Splitting your time between the two will likely cause you to fail at one, or both of your endeavors.  

If both of these are true, how does the private money lender protects what he/she invested, and what does it look like in the event the deal fails and both lenders are asking to get their money back?

And by weird, I mean it’s a kinda a failed subdivision.

fear of doing a big deal and then failing?

The problem with most newbies is that they fail to take action and implement the knowledge that they have gained from this 3 day seminar.Just because you pay $ doesn't mean you will take action.Between the knowledge gained from 3 day seminar and free resources here on BP, you have enough info to get started.Make sure you know how to crunch numbers and if you are unsure than watch a few of Brandon Turners video's and you will be ready to make offers.Best of luck!

Appliances fail. 

If the tenant fails to give notice, then the tenant pays for the full 60 days. 

Buuuuut, on page 3, which is where the company-authored portion begins, it states: "This contract creates a mortgage or lien against your (Owner's) property to secure payment and may cause a loss of your property if you fail to pay the amount agreed upon."

If the HOA Board of Directors (or their hired management team) is failing to "ding" for these violations then they are in violation themselves.

In Brandon’s book “Real Estate Investing” he mentions that in some states if the LL fails to have a written initial occupancy inspection the LL loses the right to retain any deposit regardless of repairs.