Getting into the house and house hacking at the very least (when done correctly) puts you in a better position to save more aggressively especially if your entire housing payment is covered.

Can try to reposition to Class B, but neighborhood may impede these efforts.Vacancy Est: Historically 10%, but 15-20% should be used to also cover tenant nonpayment, eviction costs & damages.Tenant Pool: majority will have FICO scores of 560-620 (approaching 22% probability of default), many blemishes, but should have no evictions in last 2 years.

The scope of what you asked covers a broad area from estate planning, to tax planning and forward. 

@Robert Quiroz, I know this is fairly well covered at this point, but I align with Robert...  

On higher value we are willing to stretch if need be as there’s more room to cover unknown issues.

Invest in some awesome parking facilities, like garages or covered spots.

After they asses what all needs replacing or what they feel needs replacing they'll submit to you what they're willing to cover and deductibles and payments etc. 

I've seen banks be very competitive with blanket loans that cover multiple properties and/or multi-family properties, e.g. 5+ units.Mortgage Brokers (obviously I'm biased) - Brokers have the ability to work with all of the above and can get you to the best lender for your scenario right away instead of having you waste your time with the wrong type of lender.

Has anyone found a property manager in south Florida (that covers Fort Lauderdale) that they really like? 

The issue is, I'm not sure if my income will be enough to cover 2x the monthly mortgage payment that most loans require.