MORE: Betting guide, expert picks for the 2023 Kentucky Derby Only five times has the winner come even from the No. The Kentucky Derby has run 148 races, and only twice has the winner come from that gate. Part of the reason it was such a stunning victory is because of the gate from which he left. All Rich Strike did was defy 80-1 closing odds to become one of the biggest underdogs to ever win. Rich Strike wasn't among the first 20 horses named at the original post, only to be added as a late fill-in for Ethereal Road in the No. Last year highlighted just how unpredictable the derby can be. There isn't anything else that combines the pageantry of attending with the thrill of one of the most unpredictable sporting events. The Kentucky Derby is the Most Exciting Two Minutes in Sports for a reason.
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