Definitely consult with your CPA about this as you may have specific situations that didn't come up in your post.Generally, there is an advantage to running businesses like property management or wholesaling through an LLC taxed as an S-Corp, as it can save you social security taxes (your CPA can run the numbers for you along with a more comprehensive tax plan).However, it's usually a bad idea to hold rental property in an S-Corp, so you probably wouldn't want these two revenue streams (rental and wholesaling) running through the same entity.Let me know if you have any questions!

But what if a bank could give me a secured loan up to the amount of my documented contributions, while also holding that same money as collateral?

We have 1st, last, and security deposit. 

I am concerned that because of my age and lack of money I will not be taken seriously by banks when trying to secure a mortgage.

@Chris Seveney At a base level it makes sense to me to have the performance of the deal you brought to an investor determine how well you do.

In a perfect world my virgin purchase would be a duplex-quad, one unit of which I will live in until I can secure my second deal.  

Then you can get an accurate picture of the investment performance in the future once you move out.

Even some real estate professionals get confused over the difference between an addendum and an amendment.An addendum is something that is added to the purchase agreement (the contract) before it becomes officially valid (known as “ratification”).If you were performing a short sale, for instance, we would provide the buyer with a short sale addendum before we accept their offer.

When I did so, she told me I was supposed to have scheduled the walk-through and when I told her I didn't have time that day to do so, she told me it wasn't required, I could just leave the keys (and parking passes and laundry card) and a forwarding address to send me the security deposit refund.

Borrowers will be provided an upfront disclosure detailing this information.Contractor(s) Acceptance:  A borrower must choose his or her own contractors to perform the needed renovation.All Contractors participating in the HomeStyle Renovation Program must complete a Contractor Profile Report.