All Episodes

June 11, 2025 37 mins

Summary

In this episode of the Phillip Wylie Show, host Phillip Wylie speaks with Dan DeCloss, founder of PlexTrac, about his journey in cybersecurity, the evolution of pen testing, and the challenges faced in the industry. Dan shares his hacker origin story, insights on recruiting talent, and the inspiration behind PlexTrac, a tool designed to streamline the pen testing reporting process. They discuss the future of cybersecurity, including the role of AI and the importance of community engagement in recruiting talent.



Takeaways

• Dan DeCloss has over 20 years of experience in cybersecurity.

• PlexTrac aims to simplify the pen testing reporting process.

• Networking is crucial for breaking into cybersecurity.

• BSides events are great for recruiting talent.

• The cybersecurity landscape has evolved significantly over the years.

• AI is becoming increasingly important in cybersecurity tools.

• Pen testing is not just about finding vulnerabilities but also about effective reporting.

• Community engagement is vital for talent acquisition in cybersecurity.

• PlexTrac was inspired by the challenges of report writing in pen testing.

• The future of PlexTrac includes enhanced features and AI integration.


Sound Bites

"I feel like we truly helped the industry."

"AI is going to help our customers."

"We do have a free trial."


Chapters

00:00 Introduction to PlexTrac and Dan DeCloss

03:01 Dan's Hacker Origin Story

07:19 Evolution of Cybersecurity and Pen Testing

13:39 Types of Pen Testing and Experience

16:31 Advice for Aspiring Pen Testers

20:33 Recruiting Talent in Cybersecurity

23:13 Inspiration Behind PlexTrac

30:10 Future Roadmap for PlexTrac


Resources

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

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

Try PlexTrac Core for Free


Mark as Played

Advertise With Us

Popular Podcasts

Bookmarked by Reese's Book Club

Bookmarked by Reese's Book Club

Welcome to Bookmarked by Reese’s Book Club — the podcast where great stories, bold women, and irresistible conversations collide! Hosted by award-winning journalist Danielle Robay, each week new episodes balance thoughtful literary insight with the fervor of buzzy book trends, pop culture and more. Bookmarked brings together celebrities, tastemakers, influencers and authors from Reese's Book Club and beyond to share stories that transcend the page. Pull up a chair. You’re not just listening — you’re part of the conversation.

Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.