Be sure your lender is comfortable with this, as many fear giving folks primary loans for properties they view as having a high probability of being turned into a purely investment.

Since Airbnb remits at the state level when I see high numbers (or low) of what I am remitting for other OTAs/direct I then drill down to make sure listings are optimized on all channels.

I have video and pictures of all the damages and had sent him the itemized list on 5th day of his move out, which is within 30 days.

I was going to buy a owner occupied duplex with 3.5% down then buy an investment property using 25% down but my DTI ratio would not qualify for both mortgages in the same year unless I used a dscr loan but then the interest rate would be very high, and it'd be hard to make a deal work using a dscr loan because of that.

I guess my question is this: is the very low cash flow (due to my low down-payment and high interest) going to improve?

Cleveland, Baltimore, Toledo, Indy etc....You will see net population decreases in most of these areas but these are the areas where the prices are the lowest in the USA and come with rents that are very high when compared to the sales price.

Lessons learned is not to buy a property with a high HOA.

People with high risk tolerance will have a far different answer than someone who is risk averse. 

I was relieved to hear you speak highly of his program after reading the posts before yours.

I have attached a video from our CEO on the Basics of Investing.