My full-time position at this point in my career is as a Sr.

If you think they are quality tenants, you can raise them over time, and let them know you will be improving the property.

Graduated 2013 in Computer Engineering, also positioning myself to do some REI soon. 

@Alex Boursiquot If i were in your position I would get a HELOC and pay it off immediately after selling the property that I used the money for.

This seems like a wrong position for appraisers to take to me. 

How can we Position ourselves that they pay for moving costs, loss of work due to negligence and other costs?

If it was easy to find positively cash flowing properties without, someone on this thread would likely have bought them. 

Thank you all for the positive posts, I feel much more reassured about this. 

Additionally, I am looking to transition my career into something more RE oriented, as I am currently a project manager in a media company, and have been in Managerial/HR positions for the past 8+ years in non-RE fields.

It seems to me accepting bids for a rental would only benefit the landlord in a very competetive rental market with low supply/high demand where you might find high quality renters willing to oubid each other just to get into a place.