Leadership meetings are intended for the vCIO and the rest of the organization’s leadership (CEO, CFO, CMO etc.) to meet. The normal use of this is for monthly or quarterly C-Level planning sessions. The vCIO might just attend to listen and stay “in the loop” on what is happening at the business.
The Coaching sessions are meant to (normally) be 1:1 with a C-Level or senior manager at the customer. Maybe the vCIO and the CFO talk about general project planning regularly. These meetings are shorter and less formal.