To share a Spine license with a contractor, you should purchase a license specifically for the contractor's use during the contract period. The Spine license is a "named user" license, meaning it is intended for a single, specific person. While the license is technically non-transferable, you can email Esoteric Software to change the named user when the contractor's work is completed. This allows you to reassign the license to another user or back to yourself, ensuring compliance with the licensing terms.