Not sure what’s available out of the box for ansible (I can have a look at the options) but at the very least, we should have some feedback system that informs us about the state of the installation on each of the laptops (for example by sending/streaming the ansible logs to some pre-defined server).
Having a monitoring server would also make ssh’ing into the laptops easier (assuming that the firewalls permit it) as it would collect the IP addresses.