I'm thrilled to join the BP community!

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.

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.

But I do understand the "pros" of LLs that always sent their leases up as MTM.For an inherited tenant(s) situation, I would be THRILLED if they were already on a MTM lease. 

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? 

I have no worries about gambling my time over the higher probability it will close. 

And even if you do, there is always a level of "gambling" involved when dealing with these properties.Disclaimer: While I’m an attorney licensed to practice in PA, I’m not your attorney.