Does their contract have some sort of contingency that allows them to apply for a billboard and back out if its rejected?

Since the houses are occupied and the first is reaching its contract limit of a year, its time to renew, increase the rent and I don't even know how to.

These methods are designed to fail.Keep This in Mind:The issue isn’t wholesaling.Wholesaling is just getting a property under contract below market value and assigning it to a cash buyer.

One more I can add is the note investor who thought that holding the note gave him the right to determine how the subject property was managed, with approval of tenants, leases, and maintenance contracts.  

Given you already have a property, you may feel comfortable enough with the home-buying process and reviewing of the contracts.

Such as yard signs, lock box, MLS keys, showing appointment services, help in filling out contracts, and X hours of consulting advice. 

Also look at what similar turnkey homes are up for sale for and if they are either sitting or in contract/what they are selling at.

Are you primarily B2B (contracting directly with companies/agencies) or B2C (leasing to individuals/or Airbnb)?

I have been deliberately managing it as a rental (ie, contract, collecting rent, etc.). 

Historically I have flipped houses, rented homes and sold on land contract.