On the Subscriptions screen, Upgrade means the group is not currently covered by an active subscription, or it needs a different plan size.
Tap Upgrade to subscribe that group (or move it to a larger seat-based plan). You’ll choose the plan size that fits your group (up to 6 / 20 / 100) and complete checkout.
If the group already has an active subscription of the correct size, you’ll see Manage instead.