http://www.drf.com/news/10-most-unbr...records-racing
Bill Christine was the media director at Erie's old track Commodore Downs back in the day. Ended up a sports writer for the LA Times.
I happen to think Kelso's record of 5 straight Horse of the Year titles is certainly way more unlikely to be broken than Woody Stephens record of 5 training victories in the Belmont Stakes.
There are a very small number of trainers who -- year in and year out -- get all the best and pricey yearlings and the most choice selection of homebreds.