Where Automation Ends, Cyber Ingenuity Begins with Phillip Wylie

Where Automation Ends, Cyber Ingenuity Begins with Phillip Wylie

Some tools replace tasks. Others reshape the way we think about security.

In this episode, Ron welcomes back Phillip Wylie, one of the most respected voices in offensive security, author, educator, and longtime friend of the Hacker Valley community. With over 27 years of experience across cybersecurity disciplines, Phillip has guided thousands of professionals through his books, talks, and mentorship.

He shares how AI is reshaping pen testing and red teaming, the value of automating away repetitive tasks, and why the fundamentals of security will always matter. From defining red teaming in 2025 to guiding newcomers on how to break in, Phillip delivers insights that balance cutting-edge innovation with timeless wisdom.

Impactful Moments: 00:00 - Introduction 01:00 - Why Phillip keeps podcasting 03:00 - AI opportunities in pen testing 04:30 - What automation should replace 06:00 - Red teaming vs pen testing in 2025 08:00 - Defining adversary emulation 10:40 - Building the ideal AI assistant 15:00 - The best AI use cases today 18:30 - AI-driven threat modeling 21:00 - Breaking into pen testing now 25:00 - Building a portfolio and personal brand 27:30 - Why in-person networking still matters

Links: Connect with Phillip on LinkedIn: https://www.linkedin.com/in/phillipwylie/

Check out our upcoming events: https://www.hackervalley.com/livestreams

Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio

Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com

Continue the conversation by joining our Discord: https://hackervalley.com/discord

Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

Episoder(416)

Episode 112  - Cybersecurity and Ambient Computing with Dr. James Stanger

Episode 112 - Cybersecurity and Ambient Computing with Dr. James Stanger

In this episode of the Hacker Valley Studio podcast, hosts Ron and Chris interview the brilliant Dr. James Stanger, Chief Technology Evangelist at CompTIA and scuba diving aficionado.  The episode is ...

17 Des 202024min

Episode 111 - Getting Back to Happy with Suzanne Falter

Episode 111 - Getting Back to Happy with Suzanne Falter

In this episode of the Hacker Valley Studio podcast, Ron and Chris are joined by Suzanne Falter, an author, motivational speaker, and podcaster who helps busy women find happiness through self care. I...

14 Des 202034min

Episode 110 - Becoming Material Security with Ryan Noon and Abhishek Agrawal

Episode 110 - Becoming Material Security with Ryan Noon and Abhishek Agrawal

In this episode of the Hacker Valley Studio podcast, Ron and Chris are joined by co-founders of Material Security, Ryan Noon and Abhishek Agrawal. They co-founded Material Security in 2017, today Ryan...

10 Des 202032min

Episode 109 - Honest Security with Jason Meller

Episode 109 - Honest Security with Jason Meller

In this episode of Hacker Valley Studio podcast, Ron and Chris are joined by Jason Meller, Founder, and CEO of Kolide. Jason has over 10 years of experience in managing and leading security organizati...

8 Des 202036min

Episode 108 - Behind the Mic with Carole Theriault

Episode 108 - Behind the Mic with Carole Theriault

In this episode of the Hacker Valley Studio podcast, Ron and Chris host a special episode featuring one of their favorite guests.  Carole Theriault is the co-host of both the Smashing Security podcast...

2 Des 202038min

Introducing the Marqeta Leads Podcast

Introducing the Marqeta Leads Podcast

Hello HVS family! We are beyond proud to introduce a new leadership focused show for you listening pleasure. This account is still the home of the HVS episode you know and love but to subscribe to thi...

1 Des 202026min

Episode 106 - Stacking the Deck of Success with AJ Yawn

Episode 106 - Stacking the Deck of Success with AJ Yawn

In this episode of the Hacker Valley Studio podcast, hosts Ron and Chris interview AJ Yawn in an episode that is a mix between a master class and a founder’s journey.  AJ is the founder and CEO of Byt...

24 Nov 202039min

Episode 105 - Striving for Impact with David Tsao

Episode 105 - Striving for Impact with David Tsao

In this episode of the Hacker Valley Studio podcast, hosts Ron and Chris interview longtime friend David Tsao.  David is a security advisor who leads security engineering at Marqeta, and he is an ever...

18 Nov 202036min

Populært innen Fakta

fastlegen
dine-penger-pengeradet
relasjonspodden-med-dora-thorhallsdottir-kjersti-idem
rss-strid-de-norske-borgerkrigene
treningspodden
rss-sunn-okonomi
foreldreradet
jakt-og-fiskepodden
takk-og-lov-med-anine-kierulf
merry-quizmas
sinnsyn
smart-forklart
lederskap-nhhs-podkast-om-ledelse
rss-kunsten-a-leve
hverdagspsyken
gravid-uke-for-uke
level-up-med-anniken-binz
rss-kull
fryktlos
hagespiren-podcast