I agree with you that people have got relatively close -- Ryan, Niekro, and Perry. But with specialization going the way it has over the last 20 years, it's only going to get harder. They're both impossible records to break, but losses feels harder to me only because you have to be good and injury-free enough to pitch for 25 years but also be on enough bad teams where you don't get the decision for being good. Wins you just have to be good and injury-free enough to pitch for 25 years on great teams -- win 20 games a year for 25 years. Easy to do that, right??Nobody is losing more than 315 games, but unlike the 511 wins, people in the modern era have gotten relatively close. Pitchers with extraordinarily long career have sniffed it. Ryan lost 292 career games, Niekro lost 274, Gaylord Perry lost 265.