Friday Trivia Challenge for 4/1/16

Maybe horses were tougher back then, but the connections of this champion of yesteryear certainly weren't worried about a tough race leaving him overdone for the Kentucky Derby. He ran seven times as a 3-year-old before getting to Churchill Downs and won both the Florida Derby and the Flamingo Stakes over his most determined and persistent rival by a head each---and yes, he did win the Kentucky Derby, with the same battle-hardened colt playing runner-up yet again. Who was this hardy champion, and who was the colt who chased him so persistently?