So he in effect he really could pay his rent.

I ask this because In 2015 I claimed every expense possible and it saved me alot of $$$ on taxes, but in the end it had a negative side effect when applying for another mortgage on an additional property. 

How does this effect depreciation when it comes to taxes?

Nothing messes up an effective PM/Tenant relationship like an owner getting involved. 

@Gregg HuttonSounds like your patience and REI success has been very effective in getting your wife to take interest.

What's the most cost-effective way to find this information?

Have a home, so need mortgage interest off, 1099 real estate brokerage job too.Generally who is good with he NJ/NYC commute situation's tax effects and real estate tax savvy. 

In other words, the rent roll would effectively pay for the loan and be paid in full in 10 years.  

What's the most cost-effective way to find this information remotely?

I've heard people say to expect a call-back % of anywhere from 2-8%, and that seems reasonable as I'm already analyzing more houses than that monthly.Also, I've found a lot of good info on the site surrounding what to write on the letters and how to be cost effective when sending them, but I'm still unsure of how the negotiation process is going to go once a motivated seller calls me.