EXPERT PICKS

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EXPERT PICKS

WEDNESDAY, OCTOBER 29, 2025 — 10 RACES, 1 PM ET

 

Pick Five (races 1, & 6), Derby City Six Jackpot CARRYOVER = $6,229 (race 5) & $3 Late Pick 3 (race 8) all with a LOW 15% TAKEOUT. 

Kaitlin Benson

Kaitlin Benson is currently a reporter and analyst at Churchill Downs, Turfway Park, and Colonial Downs. Kaitlin is also well versed in international races including stops on the Road to the Kentucky Derby in Europe and Asia.

RACE 1

  • 3. SUMMONYOURCOURAGE

    SHOULD SIT THE IDEAL OUTSIDE PRESSING TRIP OFF OF THE FRESHENING

  • 5. LURED AWAY

  • 1. BERMUDA BLITZ

Selections:

3-5-1-4

RACE 2

  • 3. GILDED RULER

    SNEAKY MOVING BACK TO THE DIRT ON THE CLASS DROP

  • 6. AMERICAN XPERIMENT

  • 7. BUSHIDO

Selections:

3-6-7-4

RACE 3

  • 5. GILMORE

    KILLS YOU WITH CONSISTENCY, LOVES THIS ONE TURN MILE

  • 1. UNLIMITEDPOTENTIAL

  • 4. WELAKA

Selections:

5-1-4-6

RACE 4

  • 6. VULCAN'S BOOTS

    MUCH BETTER AROUND TWO TURNS

  • 8. MY STUBBORN LASSIE

  • 2. HONEY DUTCH

Selections:

6-8-2-4

RACE 5

  • 4. CATEGORY TEN

    COULD SLIP UNDER THE RADAR COMING IN FROM SMALLER TRACKS

  • 8. CANDY NUN

  • 3. TRES SOLES

Selections:

4-8-3-1

RACE 6

  • 10. MISTER BANDERAS

    OUTSIDE SPEED + DROPPING TO LOWEST LEVEL YET

  • 8. CAMPAIGN TRAIL

  • 9. HEPHEPCUTDOWNNETS

Selections:

10-8-9-1

RACE 7

  • 11. EASY KISS

    BRED WELL TO WIN FIRST OUT + GETS IRAD ORTIZ JR.

  • 8. GRAZIE PREGO

  • 7. TIZMATIC

Selections:

11-8-7-12

RACE 8

  • 5. MOONLIGHT

    BEST SUITED OVERALL FOR THE DISTANCE

  • 4. NOT THIS BOY

  • 6. THIS IS USCAR

Selections:

5-4-6-3

RACE 9

  • 2. SHOW OF FORCE

    WANTS EVERY BIT OF THE DISTANCE

  • 5. COCO COOL

  • 9. MISSION IMPROBABLE

Selections:

2-5-9-6

RACE 10

  • 1. INCREDIBOLT

    EXITS KEY RACE + STRONG ROI FOR SPRINT TO ROUTE RUNNERS FOR BARN

  • 6. SARTORIAL

  • 7. VAPORETTI

Selections:

1-6-7-8

Kevin Kilroy

Kevin Kilroy is a racing and handicapping analyst covering the racing at Churchill Downs, Colonial Downs, Ellis Park, Fair Grounds and Turfway Park.

Race 1

  • 5. DANCIN IN OLD TOWN

Selections:

5-1/6-7

Race 2

  • 6. SOLDIER N DIPLOMAT

Selections:

6-4-7/2-5

Race 3

  • 8. PREPPED

Selections:

8-13/7-12-5

Race 4

  • 12. MASALA

Selections:

12-2/7-1-3/4-11

Race 5

  • 5. WHITE TIGER

Selections:

5/8-3-6-2-4

Race 6

  • 3. LAST CURTAIN CALL

Selections:

3-4-1/2-12

Race 7

  • 2. STREET PARTY

Selections:

2-4-11/8-3-13

Race 8

  • 6. JOSIE JOE

Selections:

6-4/3-5

Race 9

  • 7. SHERIFF BART

Selections:

7-10-5/1-4-6

Race 10

  • 7. INCREDIBOLT

Selections:

7-6/1-5-3/4

Race 11

  • 3. CLAP BACK

Selections:

3-1-6-9/10-5

Tony Calo

Churchill Downs Racing Analyst as well as Turfway Park and Ellis Park Announcer.

RACE 1

  • 5. DANCIN IN OLD TOWN

    GOOD DEBUT, SHOULD BE BETTER WITH ADDED REAL ESTATE

Selections:

5-1/3-4-9

Race 2

  • 4. TRIPP'S PROMISE

    SHOWED GOOD GRIT IN DEBUT AT 6.5 FURLONGS

Selections:

4-6-5/7

Race 3

  • 4. PREPPED

    EYE CATCHING MORING DRILLS FOR CAREER KICKER

Selections:

8-11/1-10/6-2-4

Race 4

  • 2. INTANGIBLE

    HER MOST RECENT WORKOUT WAS ABSOLUTELY AWESOME

Selections:

2/1-9-12/4-10-11-7

Race 5

  • 4. AWESOME GUN

    BRED TOP AND BOTTOM FOR THE TWO TURNS, TOOK MONEY AND SHOWED SPEED IN DEBUT

Selections:

4-6/5-8

Race 6

  • 1. NONCONSECUTIVETRMS

    SHE HAS RUN INTO THREE NICE FILLIES IN ALL OF HER STARTS

Selections:

1/2-4-6-3

Race 7

  • 1. STABLE HERO

    CLOSED LIKE A FREIGHT TRAIN IN FIRST CAREER LOOK

Selections:

1-4-9-11/6

Race 8

  • 4. LIFE OF JOY

    POWERFUL IN HORSESHOE DEBUT, SIMILAR TO GOOD CHEER A YEAR AGO

Selections:

4/5-3/7-6-2

Race 9

  • 5. THOUSAND STICKS

    EXITS LIVE DEBUT, RAN WELL AND MORE GROUND WILL ONLY BE BENEFICIAL

Selections:

5/7/1-4

Race 10

  • 2. GANAAS

    HE HAS DONE NOTHING WRONG SO FAR, AND OFFERS VALUE

Selections:

2-7-1-3/6

Race 11

  • 1. SWAY HOUSE

    RAN INTO A REAL GOOD ONE, POST IS ONLY CONCERN

Selections:

1/5-3-10

JOE K'S 2025 FALL STATS THROUGH 10-26

RACES                                           11
'A' COLUMN WINS 5
'A' COLUMN WIN % 45.5%
TOP PICK WINS 4
2ND 2
3RD 1
WIN % 26.4%
WPS % 63.6%
$2 ROI $1.58
$6 WPS ROI $3.77

KAITLIN'S STATS FOR THE 2025 SEPTEMBER MEET

RACES                                           72
'A' COLUMN WINS 34
'A' COLUMN WIN % 47.2%
TOP PICK WINS 14
2ND 11
3RD 13
WIN % 19.4%
WPS % 52.8%
$2 ROI $2.01
$6 WPS ROI $5.42

KILROY'S STATS 2025 SEPTEMBER MEET

RACES                                           115
'A' COLUMN WINS 50
'A' COLUMN WIN % 43%
TOP PICK WINS 29
2ND 21
3RD 12
WIN % 25%
WPS % 54%
$2 TOP PICKS ROI $1.92
$6 WPS ROI $5.34

TONY'S STATS 2025 SEPTEMBER MEET

RACES                                           104
'A' COLUMN WINS 45
'A' COLUMN WIN % 43.3%
TOP PICK WINS 26
2ND 15
3RD 20
WIN % 25%
WPS % 58.6%
$2 ROI $2.08
$6 WPS ROI $5.86

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