A booking carries one contract, between the buyer or venue on one side and the agency or artist on the other. If you need two different agreements — two artists, two entities, two separate sets of terms — you give each one its own booking.
How to get a second contract
Add the second entity or artist to your roster, if it isn't there already.
Clone the booking.
On the cloned booking, select the second contract template on the Contract tab and adjust the terms so they describe that side of the deal.
Click Create Contract (older interface: Create Drafts) and send it.
Each booking now has its own contract and its own invoice, and each one moves through signing independently. That means each party sees only their own agreement, and your reporting separates the two properly rather than lumping them together.
Good to know
Cloning carries the shared details across — date, venue, event information — so you're only editing what's genuinely different between the two deals.
Because invoicing follows the booking, splitting this way also gives you clean, separate invoices for each entity rather than one combined document you'd have to explain.
If the second document isn't really a contract — a summary, an addendum, a confirmation — a Deal Card on the original booking may be all you need, and it doesn't require a second booking at all.
Attachments are a third option. If the extra paperwork just needs to travel with the contract rather than be signed separately, add it to the Contract tab as an attachment while the contract is still unissued.