If you are asked to take off your shoes, add $1000.

Any tips/tricks for someone in my shoes?

However, if I were in your shoes, I would get a HELOC on that first property because A HELOC gives you the "option" to purchase another property if you come across the right deal.

If I was in your shoes, I would come up with a plan to snowball the properties so they are all paid off in 7 years. 4 paid off rentals and no personal mortgage will create quite a bit of cash flow  to help subsidize retirement.

No cleavage or tight skirts, no torn jeans, no hoodies, no tennis shoes.

Hagerstown, MD, might be another option (full disclosure: I own in both areas).THAT SAID, if I were in your shoes...

@Courtney James If I were in your shoes especially in a production based business like wholesaling I would probably get more value and more return for the efforts and money by investing in a system or technology of some kind. 

If I was in your shoes, I'd probably use a rough DCF with a discount rate over 20% to get yourself into the ball park of what to offer.

If I were in your shoes, I would move the equity into good, solid rental properties in an area that has stronger economics.

I think if a tenant were to have multiple bags of groceries in their vehicle and need to take it up to the kitchen they probably wouldn't be taking off their shoes in between grabbing bags of groceries or just say they are in a hurry and forgot something inside need to run back inside, they won't be taking off their shoes.