I want to start getting into multifamily rental properties but cannot wrap my brain around getting into that much debt even if it means a more comfortable lifestyle with the increased income.

Very simple to do,  watch a you tube if you are not familiar or hire a handyman if you are not comfortable with electric. 

After doing so, I should be able to cover all my expenses, set a more comfortable amount of money aside for reserves, and take a healthy monthly profit from the rental income.However, I have delayed turning over the units because I'm nervous to rock the boat with the tenants in the current climate with eviction moratoriums and, from what I'm reading, delinquent courts in many areas even when evictions should be legal under the moratorium guidelines. 

Started to look in Orlando (orange county) but I have not found much success in buy and hold properties in good neighborhoods that I am comfortable to invest in, prices are at all time high pretty much like everywhere.

I'm comfortable borrowing more for this property, even if it's another 2nd mortgage from someone else at a higher interest rate, but I don't know how to get one.

Do at least a couple hundred of these over the next few months so you can really get comfortable with what a good deal is in your area.

Once I get a little more comfortable with what all goes in to property management, I'll probably let a professional company do it.2.

The first option is also nice because it would give you direct ownership, which is a big strength.So, ultimately I guess it comes down to your personal cash position right now and your comfort taking on the risk of the deal. 

I would set a year built filter with your other criteria and see what it returns...remove the filter and see if the properties showing are something you can be comfortable with.It's more important to focus on the location and configuration of the property and opportunity for value add than focusing on year built.That said, older properties (if not updated) will always require more work to get stable due to inherent issues associated with the building style and materials...stone foundation, slate roof, balloon framing, ungrounded or unsafe electric, and possible abatement of hazardous materials...

If you don’t feel comfortable cold calling, you would have to hire that out.