I use to think you never could where I lived in Boston, so I waited to get started, then later a heard of this guy doing condo conversions, etc, making lots of money. 

I am not even listening to any argument lawmakers have until the conversation involves forgiving the TAXES I have to pay as a landlord. 

I would highly recommend a conversation with the construction company, researching them on Google to find reviews and public conversations about them, and having a followup conversation with the couple (preferably the wife to get a second perspective from them) and clarify what it is about your home that is attractive to them (assuming there are other similarly priced places on the market).My experience in this is limited for sure, but the 4 times I've had a "too good to be true" tenant have led to 3 turkeys and time wasters and 1 young tenant who simply didn't understand the process well and came off as "too good to be true."  

Better still would be if I could convert it to a SD Roth IRA (paying taxes on it upon conversion), and then have something like $97,500 more in my Roth IRA account with which I could play in real estate and have no taxes on the gains.I hope this helps!

🙏 A year and a week ago I had a passing conversation with my CPA about buying some rentals to help with my tax burden.🙏 4 Weeks later I had purchased 5 duplexes, totaling 10 rental units.🙏 Before a year was up I added the kid's Condo and another 4 unit quadruplex.

   If you are using a Fannie Freddie mac lender it is called offsetting your debt to income ratio using either potential rental income or current rental income from the tenants that currently live on the property.look out... this is a hard conversation to have with stupid 20 something year old mortgage loan officers that know nothing about mortgage underwriting.

and seen big upgrades in the last seven years: new AC unit, sewer line, hazard removal, garage conversion (to office), etc. -- most of the major maintenance surprises have already happened. 

I will definitely reach out to builders and revisit the conversation with him.

Being more active on the forums, starting more conversations face to face (or zoom now :P), and being more active and up front with communications

Felt to me financially irresponsible which is why I needed to start this conversation because I was clearly missing the full picture.