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<!DOCTYPE html><html lang="en"><head><meta charset="utf-8"><meta name="viewport" content="width=device-width,initial-scale=1,maximum-scale=1,user-scalable=no,shrink-to-fit=no"><title>We're Betting The Hell Out of Century Mile and the Canadian Derby Tonight</title><link rel="stylesheet" type="text/css" href="https://htlbid.com/v3/app.barstoolsports.com/htlbid.css"><script async src="https://htlbid.com/v3/app.barstoolsports.com/htlbid.js"></script><script>window.htlbid=window.htlbid||{},htlbid.cmd=htlbid.cmd||[],htlbid.cmd.push((function(){htlbid.setTargeting("pagetype","blog"),htlbid.setTargeting("brandId","77"),htlbid.setTargeting("authorId","63367"),htlbid.setTargeting("tags",["Paul Lo Duca","Horse Racing","blackjack fletcher","barstool bets","photo finish","century mile","barstool sportsbook","canadian derby","giddy up bets"]),htlbid.setTargeting("is_testing","no"),htlbid.layout()}))</script><script>var googletag = googletag || {};
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        pbjs.setConfig({ pageUrl: https://www.barstoolsports.com/video/2908318/were-betting-the-hell-out-of-century-mile-and-the-canadian-derby-tonight });</script><script src="https://d9rde3y35j061.cloudfront.net/script.js"></script><script src="https://iframely.barstoolsports.com/embed.js" async></script><style>.union__content{font-family:-apple-system,HelveticaNeue,Roboto,sans-serif;font-weight:400;font-size:18px;color:#5a5b5d;word-wrap:break-word;box-sizing:border-box;padding:0 5px 32px 5px}.union__content p{padding:0;margin:16px 0 0 0}.union__content img{display:block;width:100%!important;height:auto;margin:16px 0 0 0}.union__content video{display:block!important;width:100%!important;height:auto;margin:16px 0 0 0}.union__content .articleAd{text-align:center;margin:16px 0 0 0;background-color:#f5f5f5}.union__content .htlad__container{display:inline-block}.union__content p a{color:#377dc4}.union__content .oembed__wrapper{margin:16px 0 0 0}.union__content blockquote:not(.twitter-video){display:block;margin:16px 0 0 0;padding:4px 12px;border-left:4px solid #77889a;font-style:italic;background:#f0f4f8;text-align:left;border-radius:0 6px 6px 0}.union__content blockquote:not(.twitter-video) p{font-style:italic}.union__content blockquote,q{quotes:none}.union__content iframe{max-width:100%}.union__content .bs-image-hidden{display:none}.union__content div.hq-image{width:fit-content;margin:0 auto}.union__content span.image-attribution,.union__content span.image-attribution a{color:#757575;font-size:12px;font-style:italic;letter-spacing:.1px;line-height:14px;text-decoration:none;padding:0;margin:0}.union__content .bs-videoPlayer .bs-videoPlayer__container,.union__content video-js,.wp-video{width:100%!important;height:0!important;position:relative;padding-bottom:56.25%;overflow:hidden;margin:16px 0 0 0}.wp-video video{width:100%!important;height:100%!important}.hq-image video{width:100%!important;height:100%!important}.union__content .bs-videoPlayer__container>iframe{position:absolute;top:0;left:0;width:100%;height:100%;border:none}@media (prefers-color-scheme:dark){.union__content,body,html{background:#1c1c1c;color:#f1f1f1}.union__content blockquote:not(.twitter-video){border-left:4px solid #367dc4;background:#272c35}}</style><script>window.addEventListener("applicationDidBecomeActive",(()=>{document.querySelectorAll(".hq-image video[autoplay]").forEach((e=>e.play()))}))</script></head><body class="union__content"><p>Everyone knows how much I love Canadian racing. They have very profitable pools and the twenty cent increment on bets. You put those two things together and you have a chance to make some real money. On Friday night I played a Pick Four which had less than $300 in live money heading into the last race and all that took was a 5-1 shot to come in. Beating the favorite is the name of the game up north. </p><p>Tonight is a HUGE night at Century Mile, my favorite small track, because they are running the Grade Three Canadian Derby in the tenth race. The other thing I love about Century Mile is how damn late they run. You can watch the Sunday Night game and still have action after. The last post tonight is 1 AM eastern! I can't wait to bet this thing all sorts of ways. In the special Photo Finish we break down the Pick Five which includes three stakes races and the Canadian Derby. I also have our Pick Four tickets posted below. Let's go north of the border and cash some tickets!</p><p><img src="https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75" class="fr-fic fr-dib bs-image" draggable="true" alt data-image-provider data-image-author data-image-direct data-image-tracking data-image-id="5BB6K41N1PuMBukd8faT8z" srcset="https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=320 320w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=480 480w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=640 640w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=750 750w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=828 828w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1080 1080w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1200 1200w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1920 1920w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=2048 2048w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=3840 3840w" sizes="(max-width: 1080px) 100vw, 776px" loading="eager" style="aspect-ratio:0.8432432432432433;width:100%"></p></body></html>

<p>Everyone knows how much I love Canadian racing. They have very profitable pools and the twenty cent increment on bets. You put those two things together and you have a chance to make some real money. On Friday night I played a Pick Four which had less than $300 in live money heading into the last race and all that took was a 5-1 shot to come in. Beating the favorite is the name of the game up north. </p><p>Tonight is a HUGE night at Century Mile, my favorite small track, because they are running the Grade Three Canadian Derby in the tenth race. The other thing I love about Century Mile is how damn late they run. You can watch the Sunday Night game and still have action after. The last post tonight is 1 AM eastern! I can't wait to bet this thing all sorts of ways. In the special Photo Finish we break down the Pick Five which includes three stakes races and the Canadian Derby. I also have our Pick Four tickets posted below. Let's go north of the border and cash some tickets!</p><p><img src="https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75" class="fr-fic fr-dib bs-image" draggable="true" alt data-image-provider data-image-author data-image-direct data-image-tracking data-image-id="5BB6K41N1PuMBukd8faT8z" srcset="https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=320 320w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=480 480w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=640 640w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=750 750w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=828 828w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1080 1080w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1200 1200w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1920 1920w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=2048 2048w, https://chumley.barstoolsports.com/union/2020/09/27/Canadian-Derby.c13eaf1d.jpeg?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=3840 3840w" sizes="(max-width: 1080px) 100vw, 776px" loading="eager" style="aspect-ratio:0.8432432432432433;width:100%"></p>

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We're Betting The Hell Out of Century Mile and the Canadian Derby Tonight