I've been debating on getting my real estate license but I get such different advice from everyone.

.: Subject To and Wraps are very similar and yet, very different.Subject To & Wraps share these characteristics You are taking over payment of the mortgage and transferring the property into your name You become the owner The loan does not get paid off The lender can and sometimes will call the Due on Sale You have to have money or credit to solve a Due on Sale call They are used when someone doesn’t have much equity and doesn’t want to pay a real estate agent They are used when the seller wants to sell fast They are used when the property isn’t really a good candidate for the MLS because of the condition of the property They are used when It’s a unique property and it’s hard to find comps They are used when it’s a distressed situation that needs to be resolved They are used when the monthly payment is below market rate (that means it cash flows) They are used when the seller wants to avoid the hassles of listingSubject To & Wraps Differences In a Subject To, NO new mortgage is created.

I do have a mortgage on what was originally my primary home two years ago.

Since you are a seasoned stock investor, then I'm sure you will agree with the following phrase: "Timing the market does not work, but, Time In the market makes all the difference in the world!

I could pull a heloc on my existing primary home (in Florida) to purchase the land and use towards the build along with cash (50/50).

Recommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.So, when investing in areas they don’t really know, investors should research the different property Class submarkets.

Keep in mind that if you register your company in a different state than you are doing business in, you most likely will need to register as a "foreign entity" in the state you are doing business in.

As a side note, feel free to throw suggestions and let me know its a dumb move to buy property as primary residence and pay 7.5% mortgages, sit out. :) I wont mind at all.

There are lenders that allow credit scores down to 640 for primary homes and 680 for investment properties. 

Primary residence or a rental?