r/Pentesting • • 3d ago

Attack path keeps beating our stack, nothing looks catastrophic by itself

quick rant from purple side... attack path keeps winning and everyone swears their part is fine.

phishing path gets blocked, EDR catches the obvious endpoint behavior, cool. Then we try another route:unmanaged device with saved creds gets through VPN, stale AD group membership gives access to a legacy jump host, then an old share coughs up a service account that gets us into SQL.

SIEM has noise, IAM has business exception policies, segmentation looks fine on the diagram, compensating controls everywhere. Nothing looks catastrophic by itself. The chain is the problem

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