Jack Flaherty

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Jack Flaherty 1

Jack Flaherty

Jack Flaherty independently represented manufacturers in the Middle East and Africa for 29 years and is a lifelong horse racing fan who, on two occasions, successfully bribed the National Guard with cheap beer and hopped the fence to attend the 1974 and 1975 Kentucky Derby. Jack currently resides in Falmouth, Massachusetts.

Posts by Jack Flaherty:

Best bets longshot picks 2023 Preakness Stakes, from play-ma.com

I’m Making These 3 Bets, Longshot Picks For 2023 Preakness Stakes

Play MA horse betting expert Jack Flaherty brings us his favorite Preakness Stakes 2023 bets. How will he spend $130 on the Triple Crown race?

Posted on: May 17, 2023 | | Jack Flaherty

How a MA horse bettor's Kentucky Derby bets played out, from play-ma.com

How One Massachusetts Horse Bettor Did With His Kentucky Derby Wagers

Play MA writer Jack Flaherty discusses his Kentucky Derby bets, and gives a look into the Preakness Stakes, which takes place in a few weeks.

Posted on: May 12, 2023 | | Jack Flaherty

My best bets, longshot picks for Kentucky Derby 2023, from play-ma.com

I’m Making These 7 Bets, Longshot Picks For The 2023 Kentucky Derby

Hey, fellow Massachusetts horse bettors. Spoiler: I’m not backing Kentucky Derby favorite Forte with any of my bets. Want to know why?

Posted on: May 4, 2023 | | Jack Flaherty

Kentucky Derby betting in Massachusetts basic bets, from play-ma.com

Kentucky Derby 2023 Basic Bets And Tips For Beginners

Play MA writer Jack Flaherty gives Kentucky Derby betting advice and gives readers a look into his Massachusetts horse racing roots.

Posted on: April 28, 2023 | | Jack Flaherty