I would be leveraging my relationship with my family member to wholesale the property for experience and getting them for investment in my real estate business while my family member gets rid of a property, hassle free, while getting paid.

You can find qualified buyers that are small business owners, tradesmen, etc just have someone qualified to do prop underwriting be fore you sign the agreement. 

The new people don't know and they are the business target.

Petersburg for over 30 years, I can attest that the last two big hurricanes caused significant damage, but they were the first in a long time.Condos and townhomes tend to perform well, especially if they're located on the Intracoastal Waterway or within 3-5 miles of the beaches.

Is SubTo a major part of your business today? 

I use this property and another one as my business line of credit. 

The majority of the business I do is buying small multi families and identifying the towns that are more favorable for investing. 

The only think I hear about hers is it is difficult to have work performed on it by a contractor.

To see how much a 1031 exchange will benefit you in a sale you must first calculate the performance of your current property.

Expand your insurance business and increase your commission income.