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Could you confirm if the affected VMs had a 169 IP before rebooting? With you mentioning that not as many IPs are available as expected. The likely cause is the recomposing where desktops with new MAC addresses get a lease. While the old MAC addresses hold on to existing leases until expiration.
Even if DHCP is not the issue in this case. I would cut the lease time to 10 minutes. I have been doing VDI for many years and that will save you a lot of headache in recomposes. There is essentially zero risk.
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