You don't have to wait for him to go to college. Ever since Veronica passed away you have the option of starting a new generation. To move on to the next generation click the "Family" tab/button within your game and click on "New Generation" at the top of the screen. You will get to choose which child you want to start off the new generation. You can wait for Habit to go to college or not, but the game does not move to the next generation on it's own. Once you click the "New Generation" button you can't change your mind.