Folgen
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In this episode of Simply Offensive, Phillip Wylie sits down with longtime friend, former coworker, and cybersecurity professional Darin Fredde. The conversation traces Darin's journey from computer-aided design and telecommunications to becoming a CIO, security architect, penetration tester, and AI advocate. Along the way, Darin shares lessons learned from decades in technology, how curiosity helped him succeed in offensive security, and why embracing AI is essential for today's cybersecurity professionals.
In this episode of Simply Offensive, Phillip Wylie sits down with longtime friend, former coworker, and cybersecurity professional Darin Fredde. The conversation traces Darin's journey from computer-aided design and telecommunications to becoming a CIO, security architect, penetration tester, and AI advocate. Along the way, Darin shares lessons learned from decades in technology, how curiosity helped him succeed in offensive security, and why embracing AI is essential for today's cybersecurity professionals.
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Connect with Darin Fredde:
https://www.linkedin.com/in/darinfredde/
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Connect with your host, Phillip Wylie:
LinkedIn: https://linkedin.com/in/phillipwylie
YouTube: https://youtube.com/@PhillipWylie
=========================
Presented by Suzu Labs
=========================
All the ways to connect with @Suzulabs
https://suzulabs.com
https://x.com/suzulabs
https://www.linkedin.com/company/suzu-labs/
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In this episode of Simply Offensive, Phillip Wylie sits down with longtime cybersecurity professional Jim Nitterauer to discuss his unconventional journey from environmental microbiology researcher to entrepreneur, infrastructure engineer, security leader, and CISO. Jim shares lessons learned from building one of the early web hosting companies in the Southeast, helping scale security services at AppRiver, leading compliance and security programs through acquisitions, and navigating the rapidly evolving world of AI.The conversation explores practical AI adoption, security leadership, DNS fundamentals, career resilience, and why cybersecurity professionals should focus on mastering the basics before chasing the latest technology trends.Connect with Jim Nitterauer:https://www.linkedin.com/in/jnitterauer/=========================Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieYouTube: https://youtube.com/@PhillipWylie=========================Presented by Suzu Labs=========================All the ways to connect with @Suzulabs
https://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/
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Fehlende Folgen?
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In this episode of Simply Offensive, Phillip Wylie sits down with V, a longtime contributor to the Dallas cybersecurity community, board member for B-Sides DFW, and cybersecurity professional with experience spanning Identity and Access Management (IAM), Governance, Risk, and Compliance (GRC), third-party risk management, and security program development. Together they discuss alternative paths into cybersecurity, the importance of networking, the value of community involvement, and why not every cybersecurity career requires coding.
Connect with V Wixon:
LinkedIn: https://www.linkedin.com/in/victoriawixon/
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Connect with your host, Phillip Wylie:
LinkedIn: https://linkedin.com/in/phillipwylie
YouTube: https://youtube.com/@PhillipWylie
=========================
Presented by Suzu Labs
=========================
All the ways to connect with @Suzulabs
https://suzulabs.com
https://x.com/suzulabs
https://www.linkedin.com/company/suzu-labs/
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From Law Enforcement to Cyber Threat Intelligence: Andrew âGingerHackerâ Crottyâs Journey into Cybersecurity
In this episode of Simply Offensive, Phillip Wylie sits down with Andrew âGingerHackerâ Crotty to talk about breaking into cybersecurity, building a career in cyber threat intelligence (CTI), and creating content that helps others enter the industry. Andrew shares his unconventional path from law enforcement and military service into cybersecurity and explains how curiosity, persistence, and community shaped his success.
The conversation dives into what cyber threat intelligence actually looks like day to day, how CTI teams support incident response, and practical advice for professionals who want to pursue careers in intelligence, SOC operations, or offensive security. Andrew also discusses his YouTube channel and nonprofit efforts focused on helping newcomers break into cyber.
Connect with Andrew âGingerHackerâ Crotty:
LinkedIn: https://www.linkedin.com/in/andrew-crotty-gingerhacker/
YouTube: https://www.youtube.com/channel/UCGX_oAbc0_CLEdwMI5n64oQ
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Connect with your host, Phillip Wylie:
LinkedIn: https://linkedin.com/in/phillipwylie
YouTube: https://youtube.com/@PhillipWylie
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Presented by Suzu Labs
=========================
All the ways to connect with @Suzulabs
https://suzulabs.com
https://x.com/suzulabs
https://www.linkedin.com/company/suzu-labs/
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In this episode of Simply Offensive, Phillip Wylie sits down with fellow Suzu Labs team member Steven Swift to discuss cybersecurity from a defensive and consulting perspective. Steven shares his journey from aspiring software developer to incident response specialist, consultant, and vCISO advisor working across security governance, AI, compliance, and enterprise risk management.The conversation explores how AI is reshaping cybersecurity, the challenges organizations face when implementing AI securely, and why phishing, shadow IT, and weak operational processes still remain some of the biggest risks facing organizations today. Steven also shares practical career advice for anyone trying to break into cybersecurity and explains why broad technical experience is one of the strongest foundations for long-term success.
=========================Connect with Steven Swift:LinkedIn: https://www.linkedin.com/in/steven-swift-5238956a/=========================Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieYouTube: https://youtube.com/@PhillipWylie=========================Presented by Suzu Labs=========================All the ways to connect with @Suzulabs
https://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/
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In this episode of Simply Offensive, Phillip Wylie sits down with Joff Thyer to unpack how artificial intelligence is reshaping cybersecurity. From the evolution of training and conferences to the rapid acceleration of vulnerability discovery, Joff shares hard-earned insights from decades in IT and offensive security.The conversation dives into the realities behind AI hype, where automation will replace repetitive pentesting tasks, and where human expertise still matters most. Joff also breaks down critical risks like non-human identity management and explains why fundamentals are more important than ever in an AI-driven world.=========================Connect with Joff Thyer:https://www.linkedin.com/in/joffthyer/=========================Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieYouTube: https://youtube.com/@PhillipWylie=========================Presented by Suzu Labs=========================All the ways to connect with @Suzulabs
https://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/
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In this episode, Aaron Colclough shares his unique journey from military service to cybersecurity, emphasizing the importance of hands-on experience, continuous learning, and leveraging AI responsibly in pen testing. Discover insights on career pivots, training tips, and the future of AI in security.
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Connect with Aaron Colcough:
LinkedIn: https://www.linkedin.com/in/aaronjcolclough/=========================Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieYouTube: https://youtube.com/@PhillipWylie=========================Presented by Suzu Labs=========================All the ways to connect with @Suzulabshttps://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/
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Nicolas Chaillan on AI Replacing Jobs, National Security, and Staying Relevant in the AI EraEpisode SummaryIn this episode of Simply Offensive, host Phillip Wylie sits down with entrepreneur and former U.S. Air Force and Space Force Chief Software Officer Nicolas Chaillan. Nicolas shares his journey from coding at age seven to founding multiple companies, working in government leadership, and building AI-driven businesses.The conversation explores the rapid evolution of AI, the reality of job displacement, how AI agents are already replacing entire teams, and what skills professionals need to remain relevant. Nicolas also discusses national security concerns around AI adoption, government innovation challenges, and why individuals must embrace AI rather than ignore it.Listeners will gain practical insights into how AI is transforming careers, entrepreneurship, and global competition, along with advice on how to adapt to the coming disruption.Connect with Nicolas Chaillan:LinkedIn: https://www.linkedin.com/in/nicolaschaillan/=========================Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieYouTube: https://youtube.com/@PhillipWylie=========================Presented by Suzu Labs=========================All the ways to connect with @Suzulabshttps://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/Chapters00:00 Introduction to Nicholas Chaillan01:53 Nicholas's Journey in Tech and AI03:35 The Impact of AI on Jobs06:27 Nicholas's Book: Replacement10:12 Government and AI: Challenges and Opportunities14:39 Nicholas's Experience in the Pentagon23:04 The Anthropic and Pentagon Situation28:19 Final Thoughts and Future Events32:12 Simply Offensive Outro
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In this episode of Simply Offensive, host Phillip Wylie sits down with Denis Calderone, Co-Founder and Principal at Suzu Labs, to discuss his journey from early curiosity about how technology works to building a long career in cybersecurity consulting and penetration testing.Denis shares stories from the early days of security when breaches often went unnoticed, how compliance shaped the industry, and how todayâs AI-driven development is creating both opportunity and risk. The conversation explores the evolution of pentesting, the importance of community in hiring, the growing role of AI in offensive security, and why human expertise still matters despite increasing automation.The discussion also highlights dark web monitoring, talent development, and how relationshipsânot transactionsâdrive long-term cybersecurity success.
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Connect with Denis Calderone
LinkedIn: https://www.linkedin.com/in/deniscalderone/
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Connect with your host, Phillip Wylie:
LinkedIn: https://linkedin.com/in/phillipwylie
X: https://x.com/PhillipWylie
Instagram: https://www.instagram.com/phillipwylie
=========================
Presented by Suzu Labs
=========================
All the ways to connect with @Suzulabs
https://suzulabs.com
https://x.com/suzulabs
/ suzu-labs
Chapters00:00 Introduction to Cybersecurity Journeys03:17 From Network Technician to Cybersecurity Professional05:52 The Importance of Experience in Cybersecurity09:04 Adopting a Purple Team Mindset11:45 The Role of Tabletop Exercises in Security Training14:24 Understanding Learning Styles in Cybersecurity Training17:03 The Impact of AI on Cybersecurity Operations19:47 Challenges in Corporate Security Mindsets22:34 The Future of Cybersecurity Training25:09 Connecting with the Cybersecurity Community29:03 Simply Offensive Outro
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In this episode of Simply Offensive, host Phillip Wylie sits down with cybersecurity leader Christopher Marks to discuss his journey from networking into security leadership, the importance of offensive security knowledge for defenders, and how AI is changing security operations.
Christopher shares how community involvement, mentorship, and hands-on offensive security training helped shape his career and leadership philosophy. The conversation explores why security teams benefit from understanding attacker techniques and how organizations can improve resilience through purple team exercises and realistic simulations.
Connect with Christopher Marks:
LinkedIn: https://www.linkedin.com/in/christopher-m-7357441b/
=========================
Connect with your host, Phillip Wylie:
LinkedIn: https://linkedin.com/in/phillipwylie
YouTube: https://youtube.com/@PhillipWylie
=========================
Presented by Suzu Labs
=========================
All the ways to connect with @Suzulabshttps://suzulabs.com
https://x.com/suzulabs
https://www.linkedin.com/company/suzu-labs/
Chapters
00:00 Introduction to Cybersecurity Journeys
03:17 From Network Technician to Cybersecurity Professional
05:52 The Importance of Experience in Cybersecurity
09:04 Adopting a Purple Team Mindset
11:45 The Role of Tabletop Exercises in Security Training
14:24 Understanding Learning Styles in Cybersecurity Training
17:03 The Impact of AI on Cybersecurity Operations
19:47 Challenges in Corporate Security Mindsets
22:34 The Future of Cybersecurity Training
25:09 Connecting with the Cybersecurity Community
29:03 Simply Offensive Outro
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In this episode, Phillip Wylie interviews cybersecurity expert Josh Mason about his journey from military service to cybersecurity, his book on communicating security to business leaders, and his initiatives like Noob Village to support newcomers at conferences like DEF CON.Connect with Josh Mason:LinkedIn: https://www.linkedin.com/in/joshuacmason/Noob Community Website: https://www.noobvillage.org/=========================Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieYouTube: https://youtube.com/@PhillipWylie=========================Presented by Suzu Labs=========================All the ways to connect with @Suzulabshttps://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/Chapters00:00 Introduction to Cybersecurity Journeys02:57 Transitioning from Military to Cybersecurity04:56 Communicating Cybersecurity in Business08:18 Inspiration Behind the Book12:06 Creating a New Village for Newbies14:55 Building the Newbs Community at DEF CON25:32 Simply Defensive Podcast Overview30:26 Simply Offensive Outro
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In this episode of Simply Offensive, Phillip Wylie interviews Dan DeCloss, founder of PlexTrack, discussing the evolution of cybersecurity, the importance of report writing in pen testing, and the impact of AI on the industry. Dan shares his unique origin story, insights on the challenges of report writing, and how PlexTrack aims to streamline the process. The conversation also explores the future of AI in cybersecurity and its implications for the job market.Connect with Dan DeCloss:LinkedIn: https://www.linkedin.com/in/ddecloss/PlexTrac Website: https://plextrac.com=========================Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieYouTube: https://youtube.com/@PhillipWylie=========================Presented by Suzu Labs=========================All the ways to connect with @Suzulabshttps://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/Chapters00:00 Introduction and Background of PlexTrack03:15 The Importance of Report Writing in Pen Testing06:09 Dan DeCloss's Origin Story08:45 The Evolution of Cybersecurity and AI11:32 AI's Impact on the Job Market14:14 Future of AI in Cybersecurity16:44 Closing Thoughts and Future Directions28:51 Simply Offensive Outro
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In this episode, Phillip Wylie and Jacob Krell discuss the integration of AI in Capture The Flag (CTF) competitions and its implications for cybersecurity. Jacob shares his experiences with AI in penetration testing, highlighting how it enhances efficiency and changes the competitive landscape. They explore the future of certifications, the importance of human skills, and the ethical considerations surrounding AI in cybersecurity.
Connect with Jacob:â
https://www.linkedin.com/in/jacob-krell/â â
https://x.com/hackerfrenâ
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Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieYouTube: https://youtube.com/@PhillipWylie
=========================
Presented by Suzu Labs
=========================
All the ways to connect with @Suzulabshttps://suzulabs.com
https://x.com/suzulabs
https://www.linkedin.com/company/suzu-labs/
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In this episode, Darius Houle joins the conversation to explore the real-world limitations of AI in problem-solving and why context matters more than most people realize. The discussion covers how AI systems struggle with nuanced tasks, why developers must understand the boundaries of these tools, and how clearer prompts can dramatically improve outcomes.
Darius shares insights from his experience in application security, tool building, and community leadership. The conversation also highlights the growing role of AI in cybersecurity testing and the responsibility developers have when integrating AI into their workflows.
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Connect with Darius Houle
LinkedIn: https://www.linkedin.com/in/dariushoule/
Trail of Bits Skills Marketplace: https://github.com/trailofbits/skills
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Connect with your host, Phillip Wylie:
LinkedIn: https://linkedin.com/in/phillipwylie
X: https://x.com/PhillipWylie
Instagram: https://www.instagram.com/phillipwylie
00:00 Introduction to Darius Houle and Trillobits
03:18 Darius Houleâs Origin Story in Cybersecurity
05:41 The Importance of Foundational Knowledge in AppSec
08:33 The Role of AI in Cybersecurity
10:52 AI Tools and Their Impact on Security Testing
13:36 Getting Started with AI in Cybersecurity
16:30 Building Tools in the Security Community
18:55 Dariusâs Recent Talk at DistrictCon
21:25 Vulnerabilities in the Electron Framework
23:57 Highlights from DistrictCon
26:28 Conclusion and Resources
28:54 Simply Offensive Outro -
In this episode, Phillip Wylie interviews Matt Brown, a hardware hacker and content creator, discussing his journey in technology, the fundamentals of hardware hacking, and the importance of affordable training. They explore the impact of content creation on career opportunities, the significance of community and conferences in the field, and provide advice for aspiring content creators. Matt shares insights on his recent milestone of reaching 200,000 subscribers on YouTube and emphasizes the value of sharing knowledge and learning in the hardware hacking space.
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Connect with Matt Brown
YouTube Channel: https://www.youtube.com/@mattbrwn
LinkedIn: https://www.linkedin.com/in/mattbrwn/
Website: https://brownfinesecurity.com/
Training: https://training.brownfinesecurity.com/
=========================
Connect with your host, Phillip Wylie:
LinkedIn: https://linkedin.com/in/phillipwylie
X: https://x.com/PhillipWylie
Instagram: https://www.instagram.com/phillipwylie
=========================
Presented by Suzu Labs
=========================
All the ways to connect with @Suzulabs
https://suzulabs.com
https://x.com/suzulabs
https://www.linkedin.com/company/suzu-labs/
Chapters
00:00 Introduction to Hardware Hacking and Content Creation
01:58 Matt Brown's Journey in Technology
03:58 Understanding Hardware Hacking Basics
06:37 Fundamentals of IoT Security
08:12 Learning Hardware Hacking
10:57 The Landscape of Training and Education
15:07 Conferences and Community Engagement
21:09 The Impact of Content Creation on Career
24:05 Advice for Aspiring Content Creators
26:26 Celebrating Milestones in Content Creation
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In this episode of Simply Offensive, Phillip Wylie interviews Dahvid Schloss, a cybersecurity expert and the emulated mob boss of emulated criminals. They discuss Dahvid's background in the military and cybersecurity, the differences between red teaming and pen testing, the importance of red teaming in understanding real risks, and the role of purple teaming in improving security practices. They also delve into the significance of tooling in adversarial emulation, the planning involved in red team operations, and the impact of AI on red teaming. The conversation concludes with Dahvid sharing insights on how to get started in adversarial emulation and the future of cybersecurity.
Connect with Dahvid:
https://www.linkedin.com/in/dahvidschloss/â
https://emulatedcriminals.com/
=========================
Connect with your host, Phillip Wylie:
LinkedIn: â https://linkedin.com/in/phillipwylieâ
YouTube: â https://youtube.com/@PhillipWylie
=========================
Presented by Suzu Labs
=========================
All the ways to connect with @Suzulabs
https://suzulabs.com
https://x.com/suzulabs
https://www.linkedin.com/company/suzu-labs/
Chapters
00:00 Introduction to David Schloss
02:02 David's Background and Career Path
03:44 Understanding Red Teaming vs. Pen Testing
07:40 Time Requirements for Testing
10:31 The Importance of Undetected Operations
12:19 Practicing Incident Response
15:52 The Role of Purple Teaming
18:12 Tooling in Adversarial Emulation
22:03 Planning Red Team Operations
24:20 Getting Started in Adversarial Emulation
26:03 AI's Impact on Red Teaming
31:07 Closing Thoughts and Future Projects
32:49 Outro
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Summary
In this episode of Simply Offensive, Phillip Wylie interviews Mike Bell, CEO of Suzu Labs, discussing the intersection of cybersecurity and AI. They explore the OWASP Top 10 vulnerabilities, focusing on prompt injection attacks and their implications. Mike demonstrates real-world attack scenarios, emphasizing the importance of input sanitization and risk mitigation in AI systems. The conversation concludes with resources for learning AI security and best practices for pen testing.
Takeaways
Accurate asset inventory is crucial for security.AI and cybersecurity are converging fields.Prompt injection can manipulate AI responses.Indirect prompt injection is a hidden threat.Training data quality affects AI performance.Input sanitization is essential for AI systems.AI can inadvertently expose sensitive information.Defense in depth is a best practice for AI security.Pen testing should go beyond happy path testing.Resources for learning AI security are widely available.Chapters
00:00 Introduction to Cybersecurity and AI
03:25 The Importance of Asset Inventory in Security
04:51 Understanding OWASP Top 10 for LLMs
07:25 Exploring Prompt Injection Attacks
10:01 Demonstrating RAG and Its Vulnerabilities
12:18 Real-World Implications of AI Attacks
18:38 Mitigation Strategies for AI Security
24:34 Getting Started with AI Pen Testing
28:50 Conclusion and Resources for Further Learning
30:31 Outro
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In this episode of Simply Offensive, Phillip Wylie sits down with Len Noe (HaCkEr_213) â the worldâs first recognized augmented ethical hacker. From microchip implants and implantable terabyte drives to a past life in outlaw motorcycle clubs, Lenâs story sits at the collision point of human and machine identity.
Connect with Len:
https://www.linkedin.com/in/len-noe/
https://i-am-machine.com/
=========================
Connect with your host, Phillip Wylie:
LinkedIn: https://linkedin.com/in/phillipwylie
YouTube: https://youtube.com/@PhillipWylie
=========================Presented by Suzu Labs
=========================
All the ways to connect with @Suzulabs
https://suzulabs.com
https://x.com/suzulabs
https://www.linkedin.com/company/suzu-labs/
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In this episode of Simply Offensive, Phillip Wylie interviews Shubham Khichi, an offensive security professional and founder of CyberAGI. We explore Shubham's journey in cybersecurity, the challenges faced by security engineers, and the innovative solutions offered by CyberAGI.
We also discuss the role of AI in penetration testing, the importance of human involvement in automation, and how professionals can future-proof their careers in an evolving landscape.
Shubham shares the need for trust in technology and the value of making cybersecurity tools accessible and effective for engineers.
Connect with Shubham:
https://www.linkedin.com/in/shubhamkhichi=========================
Connect with your host, Phillip Wylie:
LinkedIn: https://linkedin.com/in/phillipwylie
YouTube: https://youtube.com/@PhillipWylie
=========================Presented by Suzu Labs
=========================
All the ways to connect with @Suzulabs
https://suzulabs.com
https://x.com/suzulabs
https://www.linkedin.com/company/suzu-labs/
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In this episode of Simply Offensive, Phillip Wylie interviews Daniel Lowrie, who shares his extensive background in IT and cybersecurity, particularly in penetration testing and education.
Daniel discusses his journey from IT to teaching, effective learning strategies for aspiring pen testers, the importance of hands-on experience, and engaging teaching techniques.
He emphasizes the need for personal branding in cybersecurity and offers advice for those starting their careers in this field. Tune in now to learn more!
Connect with Daniel:
https://www.linkedin.com/in/daniellowrie
https://www.youtube.com/@daniellowrie
https://academy.simplycyber.io/l/pdp/the-complete-pentest-course-pt0-003=========================
Connect with your host, Phillip Wylie:
LinkedIn: https://linkedin.com/in/phillipwylie
YouTube: https://youtube.com/@PhillipWylie
=========================Presented by Suzu Labs
=========================
All the ways to connect with @Suzulabs
https://suzulabs.com
https://x.com/suzulabs
https://www.linkedin.com/company/suzu-labs/
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