@tkimpton Some versions of macOS 14 don't respond properly to the minimum OS requirement, and I _think_ it wasn't reliable until 14.5 and later.

We are seeing this on pretty much every new deploy in Central America. North America seems to be ok. We had to turn it off

Hi @tkimpton, have your tried to specify a version instead of latest macOS based on device eligibility.

Let's say 15.2 instead of let it choose a version for you.

We have tried both. Our issue seems to be region specific.

Try with a newer OS. I did not see this actually performing well in my enviornment until enrolling devices with macOS 15, and now it works without issue.

The problem is, we sometimes drop ship from our vendor (like CDW) and can't guaranty OS version. Having hiccups with this makes simplified deployments... difficult.

we have seen this issue due to network issues during the Enrollment, Restarting the Machine and connecting with know good network resolves this issue mostly.

I tested it many times, and 14.6.1 works. Jamf needs to change the minimum version on their end from 14.4 to 14.6.1. Anything lower than 14.6.1 should be skipped.

 from my jamf case "it appears that this issue is related to a recently opened Product Issue (PI125574). Based on our findings, this behavior seems to stem from a third-party Apple issue, as it occurs before the device enrolls into Jamf Pro." i have been advised to set it to latest minor. In my view if jamf change the minimum to 14.6.1 they can see it works.

Its a known issue. We had the same issue and ended up changing to Latest Minor version which works.

Agreeing with everyone's bad experiences. 

Look into doing this with compliance instead, giving people a 24 hour grace period before enforcing compliance for system version, or even prevent access until the device has been updated. Updating doesn't require the device to be in compliance yet. 

Compliance means you don't have to control every little detail - you just require the details to be correct before granting access. :) 

Stumbled on this issue as well. Well it was a good feature in thought....