“No Shipping Option” Error

Howdy, folks.

I’m having some trouble setting up shipping methods.

I have two types of customers (configured via User Role Editor) one for ‘regular’ customers who pay retail, and another for dealers who are wholesale. Therefore I need two types of shipping calculations:

– Retail: $4/order + $2 each additional item via USPS (flat rate)
– Dealer: I calculate shipping via UPS manually after the transaction is done and then add to the invoice (I’m using “free” shipping for this)

For some reason, I can’t seem to get the second (Dealer) to work. I keep getting a “no shipping option available” message.

Thanks in advance for your help!