Me thinks financing might go smoothly just because we'll be using his bank, he grew up with his bank's president.

Of course if it runs so smoothly you most likely would have no desire to sell.

Being an agent who does both I know the right and wrong way to go about the process and make the transaction go as smoothly as possible. 

Thanks @Brian Gerlach Thats my hope that once we have this turn key place under our belt and "fingers crossed" it goes smooth maybe she wont be as afraid.  

This my general feeling....When you structure things correctly and things are going smoothly, paying  a PM 8-10% per month for essentially taking the rent payment, PLUS one month rent at turnovers is a HUGE waste of $$.When the sh*t hits the fan and things go badly or need a lot of attention, then a PM is worth their weight in gold IF you as a LL can't deal with it......I've only been doing this for 6 years now and only have 3 units and I have self managed them EASILY over that time frame..... nothing has come up that I cant easily handle myself with very little time involved.

For my deal flow the agents that are real I break the most bread with and deals go smooth because they are on it.

This might involve him having to go somewhere to stay, like a family/friends house or hotel during this time.So for everyone that has gone through something similar, how have you handled things with the tenant to make it go smooth.

Used Susan on my BRRRR deal but on this one my partner wanted to use Jeff Basler - was a smooth process. 

Nothing, it went smoothly!

So far, he's been a smooth tenant other than being late on rent a few times.