The Win Place Show: Horse Racing Picks, Bets, and Analysis

The Win Place Show: Horse Racing Picks, Bets, and Analysis

The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

All Episodes

I break down the races at Aqueduct, Churchill Downs, and Del Mar. The Big A produced some surprising winners on the Friday after Thanksgiving, most notably Bees and Honey in the Grade III Comely Stakes where she was able to sit behind a glacial pace and then made a move to easily pull away from the field. Meanwhile, a few hours later, Maxfield entered retirement a winner as he closed out a tremendous career with a win at the Grade I Clark at Churchill Downs. Listen for more. Follow Matthew: @FailedToMenace WPS Blogs: https://amalfimedia.com/the-win-place-show  __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 29

36 min 24 sec

On Saturday, November 27 at Del Mar features some exciting racing including three graded stakes turf races: Grade I Hollywood Derby, Grade II Seabiscuit Handicap, and Grade III Jimmy Durante Stakes. I break down those races and give you my Win, Place, and Show predictions. Follow Matthew: @FailedToMenace Watch: https://youtu.be/dCy5lDXzYZU  WPS Blogs: https://amalfimedia.com/the-win-place-show  __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 26

29 min 21 sec

On Friday, November 26 at Aqueduct feature a duo of impressive stakes races including the Gio Ponte Stakes and the Grade III Comely Stakes. In addition to giving you the Win, Place, Show picks for the entire case, I break down the Gio Ponte and Comely Stakes with guest handicapper Sara Elbadwi from Out Run the Odds on the podcast and you get both of our Win, Place, and Show predictions. Follow Matthew: @FailedToMenace Follow Sara: @OutrunTheOdds Watch: https://youtu.be/EvqhKlW-g1M  __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 24

27 min 14 sec

On Friday, November 26 at Churchill Downs features the biggest race since the Breeders’ Cup and that’s the Grade I Clark Stakes that has some household names like Midnight Bourbon, Maxfield, and more. I break down the Clark Stakes and the three races preceding that and give you my Win, Place, and Show predictions. Follow Matthew: @FailedToMenace Watch: https://youtu.be/ErlyGsYPSjk  __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 23

29 min 58 sec

The final weekend before the Thanksgiving holiday produced some great races and some big news in the horse racing industry. On the track, we saw a trio of impressive victories in graded stakes competition with Serve the King making a driving effort to beat frontrunner Channel Cat at the Grade II Red Smith Stakes at Aqueduct. Meanwhile, in the Bluegrass State, we saw Obligatory bounce back from a poor performance last time out to easily dispatch the field at the Grade III Chilukki Stakes at Churchill Downs. Finally, on the west coast, we saw Azul Coast get in the winner’s circle at the Grade III Native Diver Stakes. Azul Coast’s last performance was a disappointing 6th place at the Grade I Awesome Again Stakes where he finished 17 lengths behind eventual winning, and stablemate, Medina Spirit. His victory on Saturday came at the expense of another higher profile stablemate, Eight Rings, who tried to run only two weeks after racing at the Breeders’ Cup. Follow Matthew: @FailedToMenace Charity: @TracksideMikeN __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 22

30 min 41 sec

On Saturday, November 20 at Del Mar features some exciting racing including the Grade III Native Diver Stakes. I preview graded stakes races at Del Mar (Native Diver), Aqueduct (Red Smith), and Churchill Downs (Chilukki). Follow Matthew: @FailedToMenace Watch: https://youtu.be/cHWte_x3XdU  __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 19

35 min 40 sec

This weekend saw three thrilling graded stakes races at Woodbine Racetrack in Ontario, Canada. In the Grade III Maple Leaf Stakes, Skygaze and Sister Otoole, both horses I picked in the top three, finished 1-2 with Skygaze returning to her winning ways after slipping up last time out at the Ontario Matron Stakes. Meanwhile, in the headlining race, the Grade II Bessarabian Stakes, Lady Speightspeare, my pick to win, did just that as she sat in a perfect stalking position and pulled away down the stretch. The story of Lady Speightspeare’s return to the winner’s circle after nearly a year of inactivity following a two-year-old campaign that looked like it would culminate with a Breeders’ Cup appearance is really one of the better stories in the sport. Follow Matthew: @FailedToMenace Charity Mentioned: @TracksideMikeN __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 15

29 min 29 sec

On Saturday, November 13 at Woodbine features some exciting racing including the Grade II Bessarabian Stakes and the Grade III Maple Leaf Stakes. I break them down along with Sunday’s Grade III Autumn Stakes also taking place at Woodbine on the podcast and give you my Win, Place, and Show predictions. Follow Matthew: @FailedToMenace Watch: https://youtu.be/cnhybZnVxU0  __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 12

37 min 45 sec

A thrilling weekend at Del Mar for the 2021 Breeders’ Cup was defined by controversy, amazing performances, historic firsts, and unpredictable upsets. Over the two days, the best horses in the world settled debates over who was the best in each of the divisions at the juvenile and adult level. Listen for my full recap. Follow Matthew: @FailedToMenace Watch: https://youtu.be/k-dftSIpY5s  __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 7

36 min 37 sec

As we approach the 2021 Breeders’ Cup Weekend, I thought it would be fun to look back over the last 20 years and pull together my 10 favorite moments from all the races. The Breeders’ Cup has provided us thrilling moments, devastating defeats, and miraculous long shots, which make us fall in love with the sport of horse racing all over again. In performing this exercise, I was struck by some of the innovations we have seen over the years in horse racing coverage and above all, I was reminded of how an amazing announcer can put you in the moment and send chills down your spine. Listen for my Top 10 Breeders’ Cup moments since 2000. Follow Matthew: @FailedToMenace Watch: https://youtu.be/nOIQnhirUfM  __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 3

36 min 36 sec

On Saturday, November 6 the best horses in the world will face off at Del Mar for the Breeders’ Cup in a card that features nine Grade 1 races. Listen for my picks, analysis, and previews. Follow Matthew: @FailedToMenace Watch: https://youtu.be/6T7R8yH_v6I  __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 2

45 min 17 sec

On Friday, November 5 the best juvenile horses in the world will face off at Del Mar for the Breeders’ Cup Juvenile in a card that features six Grade 1 races. Listen for picks, analysis, and previews. Follow Matthew: @FailedToMenace Watch: https://youtu.be/Droq-NrVA5E  __ Subscribe, share, and rate if you enjoyed today's episode! About The Win Place Show: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horseracing veterans discussing their picks, their industry knowledge, and more.

Nov 2

37 min 2 sec

For over two decades you have seen NBC’s Donna Barton Brothers gallop up to jockeys who have just won the Kentucky Derby, the Preakness, the Belmont, and the Breeders’ Cup. Today, I have a chance to speak with Donna about growing up in a horse racing family, her career as a jockey, her most memorable interviews, and more. Follow Matthew: @FailedToMenace Watch: https://youtu.be/0BDUZUgVM6Q  __ Subscribe, share, and rate if you enjoyed today's episode!

Nov 1

51 min 14 sec

The fall meet at Keeneland came to a close on Saturday and I break down the results from the weekend including some impressive performances in Saturday’s stakes races from Nakatomi, Camp Hope, and Independence Hall. Follow Matthew: @FailedToMenace __ Subscribe, share, and rate if you enjoyed today's episode!

Oct 31

24 min 46 sec

Picks and analysis for the Hagyard Fayette Stakes, Bryan Station Stakes, and Bowman Mills Stakes. Follow Matthew: @FailedToMenace __ Subscribe, share, and rate if you enjoyed today's episode!

Oct 29

37 min 57 sec

In less than 10 days we will see the best horses face off against each other in the Breeders’ Cup with the Crown Jewel event being the Breeders’ Cup Classic, which will feature household names like Essential Quality, Medina Spirit, Hot Rod Charlie, and Knicks Go. In this episode, I break down the Breeders’ Cup Classic field as it currently stands, take a look at the future odds from Bovada, and talk about how the race is likely to play out and what each horse brings to the table, and what type of race needs to unfold for them to win.  Follow Matthew: @FailedToMenace __ Subscribe, share, and rate if you enjoyed today's episode!

Oct 27

21 min 57 sec

I break down a big day at Laurel Park for the Maryland Million Day that featured some thrilling performances. Follow Matthew: @FailedToMenace __ Subscribe, share, and rate if you enjoyed today's episode!

Oct 25

33 min 53 sec

Get your picks, analysis, and bets for the Maryland Million Ladies & the Maryland Million Classic at Laurel Park. Follow Barry: @Urbnhandicapper Barry's Podcast: Going in Circles Follow Matthew: @FailedToMenace __ Subscribe, share, and rate if you enjoyed today's episode!

Oct 22

34 min 19 sec

On Friday, November 5, the Breeders’ Cup, hosted at Del Mar Racetrack, will kick things off with a full day of racing featuring the brightest stars in the Juvenile division. Today we look at what you can expect from each horse on each track. __ Subscribe, share, and rate if you enjoyed today's episode!

Oct 20

28 min 40 sec

Chad Brown dominated Keeneland, an Oklahoma legend retires, and we see a thrilling finish at Santa Anita. After an exciting weekend of racing from coast to coast, I take stock of what I got right, what I got wrong, and some lessons learned. The weekend produced a dominating performance from Chad Brown’s Shantisara at Keeneland’s Queen Elizabeth II Challenge Cup Stakes, but that wasn’t it for Brown who also claimed second in the same race with Technical Analysis (my pick to win). While the yielding turf surface at Keeneland played a roll, Shantisara proved to be much the best. Chad Brown’s barn, after a bumpy start at Saratoga a few months ago, is cruising along to its winning ways ahead of November’s Breeders’ Cup at Del Mar. __ Subscribe, share, and rate if you enjoyed today's episode!

Oct 18

29 min 46 sec

Picks and analysis for the horse races at Keeneland, Santa Anita, Delta Downs, and the Queen Elizabeth II Stakes. Follow Matthew @FailedToMenace. __ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Oct 15

38 min 3 sec

The final huge racing weekend ahead of November’s Breeders’ Cup at Del Mar featured some surprising performance and also saw some expected finishes from the biggest names in the different divisions. Horses such as Blowout and Following Sea asserted themselves in the Breeders’ Cup conversation while horses like Golden Pal and Letruska showed why they may be in a class by themselves based upon his performance on Saturday. In today's episode, I break down what I got right, what I got wrong, and three lessons learned from a big weekend of racing. Follow Matthew @FailedToMenace. __ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Oct 11

25 min 59 sec

Picks and analysis for the horse races at Keeneland including the Juddmonte Spinster Stakes, the Castle and Key Bourbon Stakes, and the Indian Summer Stakes. __ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Oct 9

35 min 29 sec

Picks and analysis for the Claiborne Breeders' Futurity, First Lady Stakes, Keeneland Turf Mile Stakes, and more graded stakes races at Keeneland this Saturday, October 9. __ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Oct 8

36 min 51 sec

On Friday, October 8, Keeneland kicks off their huge opening weekend with two graded stakes races, the Grade II Stoll Keenon Ogden Phoenix Stakes and the Grade I Darley Alcibiades Stakes, both of which are Breeders’ Cup Win and You’re In races. I break both races down on the podcast and give you my Win, Place, and Show predictions. __ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Oct 7

29 min 52 sec

Amalfi Media is excited to announce its latest podcast, "The Sara and Natty Show." The Amalfi Media siblings, Sara and Nathaniel, talk about everything ranging from the latest in current events, pop culture, lifestyle, and more. Episode one is OUT NOW so find it with the links below. Apple Podcasts: https://apple.co/3AdrdEE  Spotify: https://spoti.fi/3FkncC2  Stitcher: https://bit.ly/2KS7UNv  Google Podcasts: https://bit.ly/2YmibbB 

Oct 6

1 min 41 sec

A wild opening weekend at Santa Anita provided clarity for November’s Breeders’ Cup. Medina Spirit’s victory in the Awesome Again has put him squarely back in the Horse of the Year conversation while horses like Knicks Go, Mo Forza, United, Going to Vegas, and Dr. Schivel took care of business in their warmups for the Breeders’ Cup. I break down what I got right with long shots Subconscious and Friar’s Road, what I got wrong trusting Elm Drive, and what lessons we learned not only at Santa Anita but across the country (and world) from the past weekend. Plus, I’ll provide a preview of the tracks and races I’ll be covering over the coming weeks as we conclude an exciting horse racing season. __ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Oct 4

24 min 40 sec

Join Matthew as he previews and breaks down the final day of a massive weekend at Santa Anita with the Sunday races that feature the Grade 3 Chillingworth Stakes and the Grade 2 Zenyatta Stakes. It’s a big day for the ladies at the track as the races feature some of the best fillies and mares in the country. Plus, Matthew gives you some long shots in the early undercard races. Who is going to win, place, and show? Listen and find out. __ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Oct 3

32 min 10 sec

Join Matthew as he previews and breaks down a huge Saturday at Santa Anita that features five graded stakes races, three of which are Breeders’ Cup Win and You’re In races including the Grade 1 Rodeo Drive and the Grade 1 Awesome Again Stakes. Saturday’s races feature some of the best horses in the country at the sprint, turf distance, and classic divisions including Kentucky Derby winner Medina Spirit. Who is going to win, place, and show? Listen and find out. __ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Oct 1

36 min 30 sec

Join Matthew as he previews and breaks down the races that open up an exciting fall season at Santa Anita Race Park in California. In this episode, he talks about the Grade II Chandelier Stakes, the Grade II Eddie D. Stakes, and the Grade I American Pharoah Stakes. Friday’s races feature some of the best two-year-old horses in the country who have aspirations to make a run for the roses in the first weekend in May in 2022 at the Kentucky Derby (or the Kentucky Oaks). Who is going to win, place, and show? Listen and find out. _ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Sep 30

40 min 3 sec

A recap of the entire Pennsylvania Dery and Cotillion stakes. A look at what I got right, what I got wrong, and three lessons we learned from a great day of racing. _ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Sep 27

25 min 38 sec

Join Amalfi’s resident handicapper, Matthew DeSantis, as he breaks and provides picks and previews of the FIVE graded stakes races taking place at Parx Racing on Saturday, September 25 including the Grade I Cotillion Stakes and the Pennsylvania Derby. Matthew also has selections for the Grade III Greenwood Cup, the Grade III Turf Monster, and the Grade II Gallant Bob Stakes. In this episode, Matthew is also joined by guest handicapper Andrew Rdesinski of The Daily Gallop and In the Money Media, who provides his insights for the Cotillion and PA Derby and gives listeners insights into what other trends are taking place at Parx. _ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Sep 24

39 min 26 sec

Join Matthew as he interviews Jessica Paquette of Colonial Downs. If you've ever wondered how someone becomes an on-air handicapper, how Jessica got into the world of horse racing, or want to hear an inspiring story for young people then you'll want to tune in! Don't forget to follow me on Twitter for more horse updates @failedtomenace and you can find Jessica on Twitter @jmpaquette. _ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Sep 23

20 min 5 sec

Join Matthew as he interviews Josh Rodriguez of On the Wrong Lead. They discuss what it takes to become a trusted horse racing handicapper, how he turned into a horse racing fanatic, and advice to those just starting out. Josh's Twitter: @CherryDrank On the Wrong Lead Twitter: @wrong_lead On the Wrong Lead Website: https://onthewronglead.com  Matthew's Twitter: @filedtomenace __ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Sep 22

37 min 19 sec

If you watch horse racing on television there is a good chance you regularly see today’s guest, Acacia Courtney, who covers racing for the New York Racing Association on Fox Sports and Fox Sports 2. In our wide-ranging interview, Acacia shows off her impressive knowledge of the horse racing industry and what you need to look for in a good horse. Acacia’s Twitter @acacia_courtney In The Money Twitter: @InTheMoneyMedia Racing for Home Twitter: @racingforhome Racing for Home Website: https://racingforhomeinc.com  Matthew's Twitter: @failedtomenace __ About: The best horse racing picks, analysis, handicapping, bets, and interviews with Matthew. If you love horse racing, you'll love The Win Place Show. Matthew handicaps the latest horse races every week and even gives updates on what he got right and what he got wrong. Plus, interviews with horse racing veterans discussing their picks, their industry knowledge, and more.

Sep 21

26 min

Welcome to The Win Place Show with Matthew DeSantis! Take a listen to this short trailer to learn everything you need to know about this new podcast from Amalfi Media. Also, don't forget to follow your host on Twitter @failedtomenace to stay up to date with the latest horse racing news.

Sep 21

4 min 11 sec