My goal is to move my investments closer to bay area once I reach critical mass.

Any additional thoughts/suggestions/criticisms are welcome and will be appreciated. 

What I found is that "minor issues" that would have dinged me to a 4 star previously is either mentioned in a private note and the public review is a 5 OR they message me during their stay, I resolve the issue, they appreciate it, and they give me a 5 star review.I found people love to be online critics but if you very briefly mention why 5 star reviews are important and promptly address issues as they come up it has a positive impact.

Waycross is definitely a smaller market and I agree you may want to move into a larger market to get a better return, but due diligence is real critical.

This included upgrading the roof, which was a critical component of ensuring the building's structural integrity.

Therefore, a critical location selection metric is that rents and prices are rising faster than inflation.

If I wasted 55k paying off low interest debt i would lose out on a LOT of trading income and I would only gain the minimal interest saved on the student loans and nothing on paying off the car.Also, criticizing someone's purchase after the fact doesnt really do much except come off rude. 

Then they buy something and it's a nightmare to them because it does not match up to what they had in mind.This is why it is critical to work for somewhere for awhile in that industry to get a grasp on it or have some option period where the seller shows you the business but you have a chance to back out within the option period. 

Someone is going to criticize me saying photoshop but I'm saying do it!

It's critical you use a Realtor who has experience with REOs.