The first is a pain mgmt specialist who just can't wait to get out of medicine Lol. 

Those terms are nice (and longer) but they're a pain to get and only for the 'cleaner' properties. 

At the properties I'm looking at, that extra leasing fee is painful.  

But sometimes they'd change it to a code that nobody could access: guests would get locked out, we'd get calls at 11PM, and we'd have to cut the lockbox and replace it....a pain in general.

You should focus on having at least 20 to 30% equity in the deal when you buy it so if it isn't for you, you can exit without too much pain.  

That agent sounds like he would have been a pain to work with.  

The upper tenant has been somewhat of a pain.

First, does the HOA allow rentals and if so, its likely they will be a pain to deal with if your tenants happen to break any rules.

Maybe something like, "we don't provide reimbursement for spoiled food, but I understand being without a fridge for a few days while a new one is delivered is a pain.

Most people harbor pain and often guilt and shame from their past.