Billy Giles

Associate Consultant

Tampa, FL, USA28 yrs experience

Key Highlights

  • Expert in offensive security and red teaming.
  • Over 24 years of experience in U.S. Air Force.
  • Creator of Thinking Offensively project.
Stackforce AI infers this person is a cybersecurity expert specializing in offensive security strategies.

Contact

Skills

Other Skills

LeadershipManagementRed TeamPenetration TestingSocial Engineering

About

I’m an Offensive Security leader and practitioner who specializes in red/purple teaming and network penetration testing. With a deep passion for understanding adversary behaviors, I help organizations across a multitude of industries assess their security postures, identify and remediate vulnerabilities, and build stronger defenses by thinking like an attacker. I'm also the creator of Thinking Offensively. Through this project I examine offensive security strategy topics to help cybersecurity leaders anticipate threats and inform decision making, while also providing tools, playbooks, and techniques that red teams can apply directly to their work. My mission is to bridge strategy and execution to help organizations think offensively and stay ahead of evolving threats. Before working in offensive security, I was a career U.S. Air Force Officer, serving for over 24 years in various positions. During this time I built deep experience leading and conducting complex offensive cyber operations, intelligence missions, and special operations. Let’s connect if you want to discuss red teaming, penetration testing, or building a resilient security posture that can withstand threats.

Experience

Bishop fox

Managing Senior Consultant, Red Team

Oct 2025Present · 6 mos

Covertswarm

Head of Adversary Simulation

Jun 2025Oct 2025 · 4 mos

Optiv

3 roles

Principal Consultant, Attack & Penetration

Promoted

Feb 2025May 2025 · 3 mos

Practice Manager, Attack & Penetration

Jan 2024Feb 2025 · 1 yr 1 mo

Security Consultant, Attack & Penetration

Sep 2022Jan 2024 · 1 yr 4 mos

Red team village

2 roles

Board Member (Treasurer)

Promoted

Jan 2025Present · 1 yr 3 mos

Core Team Member (Sponsorship Coordinator)

Dec 2023Jan 2025 · 1 yr 1 mo

Ussocom

2 roles

Squadron Commander

Jun 2020Jul 2022 · 2 yrs 1 mo

Director of Intelligence, Information Warfare Task Force - Afghanistan

Apr 2019Jun 2020 · 1 yr 2 mos

United states air force

3 roles

Intelligence Officer

Promoted

May 2012Apr 2019 · 6 yrs 11 mos

Air Battle Manager

Promoted

Jan 2004May 2012 · 8 yrs 4 mos

Aircraft Maintenance Technician

Feb 1998Jan 2004 · 5 yrs 11 mos

Education

Norwich University

Master of Science - MS — Information Assurance

Jan 2011Jan 2013

Stanford University Graduate School of Business

Stanford Ignite — Certificate Program in Innovation and Entrepreneurship

Oct 2023Nov 2023

Wharton Executive Education

Executive Presence and Influence

Jun 2022Jul 2022

National Intelligence University

Master of Science - MS — Science and Technology Intelligence

Jan 2016Present

Embry-Riddle Aeronautical University

Bachelor of Science - BS — Professional Aeronautics

Jan 2002Jan 2003

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