|Sam Phelan Customer Service Representative|
It's entirely normal that after your first item in a subscription, new subscription items do not appear in the sidecart before they are generated into active orders. Any other items you place in the sidecart will still ship with them, but our subscription generation process just pops them into existence in active orders at the time of generation rather than displaying it in the sidecart for any items after your first one in that subscription.
It looks like it generated and shipped out successfully for you. If you have any further questions or concerns, please let us know. Thank you!