Treat them all to coffee to get new signatures, insist on none of them dragging their feet to have the new lease completely valid from the get-go.

Yet, my father insisted I seek higher education.

Insist on delaying closing  until vacant.

When I decided to sell this property & hired a real estate agent, he discovered that the home was in poor condition & wasn't able to put it on the market at the time.The roof had missing flashing on the gable but the entire roof was replaced by contractors hired by USREEB late 2016 as they insisted that it could not be repaired.The living room floor had soft spots under the carpet & the sub flooring was damaged.

I think and would like to keep it the way it is, but she insists that she wants him off the lease though and she is a good tenant.

If you insist on that, instead of attempting to handle it yourself, you're probably dooming your own deal.

With a car, you're in for 5 years, maybe, with a 20K - 30K investment (and I still insist on price over payment there, as well.).

most homes you will buy are one's that you can tell from the front need help.I helped my bank out of a bunch of homes there in Sisters a few years back but even at bank distress they were 200 to 300k.. of course they were new. 

I also saw how much harder it made it on the PM (me at the time) when owners insisted we used their maintenance guys instead of ours.

I've also had potential partnerships fall apart because I insisted on paperwork hat says I would be reimbursed my rate for the rehab.