They may require some maintenance, but not excessive amounts.

Once I build up enough cash reserves from my first investment property and my current excess from my wages I will most likely go the LLC route and begin controlling my assets instead of owning with my next investment.

I see both of these as loosing properties, without running numbers, i think you loose money on both of these every month. sell them both, you will make money on them, then buy yourself something that will make you money.

Now we havent got the resources to get the taxxes and payments made, so are likely going to loose the property unless I can find a way to get out.

It's the least you can do after tying up the property for a month (45 days seems excessive, even for a wholesaler...my inspection period is 15 days).Best thing you can do is make sure the deals you get are actually deals, and you shouldn't have a problem finding buyers (or closing yourself if need be).

Zoning and other restrictions are really loose here.

This is why the bank's background check focuses so heavily on your credit and income  when getting a non owner occupied residential loan and they are rather loose looking into you when you buy a large commercial property. 

If you ever plan on amassing a large portfolio, you simply can't scale if you're loosing more and more money the larger you grow.4) True, my shared investments are certainly more complicated.

vacancy rates for off season and when hurricanes come through. how about your liability, is the condo itself covered(liability) and are you, in excess of a typical owners policy?

They left without me having to evict them or excessive drama, because they realized I was treating them fairly, even though their situation was a tough one.