He is experienced, neat, great with budgeting, communicated well, and timely.

(There is a $7K balance on a property worth prob $150K)So the lady who has had the property is a bit 'emotional.'

However, you likely have a stipulation in your contract (or should ask for one) where they communicate with you first about repairs over $300 and you can definitely ask for multiple bids if you're looking to do something like replace an HVAC system.  

Again I am playing the REALTOR hair because I have my license, however a wholesaler would just communicate to a licensed real estate agent of what to say when an offer is given to them.  

Agents always need high-quality photos of properties.Property Management Assistant: You can help property managers with tasks like tenant communication, coordinating repairs, and administrative work.

This tenant has given every indication that they can’t resist from the continued sniping and repeated communication issues so I’m sure the warning will show signs of good faith that I tried to make the situation work and she did not comply.

Communication:Maintain open and respectful communication with your tenants.

A divorce after years of marriage with kids, is an expensive and emotional experience. 

Hey Jean, no hard rule to this but with properties I've sold, I always think it's best to communicate with your tenants to get ahead of any potential issues.1) Potential buyers will likely need to walk the property, so you'll have to schedule with your tenants.2) They might see the house on Zillow, Redfin etc and think "Am I going to get kicked out?

We have been using Flip It with excellent service and communication.