I think it would be best for me to buy a home at a great price and make cash flow rather than gamble on what if's and buy a higher price home and not realizing any cash flow after I just bought it.

The fraudulent transfer statutes happened to be the laws in play - but the result would be the same with other laws as well. 

I have a strong desire to own more real estate but currently in Las Vegas the ROI isn't there unless you want to gamble on appreciation and I do not. 

(and anyone else following): you’re right that this is still a bit specific to the Boston market - generally for investors, sellers will assume a $1k waiver is just a gamble you’re willing to give away if you want to back out.

There are a lot of disclosures required for seller financing and if he didn't do it exactly right he could be liable as predatory or worse, fraudulent.

Some charge me yearly others are 3, 5 or 10 years but I can’t think of a scenario this would work me unless I inherited a $500k IRA or really wanted to manage all these accounts & fees & IRS contribution & withdrawal rules or I took on a large gamble investment for a 30 to 100% return & got into active market again like flipping houses, etc.I guess I would rather pay the IRS less than a company like Quest IRA?

I think what Lucas is saying is you’re gambling if your game plan is to have a short term rental in a community of primary residents.

Regardless, i would not advise or ever recommend such potentially fraudulent behavior.

So basically I'm gambling on appreciation, with crappy tenants, asbestos, etc. 

Or, am I just gambling with the appraisal fee and hoping for the best?