Don’t try to make all insurance companies happy as their requests are sometimes very unreasonable as the inspectors are sometimes incompetent. 

I can't answer your first question, but it is certainly not unreasonable to ask the sellers to cover that work, or for a credit.  

@Jay Hinrichs well I'm asking for other possible properties I may want to go with a sub to on as wellso thanks for pointing out the lack of  land trust protection.this deal specifically isn't a seller carry because they owe how much its worth and the note holder is a local investor that doesn't want to foreclose. my intention was to wrap the financing with a slightly higher interest rate (currently 5%) maybe offer 6% to collect the difference and a small fee maybe $3,000 over the current amount owned. would people consider this seem unreasonable or a act of bad business for solving my sellers, her private lender, and a possible buyer who can't get traditional financing?

However, I have spoken to USAA and Freedom Mortgage and their underwriters found the commute to be to unreasonable for the house to be my primary residence.

Since landlords have this happen all the time, it's not unreasonable for him to be firm on ensuring commitments.

The reality is that the landlord that makes an unreasonable late payment fee usually never gets all of it.

(Alcoholic who was getting a divorce,  said we were being unreasonable by making him give 30 days notice to vacate. )  He had left a wet towel hanging on a rack.  

Im just trying to avoid being unreasonable. 

I don't think there is anything unreasonable about that.

Don't be afraid to cut him loose if his expectations are unreasonable.