Fresh Version 13 Install and Windows Legacy Device Support
Matt, sorry about the version confusion. That is exactly the answer I was looking for. Thanks very much.
The path you're probably thinking of is installing 13.x prior to installing 14.x. 14.x leverages SHA-2 and TLS 1.2 by default which is incompatible with most legacy Windows Mobile / CE devices. You can downgrade the 14.x SHA-2 certificate to SHA-1 before enrolling any devices if you engage SOTI support but it's also relatively easy to start on a 13.x and then perform an upgrade as the lower level SHA-1 certificates from 13.x will be maintained after the upgrade.