Freight Shipping Problem

On my store, most products are shipped USPS, except on product (Massage Chair) that is drop shipped for a flat fee.

I have 2 zones a Local Zone defined by zip code ranges and a US zone for the rest of the country. In local zone I have “Local Pickup.” However if they choose the Massage Chair with drop ship, I do not want the local pickup option, but it still shows.

Also, If the customer chooses the chair and then adds more products, I would like the chair to have the flat rate and the rest of the items calculated and the local pickup just for them. Right now, it only shows the flat rate and nothing else.

If they are outside the local Zone, I would like to have the Chair show the flat rate and then any other items use the standard USPS shipping options.

I have created a class for the chair and assigned it and then added the chairs rate in flat rate option. But then, if a person adds another item, it gives the flat rate choice with no charge.

I have this temporarily fixed with a script in the functions.php that forces the chair to be purchased separately from all other items and a plugin called advanced flatrate shipping to assign the freight fee to just that item. I would rather just use the built in shipping than a bunch of workarounds.

I hope I explained this well enough.

I have spent an entire day trying to find an answer and make this work. Is it even possible?