In one embodiment, a network device (e.g., a master controller) may detect an event on a current path in a computer network from a local network domain to a destination address prefix of a remote domain. In response, the device may dynamically (e.g., intelligently) determine a trace target destination address within the destination address prefix, and may perform (or request performance of) a Traceroute of the current path and a selection of alternate paths in the network from the local network domain to the trace target, where the Traceroute is adapted to obtain per-hop measurements along the respective traced path. The measurements may then be stored, for example, to be used for optimal path selection, fault identification reporting, etc.