The question is, whether you, yourself feel comfortable to do it.Good luck,Vi

If I were in your shoes I would figure out how much the down payments will be on 4 properties, refinance for half of that amount and then take out a Home Equity Line of Credit for the other half. 

One quick opinion from you - with the way the Orlando market looks, if you were in my shoes would you prefer to invest in a small multi-family, or a single family like a 3/2+ and rent out rooms individually?  

I am in your shoes.

If you are considering Baltimore to house hack, find a mentor or an agent to identify areas, also decide your comfort level, definitely drive around and see yourself before you buy it in the morning and at night.

I would try and comfort them by letting them know you will look into this and find out what happened that this happened.

I was in your shoes 2 years ago and I went out and found a mentor who could help me grow as a real estate professional and it eventually led to my career that I am in today.

I wanted a place for my wife and I to live comfortably yet still be a good long term investment.

That's icing on the cake of my initial analysis, which I am doing to make sure I feel comfortable with the expected returns compared to my brokerage account approach. 

I found a few ways to upgrade the look and feel of this place on basically a shoe string budget when I was just getting started.