But I do want @Sam Grooms to know that I am stalking him!

My fear when picking up a multi is that I'm inheriting bad tenants that I'll have to pay to evict...while paying for the building in it's entirety without any cash coming in.

Unfortunately, my fear of the landlord being a slumlord has come to fruition-or so it seems.

However my biggest fear is that I leave a significant chunk of money on the table (or worse, I over look something that causes me to have to OWE taxes).

I have also been faced with the fear of failure . 

Kerr - thank you for helping me - having a second set of "Experienced" eyes looking at an opportunity helps to reduce the "Fear Factor"

Well I think this is something that you and your husband need to discuss further and really dig into what fears/thoughts make him not want to invest in real estate.I am a buy and hold investor and I have had to have these kinds of conversations with my wife as well.What does he mean by he likes liquidity?

I fear I won't be approved for a loan until nearly August 2019.POSSIBLE SOLUTIONS:1.

For everyone's reference I currently own in Boston, MA and have an personal interest in that area as well as Portland, ME where I have family and friends living.Now that I look through numbers I realize how much the person I bought from made off me because of my fear in committing to a gut and rehab project like this was.  

I have zero fear of numbers, equations, and spreadsheets.