I feel like once we establish the first 2-4 units investment, we can use the cash flow over few years to buy another 2-4 units.

The condo is in a nice and desirable area, and has long-term established tenants paying 1450 per month plus utilities.

You can add language to your contract stating that you may use other financing methods to close that won't affect the timeline established.

You can pay yourself a guaranteed payments that is subject to self employment taxes if you had partnership that would qualifying for contribution.You can establish another entity and pay yourself a property management fees form multi family ventures. 

Because he did not maintain contemporaneous records of his time and did not submit any other records to verify his estimate of his time spent as a salesman or as a real estate businessman, he did not establish that he was a real estate professional.

I'm not really sure how this aspect works as I assumed creditors worked directly with the non-performing debtors to attempt to establish a new obligation to get the debtor reperforming.

I’m not saying this would be super easy, but I would venture it to pay off once established. 

It also sounds like you're looking to establish a business to hold or run the property that isn't in your own name.

If you don't want to be an employee most of your life, wait for that until you establish a good foundation.Good Books? 

Establish clear expectations from the beginning, in writing and reinforced verbally.3.