Two opposite testing philosophies
The CISSP tests integrated judgment. Its scenario-based questions present multi-element situations — a regulatory constraint, a technical control, a business pressure, an organizational dynamic — and ask which response best balances all of them. There is rarely a single technically correct answer; there is the answer that an experienced security executive would choose.
The OSCP tests capability. Its exam is a 24-hour practical engagement against a set of live machines in a controlled lab environment. Candidates must compromise specific targets — perform reconnaissance, exploit vulnerabilities, escalate privileges, pivot — and then document the entire engagement in a professional report submitted within an additional 24 hours. There are no multiple-choice questions. You either compromise the targets and pass, or you do not.