Hi Jessica,

Thank you for posting to our forums!

It looks like you are using WooCommerce for your store platform.  If that's the case then here is the information on how to sync existing orders:

Since orders only get sent from WooCommerce to ShippingEasy when an order is entered, your existing orders will not be sent automatically to ShippingEasy. Only new orders entered after you install and configure the ShippingEasy plugin will get sent automatically. To ship existing orders, you can upload them to ShippingEasy via a CSV file or force them through individually by editing each order.

To upload your orders to ShippingEasy via a CSV file:

This will add the orders to ShippingEasy as "Manual Orders". Your Manual Orders store settings as configured withing SETTINGS >> STORES & ORDERS will apply to these orders.

1. Export the unshipped orders from WooCommerce to a CSV file.
2. Import them them into ShippingEasy. Learn more.

To force individual orders through from WooCommerce to ShippingEasy:

This will force the order into your ShippingEasy account essentially ignoring the order statuses that you have selected to pull in. Read below for setting up the order statuses that you'd like to automatically sync into ShippingEasy.

1. Edit the order in WooCommerce.
2. From the Order Actions menu select Send to ShippingEasy.
3. Click the Save Order button.

This is mentioned in our Knowledge Base article: How to use ShippingEasy with WooCommerce (v3.x)

If you have further questions, please let us know in the comments.  Thanks!