Whether or not it would pass with the IRS depends on language used in the agreement and the wordings in the settlement statement. 

There was another known heir the passed with no children to pass her ownership to and a few others that can’t be located. 

For the property at hand I am hoping to have  coworkers Va entitlement remain in the loan meaning the one year occupancy would be waived since she’s already passed that threshold .

Here's my situation: My family has about $250-$300K that we recently acquired through a relative unfortunately passing away.

Significance there is that Fannie and Freddie decided in March of 2022 that they were going to basically eliminate the 10% down option by adding high enough fees that lenders couldn't pass a fees test unless they were going to originate the loan at a loss. 

I'm always happy to help others and pass along knowledge and I'm sure you can find someone in your market that will do the same.

Triple Net leases allow the Landlord to pass Operating Expenses (primarily comprised of Property Taxes, Insurance, Common Area Maintenance, Snow Removal and Property Management) directly through to the Tenants of the property on a pro-rata basis. 

All he has to do is vet the buyer and if the buyer passes, sign the requisite agreement with the buyer and then show the property.

Have you entertained restructuring the 2nd you have on the property and increase the loan amount? 

Some coastal cities that were historically very welcoming to vacation rentals (like Rockaway Beach OR) have recently passed new CAP's or rules on STR permitting or vacation rental licenses.