Quote from @Lorraine Hadden: He also said to be fearful when others are greedy and to be greedy when others are fearful.Some people are holding onto their money, waiting for a correction so they can snatch up deals.

I've asked for others opinions and their fears are it won't look consistent to the renter and accountants.

Before you spend any more energy or resources on this endeavor explain the precise fear that has you wanting to transfer this property to an LLC.

For the past year, listening to podcasts, doing research, and debating when the right time to start this journey, we have decided to get over the fears and just focus on the analysis and dive right in.

In Chicago or San Antonio, it’s a similar hustle... you build the right relationships with smaller property managers who know local investor groups, and suddenly you’re the guy who can feed them deals they never thought they’d find on BiggerPockets alone.As for the fear of getting stuck with a contract, it happens less often when you’ve done your homework on the numbers and aren’t overselling some mediocre deal.

Not to mention lulling me into fearful complacency while I have that money tied up. 

It is called "loss aversion".We are conditioned to be more fearful or a loss than hopeful for a gain.  

Also, the rule might create an atmosphere of fear, where members are hesitant to engage in open communication or ask questions.

He's still very much in contact and reachable, but my biggest fear is that he will run or file some sort of Bankruptcy.

I fear a loss of investment capital, but am holding out some hope.It is my opinion that RE investing is more difficult than a few years ago due to the cost of capital and its effect on the market.