In the course of troubleshooting I noticed the OG keeps asking for a DHCP address every 15 seconds or so. Not sure if this is indicative of a boot loop.
Jan 11 11:37:27 observatory dnsmasq-dhcp[5406]: DHCPDISCOVER(ap01) 5c:cf:7f:d6:1c:af
Jan 11 11:37:27 observatory dnsmasq-dhcp[5406]: DHCPOFFER(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af
Jan 11 11:37:27 observatory dnsmasq-dhcp[5406]: DHCPREQUEST(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af
Jan 11 11:37:27 observatory dnsmasq-dhcp[5406]: DHCPACK(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af ESP_D61CAF
Jan 11 11:37:41 observatory dnsmasq-dhcp[5406]: DHCPDISCOVER(ap01) 5c:cf:7f:d6:1c:af
Jan 11 11:37:41 observatory dnsmasq-dhcp[5406]: DHCPOFFER(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af
Jan 11 11:37:41 observatory dnsmasq-dhcp[5406]: DHCPREQUEST(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af
Jan 11 11:37:41 observatory dnsmasq-dhcp[5406]: DHCPACK(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af ESP_D61CAF
Jan 11 11:37:56 observatory dnsmasq-dhcp[5406]: DHCPDISCOVER(ap01) 5c:cf:7f:d6:1c:af
Jan 11 11:37:56 observatory dnsmasq-dhcp[5406]: DHCPOFFER(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af
Jan 11 11:37:56 observatory dnsmasq-dhcp[5406]: DHCPREQUEST(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af
Jan 11 11:37:56 observatory dnsmasq-dhcp[5406]: DHCPACK(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af ESP_D61CAF
Jan 11 11:38:11 observatory dnsmasq-dhcp[5406]: DHCPDISCOVER(ap01) 5c:cf:7f:d6:1c:af
Jan 11 11:38:11 observatory dnsmasq-dhcp[5406]: DHCPOFFER(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af
Jan 11 11:38:11 observatory dnsmasq-dhcp[5406]: DHCPREQUEST(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af
Jan 11 11:38:11 observatory dnsmasq-dhcp[5406]: DHCPACK(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af ESP_D61CAF
Jan 11 11:38:25 observatory dnsmasq-dhcp[5406]: DHCPDISCOVER(ap01) 5c:cf:7f:d6:1c:af
Jan 11 11:38:25 observatory dnsmasq-dhcp[5406]: DHCPOFFER(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af
Jan 11 11:38:25 observatory dnsmasq-dhcp[5406]: DHCPREQUEST(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af
Jan 11 11:38:25 observatory dnsmasq-dhcp[5406]: DHCPACK(ap01) 172.16.255.1 5c:cf:7f:d6:1c:af ESP_D61CAF