Security Chipmunks

Security Chipmunks

Welcome to Security Chipmunks where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it.

Episodes

December 12, 2025 22 mins

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The most reliable way to learn cybersecurity is to touch the tools, break things safely, and build them back with intent. That’s the heartbeat of our conversation with John Hammond, where we unpack how hands-on labs, community feedback, and a healthy mindset can speed up your growth and make it last.

We start with the spirit of DEF CON: presenters acting like instructors, guiding real exercises where attendee...

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Want a real-world map into penetration testing instead of a maze of hot takes? We sit down with Philip Wiley—offensive security veteran, teacher, and author of The Pentester Blueprint—to unpack practical paths that work today. Philip traces his journey from sysadmin to consultant and shows how prior roles become leverage in security: command line fluency, networking instincts, audit rigor, and the ability to translate...

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"We're too small to be hacked" might be the most dangerous myth in small business cybersecurity today. As James Baierle, founder of SecurePoint Solutions, asks with a touch of irony – how exactly do you let the bad guys know to leave you alone? The hard truth is you can't, and that's why specialized security services for small businesses are more critical than ever.

The cybersecurity ...

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What does it take to build an online community of 50,000 cybersecurity professionals? Jerry Bell, founder of InfoSec Exchange and former CISO for IBM Cloud, reveals the journey behind creating one of the most influential Mastodon servers in the security world.

When Twitter underwent significant changes in 2022, Bell's Fediverse server, which he'd quietly maintained since 2017, suddenly became the la...

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Ready to break down the intimidating barriers of cybersecurity conferences? Join us for an eye-opening conversation with Josh Mason, a former Air Force pilot and cyber warfare officer who's on a mission to make the industry more accessible to newcomers.

Josh shares his personal journey from military service into the cybersecurity field, revealing the challenges he faced along the way and how those experi...

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Discover how to navigate the complex landscape of cybersecurity careers with Fletus Poston III, Senior Manager for Security Operations at Crash Plan. Drawing from his diverse background spanning regulated utilities, financial services, and software development since 2007, Fletus shares transformative insights about finding your place in the security ecosystem.

The conversation challenges conventional wisdom a...

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Ever wonder how cutting-edge AI is transforming cybersecurity from the inside out? Security analyst Federico "FedEx" Castro pulls back the curtain on how innovative professionals are leveraging artificial intelligence to revolutionize threat detection and response.

FedEx takes us into the fascinating world of custom GPT agents, showing how he's created specialized tools that instantly process v...

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Dive into our exhilarating adventure at Wild West Hackin' Fest, where our casual visit transformed into a thrilling Capture the Flag (CTF) competition! Join us as we share our journey from team formation to victory, highlighting the unique dynamics of working as a group in high-pressure scenarios. In this episode, we discuss the preparation that went into strategizing and setting up our technical environments, sh...

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Welcome to the Security Chipmunks podcast where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it.

Step into the exhilarating world of cybersecurity competitions with our latest episode as we dive into the highs and lows of Capture The Flag (CTF) challenges at Wild West Hackin&...

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Welcome to the Security Chipmunks podcast where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it.


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December 10, 2021 28 mins

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Welcome to the Security Chipmunks podcast where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it.


SANS Holiday Challenge and Kringle Con -  https://www.sans.org/mlp/holiday-hack-challenge/ 


What’s new in the Discord. THM Advent of Cyber 3, join and get shiny holograph...

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October 11, 2021 28 mins

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Welcome to the Security Chipmunks podcast where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it.


Cybersecurity Awareness Month

https://www.cisa.gov/cybersecurity-awareness-month


Twitch Suffers Data Breach Divulging How Much revenue Its Biggest Streamers Make

...

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September 27, 2021 26 mins

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Welcome to the Security Chipmunks podcast where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it.


Getting hacked on FB - steps to take

  1. Secure your email account (change password, use MFA)
  2. Screenshots. 
  3. Note IP addresses
  4. Log out other people
  5. Change FB pw & add...
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September 13, 2021 22 mins

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Welcome to the Security Chipmunks podcast where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it.

Conferences mentioned

ShellCon https://shellcon.io/ 

Pay what you can model - Fri, Oct 8 - Sat, Oct 9 

Orlando BSides Bytes https://bsidesorlando.org/bsides-orlando-byte-si...

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Welcome to the Security Chipmunks podcast where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it.

We had intended to publish this episode in May for Mental Health Awareness Month.
However this episode has been plagued by audio quality issues, so apologies in adv...

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Welcome to the Security Chipmunks podcast where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it


Today we are joined by special guest Colin Lindberg


Tools:
https://www.advanced-ip-scanner.com/

https://play.google.com/store/apps/details?id=net.techet.netanalyzerlit...

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May 10, 2021 21 mins

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Welcome to Security Chipmunks podcast where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it.

Today we are joined by special guest Tom Marsland

https://veteransec.com/about/

https://veteransec.com/slack/

https://www.linkedin.com/in/thomas-...

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Welcome to Security Chipmunks podcast where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it.

Today we are joined by special guest Barry Pittman.


Conference:

BSides Boulder

https://twitter.com/BSidesBoulder/status/1387473418526752768

https://www.eventbrite.com/...

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Welcome to Security Chipmunks podcast where we talk about the development of cybersecurity skills. To stay up to date in today's world you need to be resilient, that’s why as Advanced Persistent Chipmunks we keep chipping away at it.

Today we are joined by special guest Jillene VanNostrand



Cybersecurity Talent Initiative

https://cybertalentinitiative.org/

Connect with our guest

https...

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