
The Cybersecurity Recruiter talks to Jake Everett, VP, Offensive Security | Senior Engineer, Rule4
The Cyber Security Recruiter PodcastShow Notes
Navigating Cybersecurity Careers and Communication with Jake Everett
In this episode of the Cybersecurity Recruiter Podcast, Thomas welcomes Jake Everett, VP of Offensive Security at Rule4. They discuss technical challenges, the impact of AI, and Jake's career journey from the Marine Corps to the commercial world.
Jake shares his daily responsibilities, the importance of communication and responsiveness, and educational resources that have been pivotal for his career. They also explore the role of honesty and detailed problem-solving in successful cybersecurity careers.
Jake recommends the book 'Sandworm' and highlights valuable online resources like Hack the Box, Try Hack Me, and YouTube videos for continued learning.
00:00 Introduction and Technical Glitches 00:20 AI in Podcasting and Everyday Life 01:03 Jake Everett's Career Journey 02:02 A Day in the Life of a VP of Offensive Security 02:38 The Four-Day Work Week 04:31 Preparing for OSCP and Continuous Learning 08:25 Physical Pen Testing and Lock Picking 09:35 Transitioning from the Marine Corps to Tech 10:27 The Importance of Practical Application in Learning 12:37 Communication Skills in Cybersecurity 14:37 Honesty and Integrity in Job Applications 16:36 Building Trust in Cybersecurity 17:45 The Power of Word of Mouth 18:31 Effective Communication Tips 22:23 Career Progression to VP Level 24:27 The Role of AI in Recruitment 28:01 The Value of Continuous Learning 29:03 The Impact of Cyber Warfare 32:08 The Importance of a Positive Algorithm Diet 33:11 Conclusion and Final Thoughts
More from The Cyber Security Recruiter Podcast
Recruiting in a whiplash market: Beth Wolfe on fraud, pay corrections, and building real connections Thomas chats with Beth Wolfe, Senior Director of Recruiting at Daxko, about today’s volatile hiring market, candidate trust issues, and recruiter best practices.
Gary Alterson on agentic SOCs, AI spend control, and building Sovereign AI
Protecting Student Data, Leading Security Teams, and Keeping Up With AI: Jeff Bailey on Security Leadership
Michael Greenlaw on AI, DevSecOps, and FedRAMP Automation: Speed, Risks, and the Need for Fundamentals
00:00 Welcome and introductions 00:39 Lindsay career snapshot 01:41 Threat intel at Human 02:37 New book launch 03:33 Malware needs context 04:42 Spotting real people online 08:25 AI as attack amplifier 09:45 Phishing at scale 11:50 Democratized hacking risks 15:18 Path to VP leadership 20:00 AI proof risk communication 21:53 Time boxing MIT MBA grind 23:13 Writing a book discipline 23:49 Small wins and purpose 25:15 Book writing deepens mastery 26:39 Communication skills through practice 29:15 Behind the scenes struggles 32:02 Mentors versus sponsors 34:41 Security community collaboration 35:48 Whats next and book teaser 37:46 Boat go faster mantra 39:49 Final thanks and wrap up