I doubt he's going to want to simply give up his cashflow/equity without compensation, but if his other option is having a spotlight put on his business practices....letting the local community know how he treats sellers.. he might be more inclined to negotiate.  

I'm guessing the city would be more inclined to get the violations fixed vs acting as realtor to sell a house.

Hipsters and millenials aren't as inclined to that approach for some reason. 

There's no incline for good drain flow.

But my properties were/are higher end rentals, so maybe it’s the financial position of the tenant that’s a determining factor.in answer to the OP’s question, if a tenants lease expired and he wanted either a month to month or a 3 or 6 month lease, I would tend to do the following:in a very weak rental market I would be inclined to keep the rental rate the same.in a normal to strong market I’d charge 10-15% more monthly on a 6 month lease, 20-30% more on a 3 month lease, and 35% more for month to month.in a very strong market I would do a competitive rent survey and let that guide me. 

That is why I am inclined to rent continually, unless there is a very compelling reason to buy. 

. -- HELOC on 3 unit (which is also primary residence) -- 0% Interest credit card I'm inclined towards the cash-out option because it wouldn't directly eat into my cash flow, rather it would cut into my profits on that rental.

If you have the time and inclination to take an active role in investing, this is probably a great way to start and to also make a good bit of money.Here are two places to start:1.

Now that the market is turning and homes not appreciating sellers may be more inclined to seek NPL’s as they will start incurring more costs and with values not increasing they can’t bank on appreciation to keep the loan covered.Curious what people are expecting Q1

I am definitely more technically inclined than she prefers.