This email exchange is the equivalent of breaking up with your girlfriend over a text message and letting her know that you will now start dating her roommate. Obviously, there is no right way of letting someone know that they are no longer what you desire, but sending an email at 10 o'clock at night is hardly the right approach. How about "Hey Jason, I have some rather bad news that I need to share with you, are you free for a cup of coffee right now; it's an urgent matter." At least have the decency to say it to you his face.
I'm an undergraduate student at University of Texas with entrepreneurial ambitions who met Jason personally at SxSW for the first time. I am pretty much a nobody and yet he treated me with utmost respect and was a pleasure to talk to. Personal relationships are a delicate matter. You can't use a computer to solve all your issues.