Phillip Wylie Show

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**Phillip Wylie Show**

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.

Latest Episodes:

Snehal Antani: A New Cybersecurity Paradigm Oct 01, 2024

Show notes

Takeaways

· Snehal Antani emphasizes the importance of product obsession in leadership.

· The transition from a bull market to a bear market requires quick strategic shifts.

· A strong technical foundation is crucial for success in offensive security roles.

· Certifications signal a commitment to self-improvement but are not the sole indicator of skill.

· Bootcamps can provide a pathway into cybersecurity but require ongoing learning to retain skills.

· Autonomous pen testing offers a consistent and comprehensive approach to security assessments.

· The integration of offensive and defensive security communities is essential for overall effectiveness.

· Understanding the threat actor perspective is vital for effective cybersecurity strategies.

· Horizon 3 aims to leverage data advantage to enhance its product offerings.

· The future of cybersecurity will involve algorithms fighting algorithms with human oversight.

Sound Bites

· "Pen testing can be automated that much."

· "I am obsessed with the product."

· "I took a 99% pay cut to serve."

Chapters

00:00 Introduction to Horizon 3 and Snehal Antani

03:26 Leadership and Company Culture at Horizon 3

06:30 Snehal's Hacker Origin Story

10:37 Transition from Corporate America to JSOC

13:45 Building Horizon 3's Culture and Team

16:28 The Unique Approach of Horizon 3

20:24 The Evolution of Pen Testing

24:34 The Role of Humans in Pen Testing

28:41 The Shift in Cybersecurity Mindset

32:31 Certifications and Bootcamps in Cybersecurity

36:26 The Future of Cybersecurity and Co-Pilots

40:21 The Importance of Data in Cybersecurity

44:22 The Impact of Autonomous Pen Testing

48:22 Conclusion and Future Outlook

58:33 Phillip Wylie Show Outro Video.mp4

Resources

https://www.linkedin.com/in/snehalantani/

https://x.com/snehalantani

https://www.horizon3.ai/

https://www.linkedin.com/company/horizon3ai/

Christophe Foulon: Certifications, Are They Still Necessary? Sep 24, 2024

Show notes

Summary

In this episode of the Phillip Wylie Show, host Phillip Wylie speaks with Christophe Foulon, a cybersecurity expert and podcaster, about his journey into the cybersecurity field, the importance of self-discovery for aspiring professionals, and the evolving landscape of hiring practices in the industry. They discuss the significance of certifications, the need for internal talent development, and the value of community involvement in cybersecurity education. Christophe shares practical advice for job seekers, emphasizing the importance of networking and curiosity in building a successful career in cybersecurity.

Takeaways

Christophe's journey into cybersecurity began at a young age.

Self-discovery is crucial for those entering the cybersecurity field.

Certifications are often necessary, especially for government roles.

Hiring practices are evolving, with less emphasis on traditional degrees.

Internal training and development can help fill cybersecurity roles.

Apprenticeships can provide valuable hands-on experience.

Community involvement is essential for building a skilled workforce.

Networking is key to finding job opportunities in cybersecurity.

Curiosity and continuous learning are vital for success in cybersecurity.

Understanding the job market and roles can prevent burnout.

Sound Bites

"I was just hooked."

"It all starts on the foundation of self-discovery."

"You need to be eternally curious."

Chapters

00:00 Introduction and Background

06:46 Recommendations for Breaking Into Cybersecurity

10:54 The Role of Certifications in Cybersecurity

16:08 Creating Career Paths and Apprenticeships in Cybersecurity

25:02 The Value of Networking and Building Relationships in Job Hunting

29:40 Staying Informed: Researching Industry Trends in Cybersecurity

32:14 Closing Remarks

32:39 Phillip Wylie Show Outro Video.mp4

Resources

https://www.linkedin.com/in/christophefoulon/

https://x.com/chris_foulon

Len Noe: World's First Augmented Hacker Sep 17, 2024

Show notes

Summary

In this episode, Len Noe, the world's first augmented ethical hacker, shares his journey into cybersecurity and his experience with body modification. He discusses his hacker origin story, his professional career, and his current work as an evangelist for CyberArk. Len also talks about his book, 'Hacked Human: My Life and Lessons,' which explores the world of augmented humans and the ethical implications of integrating technology into the human body.

Takeaways

Len Noe shares his hacker origin story and how he got into cybersecurity.
He discusses his professional career and how he transitioned from being a black hat to an ethical hacker.
Len talks about his current work as an evangelist for CyberArk and his role in educating people about cybersecurity.
He explores the world of augmented humans and the ethical implications of integrating technology into the human body.

Sound Bites

"I came to the ways of cybersecurity via the Black Hat route."
"I have 10 different microchips that are planted inside my body."
"I can attack physical access control systems directly through physical contact."

Chapters

00:00 Introduction and Guest Introduction

03:36 Unconventional Paths into Cybersecurity

10:28 Implantable Technology and the Future of Augmented Humans

18:41 Redefining Medical Ethics: Risks and Benefits of Body Modification

25:44 Hacked Human: Insights from the World's First Augmented Ethical Hacker

37:26 Phillip Wylie Show Outro Video.mp4

Resources

https://x.com/hacker_213

https://www.linkedin.com/in/len-noe/

Human Hacked: My Life and Lessons as the World's First Augmented Ethical Hacker

https://www.wiley.com/en-mx/Human+Hacked%3A+My+Life+and+Lessons+as+the+World's+First+Augmented+Ethical+Hacker-p-9781394269167

HOU.SEC.CON. Sep 10, 2024

Show notes

Summary

HOU.SEC.CON is a cybersecurity conference in Texas that aims to provide opportunities for students and professionals in the industry. The conference was started in 2010 by Michael Farnum and Sam Van Ryder, who wanted to create a community for cybersecurity professionals in Houston. They initially ran the conference under the auspices of the National Information Security Group, but eventually split off and ran it independently. The conference has grown over the years, attracting attendees and speakers from all over the United States and even internationally. They have had to move to larger venues to accommodate the increasing number of participants. HOU.SEC.CON has steadily grown from 120 attendees in its first year to almost 1400 attendees last year. The organizers initially planned to cap the conference at 300 or 500 attendees, but the demand kept increasing. The conference aims to grow the cybersecurity community in Houston and provide a more affordable and accessible option compared to larger conferences like RSA and Black Hat. HOU.SEC.CON has added two additional conferences, OT.SEC.CON and EXEC.SEC.CON, to cater to specific cybersecurity subfields. The organizers also host monthly user group meetings and provide networking opportunities for the community.

Takeaways

HOU.SEC.CON is a cybersecurity conference in Texas that provides opportunities for students and professionals in the industry.

The conference was started in 2010 by Michael Farnum and Sam Van Ryder to create a community for cybersecurity professionals in Houston.

They initially ran the conference under the auspices of the National Information Security Group before splitting off and running it independently.

HOU.SEC.CON has grown over the years, attracting attendees and speakers from all over the United States and internationally. HOU.SEC.CON has experienced significant growth, from 120 attendees in its first year to almost 1400 attendees last year.

The conference aims to provide an affordable and accessible option for the cybersecurity community in Houston.

HOU.SEC.CON has added two additional conferences, OT.SEC.CON and EXEC.SEC.CON, to cater to specific cybersecurity subfields.

The organizers also host monthly user group meetings and provide networking opportunities for the community.

Sound Bites

"HOU.SEC.CON is a cybersecurity conference in Texas"

"The conference was started in 2010 by Michael Farnum and Sam Van Ryder"

"They initially ran the conference under the auspices of the National Information Security Group"

"We were close to 1400 last year."

"Let's top out at 300. Let's top out at 500. Let's do whatever."

"We would have to take up multiple floors if we were going to stay at the hotel."

Chapters

00:00 Introduction to HOU.SEC.CON and its mission

06:15 The origins of HOU.SEC.CON and its role in the Houston cybersecurity community

18:33 Differentiating HOU.SEC.CON from other conferences: Valuable content and community focus

24:15 The growth and recognition of HOU.SEC.CON

26:35 Expanding HOU.SEC.CON

30:51 A More Accessible Alternative

35:46 Building a Strong Cybersecurity Community

Resources

http://houstonseccon.org/

https://www.linkedin.com/company/houseccon/

https://x.com/HouSecCon

https://www.linkedin.com/in/mfarnum/

https://x.com/m1a1vet

https://www.linkedin.com/in/svanryder/

https://x.com/SamVR

Be Fearless Online: In-Browser Email Security Sep 06, 2024

Show notes

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, RootCon, and OWASP NZ Day. He has a Bachelor's degree from IIIT Bhubaneswar. He was the team lead at InfoSec Society IIIT Bhubaneswar in association with CDAC and ISEA, which performed security auditing of government portals and conducted awareness workshops for government institutions. His area of interest includes Cloud Security, Container Security, and Web Application Security.

Episode Summary:

In this captivating episode of 'The Philip Wylie Show', host Philip Wylie is joined once again by offensive security aficionado Jeswin Mathai. This talk orbits around the expansive realm of professional hacking, highlighting the persistent curiosity and zealous passion these experts have for overcoming challenges in their line of work. With Jeswin on board, listeners can anticipate an in-depth exploration of Squarex's new and riveting features aimed at staving off online vulnerabilities.

The episode delves into the intricate world of in-browser malicious file detection, a pressing issue in today's digital-heavy climate. Jeswin Mathai meticulously walks listeners through the challenges surrounding the detection of malicious files, expanding upon why conventional antivirus solutions struggle and how attackers exploit naïveté during delivery. Furthermore, he presents a live demonstration of Squarex's monumental browser integration, showcasing its real-time detection capabilities and remediation options, elevating Gmail's native security measures to impressive new heights.

Key Takeaways:

Squarex is revolutionizing online security: The discussion reveals how the product can enhance Gmail security by detecting and alerting users to potential threats before they materialize.

In-browser file analysis: Squarex performs comprehensive checks directly within your browser, maintaining user privacy while offering robust protection against malicious files.

Malicious macros are a key threat vector: Jeswin explains how attackers utilize document macros, often undetected by traditional antivirus software, to compromise user systems.

Real-time alerts and remediation: Squarex provides instantaneous analysis of file attachments, distinguishing malicious intent and providing safer alternatives for download.

Enhanced user-friendly protection: The product is designed for ease of use, offering an intuitive safety net for both tech-savvy individuals and those less accustomed to cybersecurity measures.

Notable Quotes:

"The moment you open it, it's almost instantaneous. And not only is it telling you contains macros, tells you the details."

"This is a macro free version created right there in your browser, in case if you're concerned that something can go wrong."

"Email is like the primary source right now of delivery of malicious payload."

"So we have received the mail. So now as you can notice, this is a macro enabled file, but Gmail didn't say anything."

"It's a full blown file system packaged in just one single file, and how crazy it can be to detect malicious macros."

Resources:

Get your free Chrome plugin: ⁠⁠http://sqrx.io/pw_x⁠⁠

⁠⁠https://www.linkedin.com/company/getsquarex/⁠⁠

⁠⁠https://twitter.com/getsquarex⁠⁠

⁠⁠https://www.instagram.com/getsquarex/

Joe Brinkley aka The Blind Hacker Sep 03, 2024

Show notes

Summary

In this episode, Joe Brinkley, also known as the blind hacker, joins Phillip Wylie to discuss his hacker origin story and offer advice for breaking into offensive security and pen testing. They also explore the commoditization of pen testing, the evolution of the industry, and the challenges of testing complex environments. Joe shares his insights on the different generations of hackers and the role of automation and AI in pen testing. He also talks about his work with the Mentor Village and offers resources for those interested in starting their own cybersecurity brand or company.

Takeaways

Joe Brinkley, also known as the blind hacker, shares his hacker origin story and offers advice for breaking into offensive security and pen testing.
The commoditization of pen testing has led to a shift in the industry, with companies seeking budget-friendly alternatives and rotating vendors frequently.
Automation and AI play a significant role in pen testing, allowing for faster and more efficient testing, but human expertise is still crucial for in-depth analysis and finding vulnerabilities that automated tools may miss.
The industry is currently in the sixth or seventh generation of hackers, with increased access to education and tools, but also more complex environments to test.
Joe Brinkley is actively involved in the Mentor Village, offering mentoring, education, and resources to those interested in cybersecurity.
He encourages individuals to build their own cybersecurity brand and consider starting their own cybersecurity company, emphasizing the importance of branding and networking in the industry.

Sound Bites

"I don't care who you go to, learn something."
"Long-term security is the value we provide"
"People are looking for a budget-friendly alternative because compliance and insurance now require yearly security activities."

Resources

https://www.linkedin.com/in/brinkleyjoseph/

https://x.com/TheBlindHacker

https://x.com/deadpixelsec

https://deadpixelsec.com/

Chapters

00:00 Introduction and Background

06:24 Advice for Breaking into Offensive Security

10:39 The Commoditization of Pentesting

15:53 The Impact of Compliance and Cyber Insurance

22:03 Challenges Faced by Practitioners in Limited Time Windows

25:33 The Evolution of Hackers and Accessibility of Education and Tools

30:36 The Role of Automation, Orchestration, and AI in Modern Pentesting

36:23 Building Cybersecurity Brands and the Mentor Village

41:14 Conclusion

41:52 Phillip Wylie Show Outro Video.mp4

Live from BSides Twin Cities 2024 Aug 29, 2024

Show notes

Summary

In this live episode of The Phillip Wylie Show, cybersecurity experts Ira Winkler and Ryan Cloutier discuss their hacker origin stories and the evolution of hacking over the years. They emphasize the importance of basic cyber hygiene and the need to systematize the fundamentals of cybersecurity. They also discuss the risks and benefits of AI, highlighting the potential for manipulation and the need for safe adoption. The conversation touches on the role of policies and procedures, the alignment of cybersecurity with business objectives, and the impact of technology on human experiences.

Takeaways

Basic cyber hygiene is essential in preventing hacking and improving cybersecurity.
AI is ready for prime time, but organizations need to ensure safe adoption and consider the potential risks and impacts.
Systematizing the fundamentals of cybersecurity and aligning it with business objectives is crucial for effective cybersecurity programs.
Technology should be designed with people in mind, considering their experiences and needs.
Understanding the risks and benefits of new technologies, such as AI, is important for making informed decisions and designing resilient systems.

Quotes

"All I did my whole career is primarily take advantage of bad awareness, bad administration, bad configurations."
"We're gonna have an overabundance of tooling and an underabundance of looking at the business processes themselves."
"Your users are a company resource that are gonna be fallible, just like any other resource you have."

Resources

https://www.linkedin.com/in/irawinkler/

https://www.linkedin.com/in/ryan-cloutier/

https://cruisecon.com/

Chapters

00:00 Introduction and Hacker Origin Stories

05:39 The Evolution of Hacking and Basic Cyber Hygiene

08:03 Threat Landscape and Shifting Attack Profiles

10:18 The Impact of Social Media and Bring Your Own Device

18:05 Systematizing the Basics and Enforcing Policies

23:35 Aligning Cybersecurity with the Business and Employee Experience

26:01 AI: Readiness and Safe Adoption

32:13 Understanding AI as Math and the Potential Risks

34:48 Personal Intimate Information and the Weaponization of AI

Dahvid Schloss: From JSOC to Offensive Security Aug 27, 2024

Show notes

Summary

David Schloss shares his hacker origin story, starting with his military background and how he ended up in the field of cybersecurity. He talks about his time in the Joint Special Operations Command (JSOC) and the unique missions he was involved in. He also discusses his transition to the private sector and his current role as a Hive Leader at Covert Swarm. The skills he acquired in JSOC have been highly transferable and valuable in his offensive security career. In this conversation, Dahvid Schloss discusses his experience at Seer, a practice prison camp that taught him transferable skills like lock picking and prison escape. He also talks about the challenges of transitioning from using malware and exploits to using his brain in the civilian world. Dahvid emphasizes the importance of finding your passion within offensive security and recommends exploring different areas to figure out what you enjoy. He also highlights the significance of building a personal brand in the cybersecurity field and encourages professionals to be more public about their skills and expertise.

Takeaways

David Schloss has a military background and served in the Joint Special Operations Command (JSOC), where he was involved in unique and high-value missions.

He transitioned to the private sector and currently works as a Hive Leader at Covert Swarm, focusing on continuous APT emulation.

The skills he acquired in JSOC, such as threat emulation, malware development, and exploit development, have been highly transferable and valuable in his offensive security career.

David emphasizes the importance of privacy and cybersecurity as basic human rights and aims to grow the field by helping individuals with no experience enter the industry and supporting specialization for those already in the field. Seer, a practice prison camp, taught Dahvid Schloss transferable skills like lock picking and prison escape, which he found helpful in the cybersecurity field.

Transitioning from using malware and exploits to using his brain in the civilian world was challenging for Dahvid.

Dahvid recommends exploring different areas within offensive security to find your passion and avoid pigeonholing yourself into a specific role.

Building a personal brand is crucial in the cybersecurity field to showcase your skills and expertise.

Dahvid encourages professionals to be more public about their personal brand and expertise to increase job opportunities and career growth.

Quotes

"I got through this course, I graduated, and I got to do the fun job of being a special operations communicator."

"Seer was amazing. So Seer is like practice prison camp, right? Which sounds why would that be amazing to cyber? And the reason is, is because they teach you some transferable skills, like how to pick locks and how to escape from prisons."

"Having access to really good malware, really good exploits was not at all. It sounds like it would be really helpful, but it was a hard transfer for me, especially because I'm so used to being able to go dot slash execute. And now I'm on a box and now I have to go, Oh, I have to use my brain."

"Offensive security is massive. It's like, there is no way you can be a master of all. Like there is only one and that's John Hammond so far. That's all I've seen. He's, know, he's got, he's got the chops, but we can't all be him. Right. So, um, really like my biggest recommendation."

Resources

https://www.linkedin.com/in/dahvidschloss/

https://x.com/DahvidSchloss

Chapters

00:00 Introduction and Background

02:36 Military to Cybersecurity Transition

08:41 Learning Cybersecurity Skills

17:34 JSOC and Fighting High-Value Targets

26:34 Transferable Skills and Challenges in Offensive Security

29:55 Exploring Different Areas in Offensive Security

39:04 The Importance of Building a Personal Brand

46:41 Opportunities for Growth in Smaller Cybersecurity Startups

49:49 Taking the Time to Find Your Path in Cybersecurity

Eric Teichmiller: Exploring Cybersecurity Careers Aug 20, 2024

Show notes

Summary

In this episode of the Phillip Wylie Show, Phillip is joined by Eric Teichmiller, a technical account manager at Horizon 3. Eric shares his background in cybersecurity and his journey from IT to risk and compliance to offensive security. He explains his role as a technical account manager and how his defensive background helps him understand and support customers. Eric also discusses the benefits of certifications, offers advice for getting into cybersecurity, and shares his study tips and strategies for avoiding burnout.

Takeaways

Eric Teichmiller shares his background in cybersecurity and his journey from IT to risk and compliance to offensive security.

As a technical account manager, Eric supports customers and acts as a subject matter expert for autonomous pen testing.

Certifications can be beneficial in the cybersecurity field, but work experience and the ability to connect with interviewers are also important.

Eric advises aspiring cybersecurity professionals to never stop learning, focus on building experience, and apply intentionally for positions.

To avoid burnout while studying, eliminate distractions, find a learning method that works for you, and have hobbies outside of your day job.

Eric's goal at Horizon3 is to explore positions that allow him to take a big picture approach and continue problem-solving.

Sound Bites

"I'm really enjoying cybersecurity as a whole."

"I kind of have that customer perspective."

"Everything that they were geeking out on not only works, but it works well."

Chapters

00:00 Introduction and Background

03:29 The Role of a Technical Account Manager

06:36 Transitioning from Defensive to Offensive Security

08:41 The Fascination with Autonomous Pen Testing

12:14 The Value of Certifications and Continuous Learning

14:13 Advice for Job Seekers in Cybersecurity

15:55 Navigating Job Descriptions and Requirements

20:12 Avoiding Burnout in Cybersecurity

24:07 Goals and Future Plans at Horizon 3

25:59 Final Thoughts and Conclusion

Resources

https://www.linkedin.com/in/eric-teichmiller-82296295/

https://x.com/ericteichmiller

Jeff Man: From NSA to Pentesting Aug 14, 2024

Show notes

About the Guest:

Jeff Man is a seasoned professional in the cybersecurity industry, with a rich history in penetration testing and security. He began his career at the National Security Agency (NSA) and has since become renowned for his expertise and contributions to the field. Jeff is also a co-host on Paul Security Weekly and frequently shares his insights at notable security conferences. His vast experience and deep understanding of the industry's evolution make him a respected figure in cybersecurity.

Episode Summary:

In this captivating episode of the Phillip Wylie Show, host Phillip Wylie welcomes cybersecurity veteran Jeff Man. Known for his storied career starting at the NSA, Jeff dives into his unique hacker origin story and the evolution of penetration testing. This episode is packed with insights, anecdotes, and practical advice for anyone interested in the cybersecurity landscape.

Jeff Man shares his early experiences working at NSA, highlighting key moments such as his involvement in creating the first software-based cryptosystem. He delves into the early days of penetration testing, describing how methodologies and technologies have transformed over the years. Jeff also discusses the importance of understanding penetration testing's true objectives and offers guidance on how organizations can maximize the value of these tests. His reflections on the cybersecurity community, vendor relationships, and the need for precise terminology provide valuable perspectives for practitioners and enthusiasts alike.

Key Takeaways:

• Jeff's Striking Background: Learn about Jeff Man's remarkable career trajectory, from his start at the NSA to his present role as a cybersecurity expert and podcaster.

• Evolution of Pen Testing: Understand the shifts in penetration testing methods, technologies, and industry perceptions over the past three decades.

• Maximizing Pen Test Effectiveness: Discover practical advice on how organizations can make the most out of their penetration testing efforts by setting clear objectives and collaborating with trusted advisors.

• Cybersecurity Insights: Jeff emphasizes the importance of understanding and correctly using industry terminology and the value of a comprehensive security program.

• Community and Learning: Hear Jeff's thoughts on the cybersecurity community, including his participation in conferences and his ongoing mission to educate and mentor upcoming professionals.

Notable Quotes:

• "I've always tried to ascribe to that. You might lose something in the near term by saying, well, what we have really isn't the best thing for you right now."

• "Pen testers are the unsung heroes of the industry, often with relatively boring stories, but they are crucial to the security landscape."

• "Very rarely do I see a pen test report that's actually, we tried to break in, or we tried to gain access, or we tried to gain unannounced access."

• "I've always been a consultant. I've always been sort of in this trusted advisor role."

• "And I have clients that I've been working with now for 15, 20, 25 years. Not all the time, but when they need something, they're like, hey, let me give Jeff a call and see what he has to say."

Resources:

Jeff Man LinkedIn: https://www.linkedin.com/in/jeffreyeman/

Jeff Man X(formerly Twitter): https://x.com/MrJeffMan

Jeff Man on Paul Security Weekly: https://www.scmagazine.com/security-weekly

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