Lastly, surround yourself with experienced investors who can offer advice and support along the way.

They come with fantastic insulation between the floors, extra parking on the side with a separate entrance, their own laundry, and plenty of bedrooms up & down.

You can also consider increasing your deductible to lower the premium, assuming you have enough reserves for emergencies.Energy Efficiency Improvements→ If you cover utilities for your rental properties, look into energy-efficient upgrades (such as LED lighting, better insulation, or energy-efficient appliances).

At this time we're not considering it so I'd like to just keep it to FL and surrounding areas. 

Do a quick market analysis… go to rentometer.com and see what it thinks your rents should be based on the rentals surrounding your properties!!  

In fact, you can't get a new vacation rental license in either city, nor in the unincorporated Summit County that surrounds those towns. 

Also, concerns surrounding potential valuation corrections in this market had me thinking it was probably best to pull my capital and redeploy into a more 'stable' market/LTR. 

I'm interested in two of the properties on the Montgomery County PA Upset Sale list as they are in my surrounding neighborhood and am actually a casual acquaintance of the Owner (which may not be a good situation, particularly if I were the successful bidder).  

I live in River North and preferably would like to work in downtown Chicago and surrounding neighborhoods but open to the suburbs as well.

An old tv infomercial championed you to get rich quick and sit on the fan tail of a Luxury yacht sipping a tall cool drink surrounded by swimsuit clad models.