People often comment saying they are in Pricelabs every day "tweaking" their pricing.

But yes, now that we are here, maybe let him know that if things do not get up to date or cleaned up you will go to his superiors.When people are late right at the beginning, I let them know that the behavior is not acceptable and let them know there are consequences to that bad behavior. 

I've seen a lot of people try this, and they rarely use the home. 

Could work, but remember people that need hard money usually need it for a reason.

Quote from @Juan Castillo: Most people "dream" of investing in real estate.

I have a couple of people that this has happened to, and you need to have it in writing and tied to the property to make it work. 

There's no reason to provide details, though I do let people know if anyone asks that we do not accept bulk up-front rent payments or anything like that because I absolutely do not want a prospective tenant to think that someone else swooped in with a bunch of cash last minute.

I bought a single family because I thought I could house hack in the same way as a duplex and in ways it certainly could have and did work but I didn't expect the relational aspects of having people living in a property I purchased.

I am in talks with a couple people now.

Quote from @Andrew Steffens: There are probably more experienced people on this type strategy who will hopefully chime in.