"He who marches out of step hears another drum." ~ Ken Kesey
I can not answer your questions, however, I will give you more...Is the amount of time you are putting in taking away from your life?......How many orders are you doing that could be contracted out?...Are you using hired labor that can be reduced or eliminated with an automatic..Sometimes just based on the answer to the 3rd question it can be worth it to upgrade....
Thanks for all the reply's. I figured there was no magic number. I feel like going auto is the way to go. I considered buying used. I see plenty of deals on Javelins and Freedoms, but to be honest I'd rather buy new. I should be able to put a large down payment on a Diamondback C or S, I was also considering a Javelin Pro with Choppers. I've leased equipment through Geneva Capital before and they said there is a repeat customer discount so if the payments are low enough, I'm pretty sure I can justify the cost of the auto, even if I'm only printing on it 3 days a week.