If it does, it will be at the trading deadline anyway. With his son being drafted by the Astros, I think he might want to stay, even if he wouldn't get to play with Koby unless he goes Nolan on us. (but stays with the Astros)
From ESPN.com Roger making pitch to Koby? Cy Young and Walter Johnson are the only pitchers in baseball history to reach 400 victories, but the Astros' decision to draft Koby Clemens on Tuesday might mean Roger Clemens will have a shot at being the third. The son of Roger Clemens had committed to pitch at the University of Texas, and he is still mulling that choice, as Joseph Duarte explains. But there is talk that the Astros would switch Koby Clemens to catcher, and if he signs, then immediately a tangible goal will crystallize for the father: To pitch to his son in a big league game. And for that to happen, Roger Clemens will have to stick around for at least a couple of more seasons. This is the type of carrot that Roger Clemens thrives on, something that would motivate and drive him through the workouts and the offseasons, training alongside his son for a mutual goal. Sometimes a reporter hears a player talk glowingly about his kids and you roll your eyes, knowing that the player has other priorities. But Roger is very close with his children, and the possibility for creating that place in history would mean a lot to him. You can be sure of this: He will stick around if he continues to pitch well and believes he can be part of the first father-son battery. He's got 332 victories now. Say he finishes the year with 340 to 345, at age 43. Another couple of good years and he would move into range of 400. Is it going to happen? Probably not. The man would be 46 or 47 years old before he actually reached 400 victories. But Roger's shot at 400 went from nil to more than that the moment the Astros drafted Koby Clemens. All-time Wins Player Wins 1. Cy Young 511 2. Walter Johnson 417 3. Grover Alexander 373 Christy Mathewson 373 5. Warren Spahn 363 6. Pud Galvin 361 7. Kid Nichols 360 8. Tim Keefe 341 9. Roger Clemens 332