I want to build a portfolio that will generate $100,000 in passive income.

Neighborhood is kinda between crap and up-and-coming, great location to larger employers but corner of a busy street, rehab ready kitchen and baths.

I have a 4BR/2BA in the Denver metro area that generates ~$2700 in rent by renting out by the room. 

When the value is less than $60,000 market value; the lender seems a high cost of maintenance compared to revenue generated with that.Good luck

I feel weird buying a vacation home for ME when I feel like so much of my strategy is 'work hard, save money, build equity, expand REI' - but at the same time, this could potentially be a small income-generator from AirBNB - I just don't have enough faith in that to really push me over the edge into moving forward.

However, in this day and age of the house hack, especially in areas where living spaces are hard to come by, why store your car in the garage when you could rent that puppy out and generate some cash flow?

It sounds like they do not want to do your loan or that you may be borderline qualifying in their eyes.Are you self employed?

I would say that it may pay to have another home warranty company give you quotes and make sure they realize this is an attached structure- it doesn't seem like this is accurate in not covering; what would happen for the end user that wasn't using this for income generating, but simply an extension of their square footage? 

One thing that is important to realize about being a realtor is that you will be considered "self-employed."

A deal with $1 monthly cash flow will in the end turn into a liability as demolition costs will exceed the cash flow generated over a lifetime.