@Chris PurcellI'm somebody that likes to keep situations simple, and by letting emotions and how you feel get involved, one can make any situation very complicated.

I think the answer is for multiple reasons: analysis paralysis, bandwidth, or just simply failure to pull the trigger.

As someone who has a tendency to spend excessively and live paycheck to paycheck, the lockdown measures implemented during the pandemic unexpectedly helped me stabilize my financial situation.

As a new investor, my head is all over the place so if anyone could give me tips or any hints as to where I can find a lender to help my situation that be great.

Emergency life situations.

I have two units in two different buildings. Both are currently rented out long-term. I am looking to buy a third property in the same market. All other things being equal, is there any benefit to purchasing the third...

But nothing spectacular and IMO if you do multiple deals esp. during the last 5 years, you would've had a few deals. 

Yes this is not what you wanted in home ownership, but don't let a tough situation become a disaster.Take emotion out of the decision and point out the areas that my logic is off base.I wish the best for you.

If you do not have enough equity in the home you may want to sell it to break even or 1031 exchange into a property with a positive cash flow.Unless you are in California there are multiple States or Counties to buy a good investment property that can cash flow.

Which the outcome would be you have to move out and hope your renters insurance covers you.In either situation you are leaving in two months and owe that rent.