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No Items to fulfill when enable line shipping is marked on SO

Scenario: we have enable line shipping turned on and each line is assigned a ship to, a carrier and a ship via. When we hit the "FulFill" button at the top of the SO no items show up on the item fulfillment. I have searched suite answers and found answer ID: 30366 however the solution that is gives is already enabled and it's still not working.

Does it have something to do with the Calculate shipping button under the shipping tab because currently it does nothing for us right now? We also only use two methods which is Delivery via our delivery vehicles and customer pick up instead of delivery.

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