Yes. When upgrading a Workspace to Pro, you must upgrade all users within the Workspace. Workspaces are billed per seat, based on the number of users in your Workspace.
Workspaces with 1-2 members will be on the Pro Personal pricing, starting at $22/user/month when billed annually.
Workspaces with 3+ members will be on the discounted Pro Team pricing, which starts at just $15/user/month when billed annually.
Learn more about the different roles and subscriptions: What are the different member roles and pricing tiers?
To upgrade and assign roles: How do I upgrade my team?