Could be from improper insulation, blocked air flow, and other age issues.

I own 14  properties right now, 11 are within 2 miles of my house in Uptown and the other 3 properties are 4 miles away in a great neighborhood and within blocks of where I go to church so I'm over there often enough. 

Pick out a number of blocks to drive and look for abandoned properties.

I think you will save yourself some time and energy by only doing showings once a week within a 2 hour time block.

My wife and I are new to Louisville and own a house in Deer Park, a block away from Bardstown Rd, right off of Eastern Parkway.

@Shaun Peterson  I'd have to agree to disagree about your sentiment that most dont see the value in Delano - As far as where your lot is situated you may need to sit on it 20 plus years - the immediate area and surrounding blocks are run of the mill basic SMALL entry level houses.   

If i am new player .. i would do the following:1) Save up cash that i can spent within minutes 2) Become master analyzer of a given area so that I can analyze the deal within minutes  and know the buy/sell characteristic of every single block on that neighborhood 3) Network heavily with wholesellers (only individuals...

Josiah,The property is in the Ellet area a few blocks from the high school.

I feel like I have hit a point of information overload and need some help with steps / questions to push past this road block and take action!

It's also possible that he had a conversation with you about "Real estate professional" status which helps to unlock deductions blocked by high income.