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I would like to know if there's any pentesting scenarios where ping multiple hosts is useful for the pentester.

EDIT. Of course any other that know if the host is live...

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  • If you don't know the network at all it can be useful to ping the whole network to map it. Also if you want to fingerprint those hosts. – ewanm89 Jun 20 '16 at 19:21
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Pinging during pentesting is only helpful for a quick determination of what is immediately reachable. Nothing more, and nothing less. It should not be used for complete discovery of what is, or isn't on a network since some hosts (even on an internal scan (ping sweep)) may not return an ICMP response. During pentesting, I rely on networking knowledge, e.g. ARP, network ranges, moreso than ping.

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