2 Cyber Chicks

In this episode of 2 Cyber Chicks, we’re joined by Jessica Weiland of Bishop Fox — part relationship builder, part problem solver, and part professional cat herder — who spends her days helping security teams tackle challenges, reduce risk, and move their programs forward.
Whether she’s coordinating offensive security testing, planning strategic initiatives, or translating security-speak into business outcomes, Jessica works to make security easier to navigate and a lot less painful. In this conversation she gets practical about cutting through the AI hype and meeting both technical teams and business leaders exactly where they are — empathy and listening first.
In this conversation, we dive into:
• How to separate real AI risk from AI hype when you’re actually talking to a client
• Explaining AI risk so it lands with technical teams and business leaders alike
• Where AI fits into offensive security testing and red teaming
• The misconception about AI and cybersecurity she wishes more people understood — and how to stay innovative while leading human-first
This episode is a must-listen for security leaders, practitioners, and anyone who wants AI security to be less about hype and more about people, clarity, and outcomes that actually move the program forward.
👤 Guest Information:
Jessica Weiland | Account Executive, Bishop Fox
LinkedIn: https://www.linkedin.com/in/jessicaweiland/
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Connect with 2 Cyber Chicks:
LinkedIn: 2 Cyber Chicks Podcast
Email us: 2CyberChicks@gmail.com
Jax Scott, Founder, @TheZaraAI
- Jax on LinkedIn: https://linkedin.com/in/iamjax
- YouTube: Outpost Gray
- Twitter/X: @outpostgray
- Website: iamjax.me

Erika McDuffie, Managing Principal, Coalfire Systems
- Erika on LinkedIn: https://www.linkedin.com/in/erika-mcduffie-767394bb
#2cyberchicks
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Learn more about our Season Sponsor @ThreatLocker
Stop ransomware without the hassle. Allow what you need and block the rest with ThreatLocker Zero Trust Platform — simple to deploy, simple to manage. Learn more at https://threatlocker.com/2cyberchicks.
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All the ways to connect with @SimplyCyber
https://SimplyCyber.io/Socials

In this episode of 2 Cyber Chicks, we're joined by Shawnna Hoffman, CEO of Armored Quantum and a recognized leader in responsible AI, quantum-safe security, and digital trust.
Shawnna works at the intersection of artificial intelligence, quantum security, and governance, helping organizations build guardrails that hold up under real-world pressure. She co-led IBM's global Watson AI legal practice, has testified before the CFTC on blockchain, and founded Women in eDiscovery and Diversity in Blockchain — and today she runs a company focused on protecting organizations from the day quantum computing breaks the encryption everything relies on.
In this conversation, we explore:
- What "responsible" AI actually means when everyone is shipping it anyway
- Why quantum is the threat most security teams still aren't budgeting for
- What the Watson-era AI hype cycle taught us about today's genAI rush
- How to build guardrails without strangling innovation
This episode is a must-listen for security leaders, AI practitioners, and anyone interested in how governance, emerging technology, and trust come together before the next break.
Follow Shawnna on LinkedIn:
https://www.linkedin.com/in/shawnnahoffman
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Connect with 2 Cyber Chicks:
LinkedIn: 2 Cyber Chicks Podcast
Email us: 2CyberChicks@gmail.com
Jax Scott, Founder, @TheZaraAI
- Jax on LinkedIn: https://linkedin.com/in/iamjax
- YouTube: Outpost Gray
- Twitter/X: @outpostgray
- Website: iamjax.me

Erika McDuffie, Managing Principal, Coalfire Systems
- Erika on LinkedIn: https://www.linkedin.com/in/erika-mcduffie-767394bb
#2cyberchicks
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Learn more about our Season Sponsor @ThreatLocker
Stop ransomware without the hassle. Allow what you need and block the rest with ThreatLocker Zero Trust Platform — simple to deploy, simple to manage. Learn more at https://threatlocker.com/2cyberchicks.
=========================
All the ways to connect with @SimplyCyber
https://SimplyCyber.io/Socials

In this seaon opening episode of 2 Cyber Chicks, Erika is back and it's just the two of us kicking off Season 9 with the conversation quietly reshaping every career in this industry: artificial intelligence.
We get into what's actually changing on the ground and how entry-level roles have merged and been redefined, why the traditional four-year degree no longer carries the weight it once did, and what it genuinely means to harness AI rather than be replaced by it. We also get practical about securing AI through prompt engineering and guardrails, and the daily skills and routines that separate the people who talk about AI from the people who actually use it.
In this conversation, we dive into:
- How entry-level cybersecurity jobs have changed — and how roles are merging into something new
- Why the four-year degree is being rewritten, and what's replacing it
- The real power of AI — and what it means to actually harness it
- How to secure AI through prompt engineering and guardrails
- The skills and routines to build now, and why you need to lean in today
This episode is a must-listen for anyone breaking into cyber, rethinking their career path, or trying to figure out how to lean into AI before it leaves them behind.
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Connect with 2 Cyber Chicks:
LinkedIn: 2 Cyber Chicks Podcast
Email us: 2CyberChicks@gmail.com
Jax Scott, Founder, @TheZaraAI
- Jax on LinkedIn: https://linkedin.com/in/iamjax
- YouTube: Outpost Gray
- Twitter/X: @outpostgray
- Website: iamjax.me

Erika McDuffie, Managing Principal, Coalfire Systems
- Erika on LinkedIn: https://www.linkedin.com/in/erika-mcduffie-767394bb
#2cyberchicks
=========================
Learn more about our Season Sponsor @ThreatLocker
Stop ransomware without the hassle. Allow what you need and block the rest with ThreatLocker Zero Trust Platform — simple to deploy, simple to manage. Learn more at https://threatlocker.com/2cyberchicks.
=========================
All the ways to connect with @SimplyCyber
https://SimplyCyber.io/Socials

In this episode of 2 Cyber Chicks, Jax sits down with Kathleen Moriarty, technology strategist, former CTO and CISO, Georgetown University adjunct professor, and one of the few people who has helped shape how internet security actually works.
This is not a hype episode.
Kathleen challenges the dominant narrative that AI will “fix” cybersecurity and explains why that belief may be creating more risk than it removes—especially for organizations with limited resources. Drawing on decades of experience influencing global standards, teaching cyber threat intelligence, and advising boards, she breaks down where automation helps, where it hurts, and where we’ve completely lost the plot.
This conversation explores:
Why AI is being oversold as a cybersecurity solution
How automation without understanding creates hidden systemic risk
The growing divide between organizations that can afford security—and those that can’t
What responsible AI use in cybersecurity should actually look like
The uncomfortable truths leaders need to face before scaling AI-driven defenses
If you’re tired of buzzwords, vendor promises, and magical thinking around AI—this episode brings the clarity the industry desperately needs.
Connect with Kathleen Moriarty on LinkedIn: https://www.linkedin.com/in/kathleen-moriarty-022a062
Learn more about Security Bias: https://securitybias.com
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Connect with 2 Cyber Chicks:
LinkedIn: 2 Cyber Chicks Podcast
Email us: 2CyberChicks@gmail.com
Jax Scott, Founder, @OutpostGray
- Jax on LinkedIn: https://linkedin.com/in/iamjax
- YouTube: Outpost Gray
- Twitter/X: @outpostgray
- Website: iamjax.me

Erika McDuffie, Managing Principal, Coalfire Systems
- Erika on LinkedIn: https://www.linkedin.com/in/erika-mcduffie-767394bb
#2cyberchicks
=========================
Learn more about our Season Sponsor @ThreatLocker
Stop ransomware without the hassle. Allow what you need and block the rest with ThreatLocker Zero Trust Platform — simple to deploy, simple to manage. Learn more at https://threatlocker.com/2cyberchicks.
=========================
All the ways to connect with @SimplyCyber
https://SimplyCyber.io/Socials

In this episode of 2 Cyber Chicks, Jax sits down with Angela Haun, Executive Director of the ONE-ISAC and a former FBI Special Agent with over two decades of experience protecting critical infrastructure.
Angela brings a rare, real-world perspective on cybersecurity—one where cyber incidents don’t just mean data loss, but physical consequences, national security implications, and economic disruption. She shares what it actually takes to protect the oil and natural gas sector, why information sharing is harder than everyone claims, and where leaders continue to underestimate risk.
This conversation explores:
- Why cyber threats to critical infrastructure are fundamentally different
- The realities of information sharing across highly regulated industries
- How trust is built and broken between private industry and government
- Why boards still struggle to understand cyber risk in physical terms
- The uncomfortable truths leaders need to hear about preparedness and accountability
If you care about cybersecurity beyond buzzwords where cyber meets physical, economic, and national security this episode is essential listening.
Connect with Angela:
LinkedIn: https://www.linkedin.com/in/angela-haun
Organization Website: https://www.oneisac.org
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Connect with 2 Cyber Chicks:
LinkedIn: 2 Cyber Chicks Podcast
Email us: 2CyberChicks@gmail.com
Jax Scott, Founder, @OutpostGray
- Jax on LinkedIn: https://linkedin.com/in/iamjax
- YouTube: Outpost Gray
- Twitter/X: @outpostgray
- Website: iamjax.me

Erika McDuffie, Managing Principal, Coalfire Systems
- Erika on LinkedIn: https://www.linkedin.com/in/erika-mcduffie-767394bb
#2cyberchicks
=========================
Learn more about our Season Sponsor @ThreatLocker
Stop ransomware without the hassle. Allow what you need and block the rest with ThreatLocker Zero Trust Platform — simple to deploy, simple to manage. Learn more at https://threatlocker.com/2cyberchicks.
=========================
All the ways to connect with @SimplyCyber
https://SimplyCyber.io/Socials