Not one went smoothly enough that I felt I could have not been present for. 

Tenant does not have to be present, nor do you have to bend your schedule to fit him.

If you wait until the situation presents itself and then try to fumble your way through it, the tenant can see that as a sign of weakness or think you're trying to gouge them.Final note: DO NOT let the tenant use the deposit to pay the termination fee or last month's rent!

We also have a connection with an investor who is ready to commit to working with us when we present some good options to him. 

@Lauren Finn I think we covered this in your post yesterday, but looking forward to seeing you at the next RI real estate investor group meeting if not before too 😊(Wholesaling is both just as easy, and way not as easy, as it’s usually presented to new folks, so I’m definitely looking forward to talking with you about that, and related real estate topics too of course.)

In short paying for future value in the present; bad move!

I am looking to get some cash for a rental property by wholesaling and am even willing to get contractors and so on together to present a nicely wrapped deal. 

@Luke Simonetti Not sure base on your anecdote, but relative to the 'consulting with the spouse' part... are you guys presenting to only one half of the decision making team?

It's not mandatory to be present when they come out to the property, but then you're at the mercy of whatever they decide the property is worth.

DetailsCondo purchased in November 2010 and occupied as primary residence as follows:Purchase price 143K, current value 380KOwner occupied = 3.6 years  (November 2010 - June 2014) Rented out = 4.7 years (July 2014 - March 2019)Owner occupied = 11 months  (April 2019 to present)If I occupy it for another year and then sell it.