(Assuming I make a capital gain)#2 Does having roommates count as landlord experience to a loan officer (when claimed on taxes), when applying for an investment property?

Count me in too :)

Though i respect anyone making a living, i see this as a side hustle and not any form of steady employment to count on.

He is the biggest HUD closing attorney in Chicagoland - he does about 700 closings just on HUD alone every year (not counting closings with banks).

I do know that this property fits well regarding the 1% rule but I don't want to count on the "pro forma" data that I have.

I think the only hurdle is that your mortgage, assuming you have one, on your current house will count against you as it is not rented out and is a liability.

I wouldn't count on HUD properties solely.

Sounds like you have a good case since they discounted a bathroom when it sounds like they should have counted it.  

Count me in as well.

In reality, we make good money, about $300K/year, but $200K of that is from this "new" business, $50K is from my commissions as a real estate agent, and $50K is from my rental properties, a lot of which have been purchased in the last 12-18 months, so most lenders won't count them.