I understand this is a personal risk decision and I'd love to hear pros/cons/things to consider from the Bigger Pockets community.

Banks are going to look at you to serve as a personal guarantor, even if the property is purchased in an LLC.

My biggest recommendation is to write down all of the "Use cases" you would like and then determine which software actually works better for you personally. 

Share the details of your project as much as possible and let them know how much involvement and communication you desire from that person. 

You will still have to personally guarantee the loan, but the paperwork is in the name of your entity.  

I personally love the Cleveland market for its cash flow.

I dont have any personal experience but have always been interested in the better group zip codes.

it is possible to use personal contacts to find deals.

You’re probably thinking, I don’t know this person so why should I get involved… just remember that we’d both be in the same boat, we both have to trust and respect one another, but read to the end, and learn more about me.I was born and raised in San Jose, California by my beautiful, wickedly smart and fiercely independent single mother.

The IRS also allows deductions from interest paid on student loans, business interest, and personal interest, and qualified residence indebtedness.