@Benjamin Parker, I would say it`s normal to have nerves after all you are spending money and hoping you are not getting into a bad deal. Relax and focus on the task at hand. You already have the ball rolling so I guess that you need to hope that you bought well (equity in the deal) and having a very capable boots on the ground is the most critical factor if the whole thing is going to work.
1. I don`t think you need to occupy the property to qualify for a conventional loan but I may be wrong. Frankly at this stage this is information you should know so you don`t get surprised.
2. I would advise if you could to be on ground to be there and shepherd the process along. Remember in real estate investing if you do the heavy lifting upfront, you can afford to rest easier later. It also depends on your boots on the ground team and how trustworthy and capable your agent is.
3. I don`t have any insight about needing a lawyer but you may need to ask your agent about that and also ask them to inform you about the process and tell you all the steps and processes involved like needing a lawyer and what not.
4. The only tip I would give you is to relax and take a deep breath, consult more people ( which you are doing right here on BP) and keep running the numbers.
I hope it works out and am rooting for you. Best of luck