And when an investor does this using 1031 they want to continue to get the benefit of deferred tax and additional income indefinitely. 

Do others make tenants pay an additional application fee?  

Additionally, I'm not even sure how I'd tackle that legally if I did try to recoup any unpaid rent from three different cosigners. 

Anyone have additional insights on Bend or KC?

I’m going to sell this property soon as my HOA won’t allow me to transfer it over to an LLC.We want to purchase 5-15 doors (2-6 multi family homes) in the next twelve months and I currently have about $5000 saved and potentially have access to an additional $150k in family/friends money.

It’s a double lot (6400 square feet) that had a 700 Square foot addition added around 1940.

There is also a possibility to purchase additional acres for building. 

A roll-away center island might help with storage and give additional working counter space.

I agree with those who hinted that you'd be wasting your money if you put your own money into accelerating your mortgage payoff, when those same dollars should be going towards additional investing.I'll repeat Joe's point: don't help your tenants pay for the properties you already "own"!

I would love to help you with the bigger projects only (additions and larger).