At risk of being a killjoy, I'd like to point something out. Any time a famous person with an awesome job says "Take risks to land your dream job!", my first thought is of the thousand people who took those risks, didn't get the job, and are working in a cube farm for an obscure government agency instead. Of course you're pro-risk - taking those risks got you where you are, and that's great. Most famous people can tell the same story. But a lot more people try and fail, and the thing about dream jobs is that they tend to be very unforgiving - either you get them or you don't even come close. There's a lot more rock stars who never play a venue better than the local pub, or ball players who never get past the A leagues, than there are superstars in either field. You'll never hear them telling you how much risking it all for your dream sucks, because they don't have the podium, but they certainly exist. Of course, that's probably not a story that you want to tell a class full of middle-school kids.
Oh, I strongly suspect any future career I may or may not have at Wizards will be cut quite short for punching Rosewater in the face when he spouts some sort of "players need terrible cards" nonsense.