I've lived in this city since I was born, know the area well and have numerous connections, so I feel like I'm set up to start off as well as anyone else would be.At the end of the day, I also realize I'm not stuck at the first brokerage I choose and could always switch if one place is not working out as expected.

Don't expect a counselor to be familiar with wholesaling. 

Identify who the cash buyers are and understand their criteria of what they look for, learn how to run numbers on a property as if you were a flipper yourself because that is the skill expected of you by cash buyers to save them time and that is the value you bring to others.

Basically the price point is too high for the expected rent.

Yes the IRS will negotiate but don't expect them to and expect that it will be a considerable hassle. my guess is that if you have it under contract they would negotiate with you.

Other than cycles....I would love to hear any reasons people may be expecting an increase or drop in value in any of these areas.I'm sure other forums discuss this, but I'm starting another one :)

I was actually planning on having the discussion with them about getting the unit up closer to market rents and what that would look like over the coming years and what to expect. last year i gave them a 90 day notice on the rent increase.

I am new to BiggerPockets so I was not sure what to expect. 

I expect to see you as the next newest, hottest Webinar Speaker on BP.  

In the beginning expect to travel more often than you may like but once you have a system in place will become less frequent.