Phillip Wylie
Phillip Wylie Show | Cybersecurity & Pentesting Podcast
The Phillip Wylie Show is a premier cybersecurity podcast and media source for offensive security professionals. Hosted by Phillip Wylie, globally recognized ethical hacking expert, keynote speaker, and co-author of The Pentester Blueprint, the show features elite red team operators, penetration testers, and security leaders sharing real-world tradecraft, advanced tactics, career strategy, and insights on AI-driven cyber threats.
Author
Phillip Wylie
Category
Podcast website
Latest episode
Jul 7, 2026
Where to listen?
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Episodes
Jason Downey: Semi-Pro Kickboxer Turned Pentester 12.12.2023 32:44
About The Guest: Jason Downey is a pen tester at Red Siege, a boutique pen testing firm. He has been in the industry for almost three years and specializes in network pen testing, social engineering, and physical assessments. Jason has a background in network administration and security, and he is passionate about sharing his knowledge and helping others in the industry. Summary: Jason Downey, a p...
Jessie Bolton: Building Your Personal Brand and Networking in Cybersecurity 12.12.2023 59:22
About The Guest: Jesse Bolton is the founder of Bolt Resources, a cyber staffing and recruiting firm that focuses on workforce development and coaching. She is also involved in the North Texas ISSA and is passionate about advocating for the cybersecurity workforce. Summary: Jesse Bolton, founder of Bolt Resources, joins Phillip Wylie on the Phillip Wylie Show to discuss the importance of building...
Be Fearless Online: Open emails without being tracked or hacked with SquareX 05.12.2023 24:21
About The Guest: Jeswin Mathai is the Chief Architect at SquareX. He leads the team responsible for designing and implementing the Infrastructure. Prior to joining SquareX, He was working as the chief architect at INE. He has published his work at DEFCON China, RootCon, Blackhat Arsenal, and Demo Labs (DEFCON). He has also been a co-trainer in-classroom training conducted at Black Hat Asia, HITB,...
Diamond Forbes: From Homelessness to Security Engineer 05.12.2023 50:03
About The Guest: Diamond Forbes is a security engineer at Google with over eight years of experience in the field. He started his career in the Army National Guard as an IT specialist and network engineer. Diamond has worked in various roles, including help desk, system admin, and senior network engineer. He has a passion for learning and has self-taught himself many skills, including coding and c...
Katie Paxton-Fear: The Importance of Content Creation in Cybersecurity Careers 27.11.2023 45:03
About The Guest: Katie Paxton-Fear, also known as Insider PhD, is a content creator and educator in the field of cybersecurity. With a background in software engineering, Katie creates high-quality videos on her YouTube channel that cover various topics related to web security and bug bounty hunting. She is known for her detailed and comprehensive approach to teaching and sharing knowledge in the...
Maxie Reynolds: From hacker to underwater data center entrepeneur 21.11.2023 36:52
About The Guest: Maxie Reynolds is a former offshore oil and gas worker turned entrepreneur. She is the founder and CEO of a company that specializes in placing data centers underwater, reducing cooling costs and carbon emissions. Maxie is also a stuntwoman and has a background in robotics and computer science. Summary: Maxie Reynolds shares her journey from working offshore in the oil and gas ind...
Olivia Gallucci: Offensive Security, Coding, and Content Creation 14.11.2023 29:13
About The Guest Olivia Gallucci is a junior at the Rochester Institute of Technology and an expert in offensive security and content creation. She has worked in various offensive roles, including pen testing and red teaming, and has also done freelance work in the field. Olivia is passionate about open source software and has contributed to several projects. She is known for her blog, oliviagalluc...
Jessica Barker: The importance of cybersecurity culture and awareness 07.11.2023 36:24
About The Guest: Jessica Barker is a cybersecurity expert and co-founder of Cygenta, a company that focuses on the human, technical, and physical aspects of cybersecurity. With a background in sociology and civic design, Jessica brings a unique perspective to the field of cybersecurity. She is the co-author of "Cybersecurity ABCs" and "Confident Cybersecurity," and is currently...
Lilly Chalupowski's Journey Into Malware Analysis 31.10.2023 43:44
About The Guest: Lilly Chalupowski, also known as Cerberus, is a malware reverse engineer specializing in criminal malware. She has extensive experience in analyzing various malware families and has developed open-source projects to aid in the detection and extraction of intelligence from malware. Lilly is also a talented musician and often incorporates guitar playing into her live Twitch streams....
Shenetworks: Leveraging Content Creation to Build a Career in Cybersecurity 24.10.2023 26:51
About The Guest:Shenetworks is a content creator and cybersecurity professional known for her educational videos on TikTok. She has built a following by sharing technical content and leveraging various social media platforms to educate and engage with the cybersecurity community. Summary:Shenetworks discusses her journey as a content creator and how she has leveraged brand building and content cre...
InfoSec Pat: Content Creation and Cybersecurity Careers 24.10.2023 44:22
About The Guest: Patrick Gorman, also known as Infosec Pat, is a content creator in the cybersecurity community. He started making content on YouTube about four years ago and has since built a strong following. Patrick is an offensive security professional and covers a wide range of topics in his videos, including hacking, penetration testing, and network security. Summary: In this episode, Philli...
From NSA to CISO: A Conversation with Ira Winkler 18.10.2023 30:36
About The Guest: Ira Winkler is a renowned cybersecurity expert with over 30 years of industry experience. He started his career at the National Security Agency (NSA) and has since held various roles in the field of cybersecurity, including chief security strategist at HP and chief security architect at Walmart. He is currently the CISO at CYE, a cybersecurity company. Winkler is also the author o...
Importance of Fundamentals and Home Labs with Kevin Apolinario 10.10.2023 31:04
About The Guest: Kevin Apolinario is a cybersecurity professional with a diverse background in IT support and training. He has over 12 years of experience in the restaurant industry, which has helped him develop strong customer service and soft skills. Kevin is also involved with Riosis, an organization that supports Latin individuals in the cybersecurity field. He is passionate about helping othe...
Web Application Pentesting and the Importance of Specialization with Tib3rius 03.10.2023 29:17
About The Guest: Tib3rius is a penetration tester with over ten years of experience, specializing in web application security. He is the creator of the popular tool Autorecon, which is widely used for enumeration in the OSCP exam and CTF challenges. Tib3rius also offers courses on Udemy and Hackers Academy, focusing on privilege escalation techniques for Windows and Linux. Summary: Tib3rius joins...
Jakoby's Journey 26.09.2023 40:10
About The Guest: Jakoby is a content creator and hacker with over a decade of experience in the field. He started his journey in hacking at a young age and has since become skilled in various areas, including bad USB and PowerShell. Jakoby is known for his ability to make complex concepts easily digestible for newcomers to the field. Summary: In this episode, Phillip Wylie interviews Jakoby, a con...
Michael Taggart's Journey in Education and Information Security 19.09.2023 42:41
About The Guest: Michael Taggart is the founder of the Taggart Institute, an education project that aims to provide affordable and accessible learning resources for individuals interested in information security. With a background in teaching and technology, Michael transitioned from K-12 education to security analysis work and is currently a senior researcher at UCLA Health. He is passionate abou...
A Journey From Offensive Security to Leadership with Tom Eston 12.09.2023 34:40
About The Guest: Tom Eston is the VP of Consulting and Cosmos Delivery at Bishop Fox, an information security consulting firm. He is also the founder and host of the Shared Security Podcast, which has been running for over 14 years. Tom has over 24 years of experience in the technology and cybersecurity industry, with a focus on offensive security and application security. Summary: Tom Eston joins...
Powerlifting and PowerShell: A Discussion with Jake Hildreth 07.09.2023 41:59
About The Guest: Jake is a cybersecurity professional with a background in system administration. He has a deep understanding of Active Directory security and is currently the Active Directory Security Assessment Service Lead at Trimarc. Jake is also the head developer of the open-source tool Locksmith, which focuses on Active Directory Certificate Services misconfigurations. Summary: Jake shares...
Yuri Diogenes Discusses Building a Career in Cybersecurity 05.09.2023 31:04
About The Guest: Yuri Diogenes is a cybersecurity expert and author with over 15 years of experience in the industry. Originally from Brazil, Yuri moved to the US in 2003 to work at Microsoft and Dell Computers. He has published 31 books on cybersecurity and currently works as a People Manager at Microsoft, overseeing the development of cloud security products. Yuri is also a professor at Capitol...
The Power of Community: A Conversation with Kevin Johnson 29.08.2023 39:16
About The Guest: Kevin Johnson is a renowned cybersecurity expert and the founder of Secure Ideas, a consulting and training company. He has been in the industry for over 30 years and has extensive experience in penetration testing and application security. Kevin is also actively involved in the open-source community and is a strong advocate for the OWASP (Open Web Application Security Project) or...
A Discussion with Active Directory Security Consultant Brandon Colley 22.08.2023 32:03
About The Guest: Brandon Colley is a cybersecurity professional who specializes in Active Directory security. He has a background in IT operations and has worked in various roles, including help desk support, desktop support, and server administration. Brandon currently works for Trimarc Security, a well-known Active Directory security company. Summary: In this episode, Brandon discusses his journ...
A Conversation about Hack Red Con with Dan and Ken 18.08.2023 52:51
About The Guest(s): Dan and Ken are the founders and coordinators of Hack Red Con, and Hack Space Con. They are passionate about bringing hands-on technical training and mentorship to the cybersecurity community. They believe in the power of community and strive to bridge the gap between experienced professionals and those just starting out in the industry. Summary: Dan and Ken discuss their upcom...
The Importance of Quality Pen Testing: A Conversation with Katerina Tasiopoulou 10.08.2023 33:53
About The Guest: Katerina is the CEO and founder of Exelasis, a cybersecurity organization that focuses on elite pen testing and advanced security testing. She is one of the first female CEOs in the industry, and she is passionate about bringing the elite back into cybersecurity and promoting the importance of pen testing. Summary: Katerina discusses the commoditization of pen testing and the need...
Product Marketing in the Cybersecurity Industry: A Conversation with Liron Mendel 07.08.2023 26:14
About The Guest: Liron Mendel is a product marketing professional with a background in sales and marketing. She has worked in various tech companies, including CYE and Allot, and specializes in bridging the gap between product and marketing. Summary: Liron Mendel, a product marketing professional, joins the podcast to discuss the role of product marketing in the cybersecurity industry. She explain...
The Evolution of Active Directory Security: A Conversation with James Potter 03.08.2023 27:35
About The Guest: James Potter is the CEO and founder of DSE, a professional services firm specializing in Active Directory security. With over 25 years of experience in Active Directory work, James has a deep understanding of the challenges and vulnerabilities associated with this core piece of software. He is passionate about helping organizations secure their boundaries through Active Directory...
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