And it's helpful in preventing undesirable activities from occurring on your property. 

I wouldn't be surprised if they tell you to pound sand.

The property needs some tlc which is why it's a good deal but the small things that need to be fixed have made it "undesirable" to the 2-3 carriers that are left in this area willing to write rental properties.

Or at least tell him to pound sand and that you'll buy his property the proper way and now that you know what you know his real price to you will be $440K."

Am I being penny wise and pound foolish?

Public transportation for mid-class working people seems to be mostly undesired, making the last point not as important IMO.

I rent month to month because I like the flexibility it provides in terms of asking people to leave without having to prove that they did something wrong.....the downside of that is I end up getting houses back in November/December which always means I'm going to lose 1 1/2 to 2 months rent.not going to say finding a good tenant in a week is impossible, but in my experience I get inundated with the people who have a history of evictions and other undesirable activity during the 1st week the listing is up, followed by a wave of much better qualified prospects. 

Locations that one may call "undesirable" but the AirBnB was 100% booked almost all the time.

The vehicle needs to be above 6000 pounds for you to write it off 100%. 

.: I read an interesting article not long ago considering how sort of "good intentions" lead to potentially bad/undesired results.