Hi Jeff,
Ad 1) : According to the manual it looks as though it can be both - manual :
http://www.cisco.com/c/en/us/td/docs/app_ntwk_services/waas/vwaas/vwaas-623/vwaas-install-config/v-hyperv.html#98498
Ad 2) : If you already have the license for the ESXi image, and I'm assuming that your migrating from that, you have already purchased the LIC-VCM-100N so it should be a problem.
The license is not Hypervisor specific.
Best Regards
Finn