle for second.

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Co-owned by Terry Hamilton and trainer Brian Lynch, the 3-year-old filly was impressive in a pair of efforts sprinting on the lawn last term.

After kicking off her career with a 'Rising Star' performance beneath the Twin Spires June 4–following a slow start, she unleashed an explosive run to graduate by 6 3/4 lengths–Tobys Heart followed up with a good-looking, come-from-behind score in a loaded renewal of Saratoga's Bolton Landing S. most recently Aug. 19 (video).

The second through sixth-place finishers in the Bolton Landing–Joy's Rocket (Anthony Cross) (second), Amanzi Yimpilo (Ire) (No Nay Never) (third), Mischievous Dream (Into Mischief) (fourth), Quinoa Tifah (Gemologist) (fifth) and Sweet Souper Sweet (First Samurai) (sixth)-have all added stakes victories since.

“She had two tiny chips removed from the front of her P1 on both ankles,” Lynch said. “We cleaned them up and gave her a little bit of time and I think it's been a blessing. She seems like she's blossomed–bigger, stronger filly. It gives you something to look forward to.”

Tobys Heart has posted eight workouts at Lynch's Palm Meadows base since mid-December, including a five-furlong spin in 1:03.45 (12/26) on grass Friday.

“She hasn't missed a beat since we put her back into training,” Lynch said. “We're looking to stretch her out and look forward to seeing what she shows us when we try her around two turns. She's doing everything right, so fingers crossed.”

Tobys Heart, a $5,500 Fasig-Tipton Kentucky Fall yearling, brought $45,000 from Alistair Roden Bloodstock on behalf of Hamilton and Lynch after breezing an eighth in :10 1/5 at OBS March.

Bred in Kentucky by Trackside Farms, Tobys Heart is from the second crop of young Crestwood Farm stallion Jack Milton. She is out of the stakes-winning Lil's Lad mare Pick of the Pack, a half-sister to GSW Great Attack (Greatness).

Lynch and his aforementioned longtime client also campaign recent GIII John B. Connally Turf Cup S. winner Spooky Channel (English Channel). The duo, of course, also teamed up on popular GISW Heart to Heart (English Channel).

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The winner’s stakes-winning dam Pick of the Pack is a daughter of GSW Cat Attack (Storm Cat) and a half-sister to GSW Great Attack (Greatness). The 19-year-old mare produce a Comissioner colt in 2019 and a Commissioner filly Apr. 15 of this year. She was bred back to Astern (Aus). Click for the Equibase.com chart or VIDEO, sponsored by Fasig-Tipton.

BOLTON LANDING S., $85,000, Saratoga, 8-19, 2yo, f, 5 1/2fT, 1:02.31, gd.
1–TOBYS HEART, 122, f, 2, by Jack Milton
                1st Dam: Pick of the Pack (SW, $107,450), by Lil’s Lad
                2nd Dam: Cat Attack, by Storm Cat
                3rd Dam: Harp Strings (Fr), by Luthier (Fr)
($5,500 Ylg ’19 FTKOCT; $45,000 2yo ’20 OBSMAR). 1ST BLACK
   TYPE WIN. O-Hamilton, Terry and Lynch, Brian A.; B-Trackside
Farm (KY); T-Brian A. Lynch; J-Jose L. Ortiz. $46,750. Lifetime
Record: 2-2-0-0, $92,150.
2–Joy’s Rocket, 122, f, 2, Anthony’s Cross–Queenie’s Pride, by
Special Rate. ($47,000 2yo ’20 OBSMAR). O-Team Hanley;
B-Weston Thoroughbreds Training & Sales (FL); T-Steven M.
Asmussen. $17,000.
3–Amanzi Yimpilo (Ire), 122, f, 2, No Nay Never–Honourably
(Ire), by Galileo (Ire). ($300,000 Ylg ’19 KEESEP). O-Moulton,
Susan, Detampel, Marc and CJ Thoroughbreds; B-Longueville
Bloodstock &Matrix Bloodstock (IRE); T-Wesley Ward. $10,200.
Margins: 1 1/4, 2 1/4, 1HF. Odds: 0.55, 7.10, 6.40.
Also Ran: Mischievous Dream, Quinoa Tifah, Sweet Souper Sweet, Hara, Sassy Hannah. Scratched: Stylish Rags, Sunny Isle Beach.

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