Systems and methods to transfer software entitlements between information handling systems

Embodiments of systems and computer implemented methods are provided to transfer software licenses and entitlements associated with a user account from a first information handling system (IHS) to a second IHS. A computer implemented method in accordance with the present disclosure may generally include executing an entitlement management service to reassign the software licenses and entitlements associated with the user account to the second IHS, executing at least one local validation service on the second IHS to validate the second IHS and the user's workspace, and if the second IHS and the user's workspace is successfully validated by the at least one local validation service, executing one or more cloud-based orchestration services to verify the user account, determine which software licenses and entitlements are associated with the user account, and acquire and validate the software licenses and entitlements before transferring the software licenses and entitlements to the second IHS.