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Many will dwarf me in the $$$ area but a few remain memorable:
A horse I owned was running at Hawthorne and I singled him in the 3rd leg of the pick 4. He won at 9-2 and I hit the pick 4 for $4,200 after the next race. Funny enough, the pick 4 and my win bet paid more than the net winning share of the purse!! I also had taken the L and the bus to Hawthorne that day so that was fun hoofing back to the L down Cicero with the cash in my pocket.
The year after I was playing Arlington and Saratoga in the Hawthorne simulcast. I hit a juicy pick 4 at AP for $4,5XX and had a friend going to Saratoga the next day so I used some of those winnings to hop on a plane that evening and join him for the weekend.
Biggest near miss was not having Royal Delta in my pick 4 in the 2011 Breeders Cup Ladies Classic. I think the sequence had some price runners that I had, but I dismissed Royal Delta as a pick. The pick 4 paid $11K for a buck, and my will pays were anywhere from 11K to 50K. The ticket if I recall was $200~ so adding RD wouldn't have been too costly, alas hindsight is 2020.
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