I would say no. Maybe those very few (Meaning around 5) at the very top echelon of race riders. The highest earner, John Velasquez, has earned a total of $300 million in his career. He's probably made $25 million since he started riding in 1990. This is the TOP rider in America. However, the term "earnings" is a little misleading. For easy math, say the purse is $100,000, larger than average. The winning connections receive $60,000 in earnings and the jockey is paid 10% of the earnings, $6,000 for that win. Then he gives a cut to his agent for booking his mounts and another cut to his valet that keeps his equipment in order and ready to go.
A good, in demand jock can race in 5-10 races a day, 5 days a week and those smaller races will add up but they will need to win some substantial stakes races to reach the top of the pay scale. In addition to the work in the afternoon, the jocks that aren't "in" with tops trainers have their agents set up meetings with various trainers to work their horses (for free) and try to earn the mount on race day. Even then, there's no guarantee. If the top jock at the track ends up having a free race, you bet the trainer will get him/her.
I suppose a jockey could end up riding awhile, maybe 40 years as they start fairly young but it's fantasy to say a jockey will remain at the top of their game for 30+ years. They will inevitably slow down in their 40s and 50s. It's a tough routine to keep and struggling to make weight takes a toll on their bodies.
To compare, last year alone Clayton Kershaw of the Dodgers made $32 million and Giancarlo Stanton has a 13 year, $325 million contract with the Marlins. Those are killer numbers!!
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