If I had a portfolio of 5 STR yes my time increases, but in my opinion it’s still worth it and the revenue blows away LTR.  

My thought is, everything along the 606 trail and the blue line in that area is going to blow up even more once this development is finished. 

Don't blow it all on one deal.

I’ve had a retail credit card since I was 18, and I just recently had my car blow up on me so I had to get a new vehicle and I got it without a co-signer.

Use the toaster with the lights on and blow a fuse.

Use the toaster with the lights on and blow a fuse.

Also if I am advocating for the tenant here regarding their values/beliefs, in my opinion, then I have already made up my mind what to do, but I just want validation.

The comps, particularly for a unique property like 2 houses on one lot (unless that's common in your area, here it is not) are few, and they don't know how to handle it.I'm not familiar with what you describe though, "rural" designation and why that would be a death blow. 

For them you, if the paint does not need it, you explain that the maintenance fund is in case the hot water heater blows, not if the paint is dingy.

This is fine but they do tend to be more stressed because they take small issues and blow them out of proportion because they don't have the experience.