I've got some information about the feature that you're looking for, @EStier.

General Liability and Workers Compensation Insurance are designed for contractors. These  fields and the option to set an automatic alert remain as features in QuickBooks Desktop. However, they are only available in the Premier Contractor Edition. It allows you to set dates for the vendor insurance. If those dates expire, you'll be warned about the case when you try to do things like creating a payment for the vendor.

Should you decide to upgrade your subscription, select what's best for you. Once you have it, you can start the upgrade tool.

I've always got your back if you need further assistance in upgrading your QuickBooks to a newer version. Have a great day.