Chris-
We purchased a four plex a few years back were the owner had passed, when we purchased it all the tenants were current on their rent and we were given the impression they had been screened. Turns out they had not been screened but were recommended by friends or family type of deal. The price was right and we got into a bit of a bidding war but we won out over a cash bidder because we were promised to not immediately push out current tenants.
Like others mentioned, we set up new leases, new management style. Attended to deferred maintenance and so forth.
One tenant was ready to move already, so we let that one go and remodeled that unit. Having one remodeled unit with three other not so good units isn't working out as well as we hoped. We do get much better prospects and do collect much more rent. There is quite an income gap between the nice unit tenants and the current tenants. It's almost a cultural gap!
Two tenants have stayed in place. Initially, their rents were significantly below market value so we have been slowing bring them up to market value. We kind of hoped they would move on so we could renovate but no such luck. One unit, they can barely afford their rent and utility bills lately. We see the writing on the wall with them.
The other unit keeps popping open when we least expect it and already have a big ticket improvement or renovation going on elsewhere. We have done the spit and polish but not a new kitchen, though its in good shape it holds the unit value down. Therefore, I would recommend setting up your financing for a little more breathing room.
We do work with the tenants if they tell us before hand about rent not going to be on time. We are very flexible in that regards for damn good reasons: job slowdowns, significant illness/injuries or death in the family. That willingness to work with them has reaped some rewards when we need to ask them to follow the rules or when we need to raise the rent. We get no push back.
Funny, its the renovated unit, with well screened good reference tenants that we've had to give notice to and have had to chase down rent for or have other drama with. I think that's where the 'cultural gap' between tenants plays in. They get a lot more indignant and argumentative about payments, following rules and etc. One even stated, well I'm not like those white trash neighbors I have to put up with. Currently, we seem to have a good fit for the renovated unit: someone from the neighborhood who has lifted themselves up a notch with education and a better job that doesn't look down on the neighbors.