Jacob G. Oakley spent over seven years in the US Marines and was one of the founding members of the operational arm of the Marine Corps Forces Cyberspace Command at NSA, Ft. Meade. He left that unit as the senior Marine Corps operator and a division technical lead. After his enlistment he wrote and taught an advanced computer operations course, eventually returning back to mission support at Ft. Meade. He later left government contracting to do threat emulation and red teaming at a private company for commercial clients, serving as principal penetration tester and director of penetration testing and cyber operations. He is currently working as a cyber SME for a government customer. He completed his doctorate in IT at Towson University, researching and developing offensive cybersecurity methods and is the technical reviewer of the book Cyber Operations, second edition, by Mike O’Leary.

• Chapter 1: Red Teams in Cyberspace.- Chapter 2: Why Human Hackers?.- Chapter 3: The State of Modern Offensive Security.- Chapter 4: Shaping.- Chapter 5: Rules of Engagement.- Chapter 6: Executing.- Chapter 7: Reporting.- Chapter 8: Purple Teaming.- Chapter 9: Counter-APT Red Teaming.- Chapter 10: Outcome Oriented Scoping.- Chapter 11: Initialization Perspectives.- Chapter 12: Reverse Red Teaming.- Chapter 13: Evaluating Offensive Security Processes.- Chapter 14: Experimentation.- Chapter 15: Validation.-

Jacob G. Oakley spent over seven years in the US Marines and was one of the founding members of the operational arm of the Marine Corps Forces Cyberspace Command at NSA, Ft. Meade. He left that unit as the senior Marine Corps operator and a division technical lead. After his enlistment he wrote and taught an advanced computer operations course, eventually returning back to mission support at Ft. Meade. He later left government contracting to do threat emulation and red teaming at a private company for commercial clients, serving as principal penetration tester and director of penetration testing and cyber operations. He is currently working as a cyber SME for a government customer. He completed his doctorate in IT at Towson University, researching and developing offensive cybersecurity methods and is the technical reviewer of the book Cyber Operations, second edition, by Mike O’Leary.

• Chapter 1: Red Teams in Cyberspace.- Chapter 2: Why Human Hackers?.- Chapter 3: The State of Modern Offensive Security.- Chapter 4: Shaping.- Chapter 5: Rules of Engagement.- Chapter 6: Executing.- Chapter 7: Reporting.- Chapter 8: Purple Teaming.- Chapter 9: Counter-APT Red Teaming.- Chapter 10: Outcome Oriented Scoping.- Chapter 11: Initialization Perspectives.- Chapter 12: Reverse Red Teaming.- Chapter 13: Evaluating Offensive Security Processes.- Chapter 14: Experimentation.- Chapter 15: Validation.-

Jacob G. Oakley spent over seven years in the US Marines and was one of the founding members of the operational arm of the Marine Corps Forces Cyberspace Command at NSA, Ft. Meade. He left that unit as the senior Marine Corps operator and a division technical lead. After his enlistment he wrote and taught an advanced computer operations course, eventually returning back to mission support at Ft. Meade. He later left government contracting to do threat emulation and red teaming at a private company for commercial clients, serving as principal penetration tester and director of penetration testing and cyber operations. He is currently working as a cyber SME for a government customer. He completed his doctorate in IT at Towson University, researching and developing offensive cybersecurity methods and is the technical reviewer of the book Cyber Operations, second edition, by Mike O’Leary.

• Chapter 1: Red Teams in Cyberspace.- Chapter 2: Why Human Hackers?.- Chapter 3: The State of Modern Offensive Security.- Chapter 4: Shaping.- Chapter 5: Rules of Engagement.- Chapter 6: Executing.- Chapter 7: Reporting.- Chapter 8: Purple Teaming.- Chapter 9: Counter-APT Red Teaming.- Chapter 10: Outcome Oriented Scoping.- Chapter 11: Initialization Perspectives.- Chapter 12: Reverse Red Teaming.- Chapter 13: Evaluating Offensive Security Processes.- Chapter 14: Experimentation.- Chapter 15: Validation.-