What was your first hire?

I don't have a business per say. I have a 9-5 but I also do very well in the stock market. As a matter of fact I make about 2x what I take home from my job right now in the market. I'm thinking of resigning probably within a year or so. There's a few things I want to get in place for extra security financially. That would leave a ton of time on my hands so I'd like to spend my time on my real estate portfolio in place and possibly buy and build up businesses that are congruent with things I do. I've thought a lot about hiring a personal assistant soon maybe even before I move out of my 9-5 but I'm not sure I could manage them and keep them busy full time. What is the best hire to make when getting into entrepreneurship?