Right now interest is in the 6 figure.I spend a great deal of time on it with the contracts and accounting . 

The accounting system allows you to keep track of costs like mortgage payments and amortization with insurance and taxes as well as part of the asset management. 

You also need to account for taxes, insurance, HOA dues and management fees. 

It's a friend or family member and not a business, like a person, they would need to submit a proof of funds from one bank account with a signed letter saying they will provide the funds for the purchase of this address.

I have recently been applying to jobs that teach and train real estate agents to wholesale, looks like it could a good opportunity on account that they have the capital. 

Very encouraging account of your real estate investing career and motivational as well.

The entire reason I hired a company is they are the experts and I expect them to take full accountability of making sure I am in the know and 100% compliant.

We use DealCheck to underwire and QuickBooks Online for everything related to accounting and numbers.

This is really a better question for your accountant first because it depends on what you are trying to offset.

It's a strategy that has proven effective time and again.Five years is a solid timeframe to account for market fluctuations and ensure profitable sales.