Risks from someone who has been involved in something similar?

My tenant is on disability and would like me to complete the form to have the rent deposited directly into the business bank account.

If you're a licensed agent, you should NOT be involved in wholesaling since it's' obviously counterintuitive to a client's best interests - selling the home for the most money. 

Yes those are technically operating expenses and should be accounted for in the NOI.

Understand the fees involved and calculate the total cost for an entire year of management so you can compare the different managers.

Fannie and Freddie are playing with accepting automated valuations to save consumers costs but a computer generated appraisal might be much lower than you want as it won't account for view, upgrades, and improvements. 

Having someone hold me accountable makes me strive for more and progress over perfection every single day.

Do you have any investment accounts you can withdrawal from?

I was under the impression it was getting cleaned up recently but I do not know (haven't been involved in years)

So, given that you are a general contractor and master electrician, the obvious strategies that come to mind involve physical rehabs of a property.