Quote from @Scott E.: Great post Jake.

Also looking for R E Agent / Investors form out of state to give me some insite of your market. 

In hindsight I wish I would have put things into more of a pro and con list as it would be easier for readers, but understand it was just kind of brain dump as I was just doing my tax records so it was fresh on my mind.

Memphis, TN, might be worth adding to your research list as you look at potential areas for your investments.Memphis offers several compelling advantages for real estate investors.

I entered the market after a successful e-comm business sell out with $80k.

Quote from @Angel Dejesus: https://www.mass.gov/how-to/reactivate-or-reinstate-a-real-e...Call their phone number and ask.

For myself, I own an e-commerce business so I am self-employed.

If any portion of the building or structure is occupied by the taxpayer, the gross rental income from the property must includes the fair rental value of the unit occupied by the taxpayer.IRC 168(e) defines a dwelling unit as “a house or apartment used to provide living accommodations.

So to me Pinot land can only go so far.So wine tasting in the WV gets a little tiresome when every winery basically only has pinot and maybe one white. and or they buy their grapes from E Washington to make different varietals.

You do not need a negative cash flow deal to show a loss on your Schedule E.