Phillip Wylie Show

Latest Episodes:

Joe Vest: OG Red Teamer Mar 18, 2025

Show notes

Summary

In this episode of the Phillip Wylie Show, Joe Vest shares his extensive journey in the cybersecurity field, from his early days in IT to becoming a prominent figure in red teaming. He discusses the evolution of red teaming, the differences between red teaming and penetration testing, and the importance of understanding technology fundamentals for aspiring security professionals. Joe also reflects on his transition from offensive to defensive security, the challenges of writing a book on red teaming, and offers valuable career advice for those looking to break into the field.

Takeaways

• Joe Vest emphasizes the importance of community in cybersecurity.

• His hacker origin story began in IT, not knowing hacking was a thing.

• Red teaming was not common outside of government when he started.

• He prefers to define security tests based on goals rather than labels.

• The core principles of red teaming have remained unchanged over the years.

• Joe has shifted focus to defensive security and detection engineering.

• Understanding technology fundamentals is crucial for aspiring security professionals.

• He encourages building home labs and practical experience in security.

• Writing a book on red teaming was a significant achievement for Joe.

• He advises that not everyone will take action on security findings, and that's okay.

Chapters

00:00 Introduction to Joe Vest and Cybersecurity Community

01:59 Joe Vest's Hacker Origin Story

09:24 Understanding Red Teaming vs. Pen Testing

18:50 Evolution of Red Teaming and Current Trends

21:51 Transitioning from Offensive to Defensive Security

28:15 Career Changes and Personal Growth in Cybersecurity

33:59 The Importance of Foundational Knowledge in Security

39:15 Lessons Learned and Advice for Aspiring Security Professionals

Resources

https://www.linkedin.com/in/joe-vest/

https://x.com/joevest

https://redteam.guide/

Jorge Reyes: From Atmospheric Sciences to Cybersecurity Mar 12, 2025

Show notes

Summary

In this episode of the Phillip Wylie Show, Jorge Reyes shares his journey into cybersecurity, discussing his background in atmospheric sciences, the importance of mentorship, and the value of teaching. He emphasizes the significance of hands-on experience, the necessity of understanding different domains within cybersecurity, and the importance of networking. Jorge also provides practical advice for aspiring cybersecurity professionals, highlighting the need for continuous learning and proactive career management.

Takeaways

• Sharing experiences can save others time in learning.

• Mistakes are essential for growth and learning.

• Internships provide valuable hands-on experience.

• Teaching helps reinforce knowledge and communication skills.

• Understanding different domains in cybersecurity is crucial.

• Networking is key to finding opportunities.

• Proactive career management leads to better outcomes.

• Continuous learning is necessary in the tech field.

• Hands-on experience is vital for skill development.

• Being open to diverse projects enhances career growth.

Sound Bites

• "Teaching is very fulfilling."

• "You have to continuously learn."

• "Be open to not get siloed."

Resources

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

https://jrsec.github.io/2022-09-29-cybersecurity-entry-level-plan/

https://www.amazon.com/Extreme-Ownership-U-S-Navy-SEALs/dp/1250067057

My Zero Trust World 25 Hacking Labs Experience Mar 05, 2025

Show notes

In this video, I discuss the hands-on hacking labs from ThreatLocker' Zero Trust World 25.

Naveen Sunkavally: From Software Engineering to Pentest Automation Mar 04, 2025

Show notes

Summary

In this episode of the Phillip Wylie Show, Naveen Sunkavally shares his unique journey from software engineering to offensive security. He discusses his experiences at Horizon3.ai, the importance of coding in cybersecurity, and the evolving role of automation and AI in pen testing. Naveen emphasizes the need for a solid foundation in IT and development for those looking to break into cybersecurity, and he provides insights into vulnerability research and the future of the industry.

Takeaways

• Naveen's journey from software engineering to offensive security is inspiring.

• Understanding both offensive and defensive security is crucial.

• Automation is becoming increasingly important in pen testing.

• A solid coding background is essential for success in cybersecurity.

• Vulnerability research can lead to impactful discoveries.

• AI tools are changing the landscape of software development and security.

• The disconnect between offensive and defensive security needs to be addressed.

• Continuous learning and adaptation are key in cybersecurity.

• Naveen encourages exploring lesser-known applications for vulnerabilities.

• The future of cybersecurity is promising with emerging trends.

Sound Bites

• "I got my OSCP and it was a lot of grinding."

• "AI tools are great for senior coders."

• "The future is bright in cybersecurity."

Chapters

00:00 Introduction to Naveen Sunkavally's Journey

01:35 Naveen's Hacker Origin Story

09:30 Transitioning to Offensive Security

17:50 The Role of Automation in Pen Testing

23:24 Vulnerability Research Insights

27:59 The Future of Cybersecurity and AI

Resources

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

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

https://www.horizon3.ai/

My ZeroTrust World 2025 Experience Mar 01, 2025

Show notes

Last week, I had a great time at ThreatLocker 's Zero Trust World 25. In this video, I share my experience attending the event.

Nicholas DiCola: Micro-Segmentation: A Game Changer in Network Security Feb 28, 2025

Show notes

Summary

In this episode of the Philip Wylie Show, host Phillip Wylie interviews Nicholas DiCola from Zero Networks, exploring his background in cybersecurity, the importance of foundational IT skills, and the innovative solutions offered by Zero Networks in the realm of micro-segmentation and zero trust networks. The conversation delves into the challenges of traditional security measures, the efficiency of Zero Networks' approach, and valuable career advice for those looking to enter the cybersecurity field.

Takeaways

• Nicholas DiCola emphasizes the importance of foundational IT skills for a successful career in cybersecurity.

• Micro-segmentation is a critical component of a zero trust security model.

• Zero Networks automates the micro-segmentation process, saving significant time for organizations.

• Many micro-segmentation projects fail to complete within the tenure of a CISO due to complexity.

• Certifications can validate basic skills and show initiative in the cybersecurity field.

• Hands-on experience through internships is crucial for aspiring cybersecurity professionals.

• Understanding the entire network stack is essential for effective security practices.

• Zero Networks' solutions are scalable for organizations of all sizes.

• The simplicity of Zero Networks' product allows for easy management and implementation.

• Exploring different areas within cybersecurity can help individuals find their true interests.

Sound Bites

• "I think it's really good that people explore other areas."

• "We save them a ton of time."

• "Most micro-segmentation projects outlive the tenure of the CISO."

• "Micro-segmentation is at the end of the journey."

• "It's not your legacy micro-segmentation that you think of."

• "I always love to share and talk to people about what I've done."

Chapters

00:00 Introduction to Nicholas DiCola and Zero Trust Networks

02:20 Nicholas DiCola's Background and Career Journey

06:06 The Importance of Foundational IT Skills

10:25 Navigating Certifications and Career Paths in Cybersecurity

12:40 Understanding the Role of Micro-Segmentation

19:44 Zero Networks: Solutions and Innovations

23:19 Time Savings and Efficiency with Zero Networks

28:03 Final Thoughts on Micro-Segmentation and Security Posture

Resources

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

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

90% of security pros say Zero Trust is critical, yet only 5% use microsegmentation. Why? Network segmentation project are notoriously complex, expensive, with extensive downtime. No longer! Zero Networks makes it easy—fast deployment, no manual work, no headaches.

Get the report: https://zeronetworks.com/resource-center/white-papers/network-segmentation-zero-trust-architectures-survey-of-it-security-professionals?utm_medium=social&utm_source=linkedin&utm_campaign=pwpodcast&utm_content=vibresearch&cid=701Uc00000SpVUhIAN

Lesley Carhart: ICS DFIR Expert Feb 25, 2025

Show notes

Summary

In this episode of the Phillip Wylie Show, host Phillip Wylie speaks with cybersecurity expert Lesley Carhart about her journey into the field, the importance of community and mentorship, and the unique challenges of working in industrial control systems (ICS) forensics. Leslie shares her hacker origin story, discusses the complexities of ICS security, and recounts a fascinating case study involving a mysterious incident at a power plant. The conversation emphasizes the need for diversity in tech and the vital role of community support in navigating cybersecurity careers.

Takeaways

• Lesley Carhart's journey into cybersecurity began at a young age with a passion for computers.

• The importance of mentorship in the cybersecurity community cannot be overstated.

• Industrial Control Systems (ICS) present unique challenges in cybersecurity due to their critical nature.

• Understanding processes is key to succeeding in ICS cybersecurity.

• Diversity in the tech field has improved over the years, allowing for more varied backgrounds in cybersecurity.

• Real-world investigations in ICS can lead to unexpected and humorous outcomes, like the moth story.

• Community involvement is crucial for career advancement in cybersecurity.

• Self-study and networking are essential for breaking into the cybersecurity field.

• The job market for junior cybersecurity professionals is competitive, making community connections vital.

• Lesley encourages senior professionals to mentor newcomers to the field.

Sound Bites

• "I hope we don't end up back there."

• "It's been a grand adventure."

• "Mentorship can be so, so valuable."

Chapters

00:00 Introduction to Cybersecurity Community Connections

01:43 Lesley Carhart's Hacker Origin Story

06:57 Diving into ICS and OT Forensics

09:47 Challenges in Industrial Cybersecurity Training

13:25 The Complexity of Digital Forensics in ICS

15:45 The Moth Story: A Case Study in ICS

25:34 The Importance of Community in Cybersecurity

30:37 Closing Thoughts and Social Media Connections

Resources

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

https://bsky.app/profile/hacks4pancakes.com

https://infosec.exchange/@hacks4pancakes

Eva Benn: The Power of Resilience in Cybersecurity Feb 18, 2025

Show notes

Summary

In this episode of the Phillip Wylie Show, host Phillip Wylie interviews Eva Benn, a leader in the cybersecurity field. Eva shares her inspiring journey from a disadvantaged background in Bulgaria to leading the Microsoft Red Team. She discusses the importance of resilience, the role of gaming in developing cybersecurity skills, and offers valuable advice for aspiring professionals in the field. The conversation also covers personal branding, networking authentically, and the significance of continuous learning and growth in one's career.

Takeaways

• Eva Benn's journey from Bulgaria to leading the Microsoft Red Team is inspiring.

• Resilience and determination are key to overcoming challenges.

• Gaming can develop strategic thinking skills beneficial for cybersecurity.

• Participating in CTFs is crucial for building skills and credibility.

• Networking should be genuine and not forced.

• Personal branding involves sharing valuable insights and experiences.

• Continuous learning is essential in the ever-evolving field of cybersecurity.

• Diverse backgrounds can provide unique advantages in cybersecurity roles.

• It's important to understand the entire cybersecurity landscape before specializing.

• Building meaningful connections takes time and authenticity.

Sound Bites

• "You have to do what you need to do."

• "Be genuine, take it slow."

• "You have what it takes."

Chapters

00:00 Introduction and Background

01:12 Eva's Hacker Origin Story

04:50 Overcoming Challenges and Embracing Opportunities

10:19 The Importance of Hands-On Experience

14:05 Advice for Aspiring Pen Testers

17:22 Tips for Job Seekers in Cybersecurity

21:57 Building a Personal Brand

24:51 Networking Naturally

30:01 Final Words of Wisdom

Resources

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

https://www.evabenn.com/

NahamSec: Hacker, Content Creator, Pentester, Trainer Feb 12, 2025

Show notes

Summary

In this episode of the Phillip Wylie Show, host Phillip Wylie interviews Ben Sadeghipour, known as NahamSec, a prominent figure in the bug bounty community. They discuss NahamSec's journey into hacking, his achievements in bug bounties, and the importance of personal branding and content creation in the cybersecurity field. NahamSec shares insights on transitioning from part-time to full-time bug bounty hunting, the role of automation and AI in the industry, and offers advice for newcomers looking to break into bug bounties. The conversation emphasizes the value of creativity, curiosity, and continuous learning in becoming a successful hacker.

Takeaways

• NahamSec's journey into hacking began unintentionally as a child.

• He achieved the milestone of earning over a million dollars in bug bounties.

• Transitioning from part-time to full-time bug bounty hunting requires dedication and understanding of the ecosystem.

• Diverse ventures in cybersecurity can enhance skills and knowledge.

• Understanding web applications is crucial for bug bounty hunters.

• Automation should come after mastering manual exploitation techniques.

• AI tools can assist in bug bounty hunting but should not replace manual skills.

• Personal branding is essential for career growth in cybersecurity.

• Content creation can take many forms, including writing and blogging.

• Continuous learning is vital in the ever-evolving field of cybersecurity.

Sound Bites

• "I have a company called Hacking Hub."

• "You need to understand how web apps work."

• "Writing is content creation."

Resources

https://x.com/NahamSec

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

https://www.instagram.com/nahamsec

https://www.nahamsec.com/

https://www.youtube.com/nahamsec

Hands-On Web Exploitation Course (NahamSec's Bug Bounty Course)

https://app.hackinghub.io/hubs/nahamsec-bug-bounty-course?v=nahamsecdotcom&_trk=09934e30d001cfb67886dca52660e548

Fletus Poston III: Navigating The Ever Changing Career Landscape Of Cybersecurity Feb 04, 2025

Show notes

Summary

In this episode of the Phillip Wylie Show, Phillip Wylie interviews Fletus Poston, discussing his journey in cybersecurity, the evolution of email security, and the shift to cloud technology. Fletus shares valuable advice for those looking to break into the field, emphasizing the importance of networking, mentorship, and soft skills. He also provides insights from his experience as a hiring manager, discusses career paths in cybersecurity, and highlights the significance of work-life balance. The conversation concludes with Fletus encouraging listeners to engage with their community and prioritize their well-being.

Takeaways

• Networking and mentorship are crucial for career growth.

• Soft skills are as important as technical skills in cybersecurity.

• Your resume should highlight your most relevant experiences at the top.

• Participating in community events can lead to job opportunities.

• It's okay to transition out of cybersecurity if it's not fulfilling.

• Understanding the evolution of technology is key to staying relevant.

• Cloud technology has transformed disaster recovery and business continuity.

• Engaging with peers can provide valuable insights and support.

• Career paths in cybersecurity can vary widely; explore different roles.

• Work-life balance is essential for long-term success and happiness.

Sound Bites