Hello @ebeaumont 

Can you provide more details on what is happening? It is hard to tell from the screen shots. 

• Is the same run able to be created manually, without design line, without seeing any errors? (If an error pops up when manually placing the items, we can see why Design Line is not entering them, and make adjustments).
• If you take a look at The View>Troubleshooting in Design line, does it state that any items have failed to fill, and show any details? 
• What size is the riser, and what size is the main that fills correctly, and which size is filling incorrectly?