This kind of thing happens and now would be a good time to negotiate and add to your agreement how it will be handled in future.

Very commonly the resident pays a portion of the rent so your rent increase will affect their budget and their lives. 

That kind of errand is not the sort of thing they are paid to do and our liaison wasn't able to devote enough time to the problem on a daily basis to make it happen which I completely understood but it was still frustrating. 

If anything explain that there is a fee on top of a lifetime charge (which on its own is kind of weird), but okay. 

I'm being charged half of that annual amount for what appear to be common turnover repairs such as filling nail holes and tightening door knobs.

As remote work is more and more common, many professionals look for a home there.

What kind of margins are you getting?

This is the kind of thing the bank you keep all your operating funds in should be happy to help you with. 

A common scenario would be to pay a penalty if you sell within the first 5 years starting at 5% if you sell in the 1st year down to 1% in the 5th year.

What kind of savings do you guys have in addition to the income savings each month?