It is important that you understand his/her motivations, not only will this help you tailor your deal but it may also help you avoid buying a dud.

Pre-paid rent and security deposits have very different rules and handling so it would be our position that we do not need to pay interest.In the case of deposits on utilities/trash I would think you are much closer to and probably are holding a security deposit and you should pay interest if they put you over 1 month of rent.Regardless of our interpretation, we actually decided to pay interest in the above situation to avoid the potential for legal costs (1 hour with an attorney exceeded the interest), BBB complaint, hours of staff time arguing about it, bad online reviews or any of the other various things that happen when a resident doesn't like your answer.I will be interested to hear other people's take on the last month being used before eviction.

Avoid these like the plague.  

Avoid the biggies like foundations, termite damage (unless it's easy to access and fix), mold / lead paint / asbestos remediation, full kitchen/bath remodels, etc. 

Do I move every year to avoid investment property taxes?

So at the end of my 3 years I'll have a minimum of 8 cash flowing properties (I currently own my home, one investment property that is a long story but is not cash flowing as good as it can, and have an agreement in place to buy my next home so I can turn my current one into a rental, if I don't decide to sell to avoid depreciation recapture; which I think is something that needs to be discussed more for medium term buy and hold investors). 

If you wanted to avoid that you could hire a PM; I’d be happy to refer you to the team that manages my Halifax units.  

That’s probably your best bet, avoiding a direct conversation with a lawyer about the issue and just motivating the client.

Waianae however, an area most people use to avoid, is now growing with lots of new homes that are still affordable.

I am trying to avoid falling into the trap of manipulating the numbers to justify moving forward.