If he can't, that would eliminate this option.Based on the information you have provided, a couple things are triggering for me: He is willing to "let it go for $86k".  

Should I pull the trigger on this deal?

Unless and until you identify the catalyst which triggers a reason why they should care, you're working too hard to buy from unmotivated owners.

For that coverage to be in force, the federal government must identify the cause as a terrorist act, which triggers all kinds of other things.As a result, insurance companies specifically exclude terrorism on their policy forms.  

Disclaimer: I listened to every podcast on my daily 7 mile round trip bike commute to my jobs before pulling the trigger to purchase a house / investment property.

I am a self employed Licensed Massage Therapist and Health Coach.

However, I wouldn't be paying a lot so I was pretty comfortable with that and pulled the trigger.

Sending the same message repeatedly or sending many messages quickly will trigger the automatic block.

I have read that if a home is sold too far below the assesed value, it can trigger fees for the seller which i also don't want to do.

Ask them what type of deals they like and how they find them.Look at lots and lots of houses before you pull the trigger unless you stumble across a no-brainer.