Looking to do something similar out in CO in the next few years!

Two months later I get a letter renewing my insurance for my new AND old car. 

Photographers spent a whole year trying to gain a foothold there. 

Both of which we have owned less than two years. 

Heather and I have been in real estate for almost 20 years, but not as investors.

Listing - https://www.zillow.com/homedetails/428-E-Union-Ave-Bound-Bro...I would tread lightly, you're talking about a house that's 145 years old.

You either spend the time categorizing your revenue and expenditures as you go (easier) or at the end of the year (harder IMO).

I realize I could cash in on any of the above and decrease the new mortgage in turn lowering my dti but my intention is to not face any tax losses by selling from any of those accounts before the end of year.

We both make near 100k each a year and we are tired of our jobs.

This is just my opinion because in over 18+ years in banking I have had thousands of customers who started off doing fix and flips change gears and then buy and hold.