I will say that @Collin Hays is right.

You looked past a red flag right at the outset:"When application was made tenant was I am not going to to have my puppy with me so do not need pet fee or application"Total red flag.

I think he's right. 

The specific property I am looking at right now is netting from PadSplit to the current owner  between $5k-$6k per month.

We are seeing great appreciation and stability in the city right now.

Someone left early and asked for a refund; should I give it to them?

There are so many great strategies to help you scale your portfolio, so I understand your desire to find the right plan and avoid mistakes.

I think I'm in a pretty unique situation and am trying to figure out the right hoops to jump through to move forward.Long story short, I'm trying to tap into the equity of the rental property passed down from my grandparents that is held in an S-corp which is co-owned by myself, my siblings, our cousins, and an idiot uncle.

Plenty of successful investors started right where you are.

I've often found that just going right to the expert in the space is going to be the most direct source of info.