Sure, though I'd ask more open ended questions about a problem to see where they go with it.

Maybe they land on using something like a debugger or wireshark or strace or whatever makes sense to dig into whatever horrible voodoo is plaguing them. The important thing is that they are creative and experienced at questioning or confirming their priors and eliminating thousands of paper cuts and yak barber shops for themselves, their team, and their organization, so that collectively everyone is enabled to operate at a high-level instead of everyone constantly bushwhacking their way toward eventual failure.