Frontline workers can't afford to be slowed down by manual, repetitive logins, especially in mission-critical industries where both security and productivity are crucial. This segment will explore how inefficient login methods erode productivity, while workarounds like shared credentials increase risk, highlighting why passwordless authentication is emerging as a game-changer for frontline access to shared devices. Joel Burleson-Davis, Chief Technology Officer of Imprivata, will share how organizations can adopt frictionless and secure access management to improve both security and frontline efficiency at scale.

Segment Resources:

• Putting Complex Passwords to Work For You

This segment is sponsored by Imprivata. Visit https://securityweekly.com/imprivata to learn more about them!

Vendors are finding, after integrating agents into their processes, that agentic AI can get expensive very quickly. Of course, this isn't surprising when your goal is "review all my third party contracts and fill out questionnaires for me" and the pricing is X DOLLARS for 1M TOKENS blah blah context window, max model thinking model blah blah. No one knows what the conversion is from "review my contracts" to millions of tokens, so everyone is left to just test it out and see what the bill is at the end of the month.

As we saw with Cloud when adoption started increasing in the early 2010s, we are naturally entering the era of AI cost optimization. In this segment, we'll discuss what that means, how it affects the market, and how it affects the use of AI in cybersecurity.

Jackie mentions this story from Wired in the segment: https://www.wired.com/story/ai-bubble-will-burst/

Finally, in the enterprise security news,

1. we've got funding and acquisitions
2. 7 red flags you're doing cloud wrong
3. security standards for open source projects
4. post mortems of attacks on open source supply chain
5. some analysis on current and historic AWS outages
6. a deep dive
7. some dumpster fires
8. and how much would you pay for a robot that puts away the dishes?

All that and more, on this episode of Enterprise Security Weekly.

Visit https://www.securityweekly.com/esw for all the latest episodes!

Show Notes: https://securityweekly.com/esw-431

In this week's sponsored interview, we dive into the evolving security landscape around AI agents, where we stand with AI agent adoption. We also touch on topics such as securing credentials in browser workflows and why identity is foundational to AI agent security.

• 1Password Addresses a Critical AI Browser Agent Security Gap
• 1Password Now Available in Comet - the AI Browser by Perplexity

This segment is sponsored by 1Password. Visit https://securityweekly.com/1password to learn more!

In this week's enterprise security news,

1. one big acquisition, two small fundings
2. not all AI is bad
3. deepfakes are getting crazy good
4. make sure you log what your AI agents do
5. Copilot prompt injection
6. NordVPN tries to pull a jedi mind trick on us
7. failure rate in AI adoption is a feature not a bug?
8. using facial recognition to find Tinder profiles
9. a predictable squirrel story

All that and more, on this episode of Enterprise Security Weekly.

Interview with Connor Mulherin of TechSoup

The cybersecurity landscape in the nonprofit sector is evolving quickly, with organizations facing unique challenges due to limited resources, sensitive mission-driven work, and developing policies and training programs. Connor Mulherin, Director and GM of Validation Services at TechSoup, will discuss the industry's need for accessible and collaborative solutions to provide affordable technology leadership and security guidance. It will highlight how nonprofit organizations can build long-term digital resilience and combat these growing challenges.

Segment Resources:

• www.techsoup.org
• Tech Impact Launch CTO Program For Small NPOs
• Virtual Chief Technology Officer Program for the Nonprofit Sector

Interview with Mike Poole, Director of Cyber Security at Werner Enterprises

In today's digital landscape, cybersecurity is not just a technical issue—it's a business imperative. Organizations that prioritize cybersecurity culture see fewer incidents and stronger resilience against evolving threats. But how do you foster a security-first mindset across an organization?

This session will explore the critical components of building and maintaining a robust cybersecurity culture, starting with executive leadership buy-in—a fundamental step in securing resources and driving organizational change. We'll then dive into the power of monthly phishing exercises, which reinforce awareness and preparedness. Attendees will also learn how to develop effective training programs that engage employees at all levels and create lasting behavioral change. Finally, we'll discuss the role of cybersecurity-themed events, particularly during Cybersecurity Awareness Month, as a powerful tool to capture attention and reinforce key security principles.

This segment is sponsored by Oktane by Okta. Visit https://securityweekly.com/oktane to learn more about them!

Visit https://www.securityweekly.com/esw for all the latest episodes!

Show Notes: https://securityweekly.com/esw-430

We're always thrilled to have authors join us to discuss their new book releases, and this week, it is Dr. Anand Singh. He seriously hustled to get his new book, Data Security in the Age of AI, out as soon as possible so that it could help folks dealing with securing AI rollouts right now! We'll discuss why he wrote it, how he got it done so quickly, and who needs to read it.

Segment Resources:

• Get the book on Amazon: Data Security in the Age of AI (available in Kindle and print)

Val Tsanev, founder of ExecWeb, part of the CyberRisk Alliance family, posted shared some VERY spicy insights about how CISOs buy products. This elicited some passionate responses.

There are many interesting insights, but the biggest and most interesting is that 76% of CISOs choose products that presents the least risk to them, personally. Career safety trumps product performance, it would seem.

In the enterprise security news,

1. Shifting Zero
2. Cyber insurance, unlike cyber crime, doesn't pay
3. New AI security categories are popping up to serve Agentic and MCP servers
4. how tech companies measure AI impact
5. first malicious MCP server in the wild
6. is your computer mouse listening to you?
7. The Korean government did not follow the backup rule of three
8. Think you've seen the absolute worst idea for a mobile app? Wait until you hear about Neon.
9. We have no less than three squirrel stories involving bullets, lasers, and greasy snacks

All that and more, on this episode of Enterprise Security Weekly.

Visit https://www.securityweekly.com/esw for all the latest episodes!

Show Notes: https://securityweekly.com/esw-428

At Oktane 2025, leaders from across the security ecosystem shared how identity has become the new front line in protecting today's AI-driven enterprises. As SaaS adoption accelerates and AI agents proliferate, organizations face an explosion of human and non-human identities—and with it, growing risks like misconfigured access, orphaned accounts, and identity-based attacks.

In this special Enterprise Security Weekly episode, we bring together insights from top experts:

• Dor Fledel (Okta) explains how teams can gain visibility into AI agents, uncover risks, and enforce appropriate access controls.
• Alexander Makarov (Adyen) shares how a global fintech unified and streamlined identity with Okta, improving both security and employee experience across 200+ countries.
• Aaron Parecki (Okta) highlights the importance of open standards—like IPSIE, MCP, and A2A—for building secure, interoperable AI ecosystems and centralized control over AI-driven interactions.
• Heather Ceylan (Box) discusses how Box embeds AI into workflows to enhance data protection, even for highly regulated industries.
• Matt Immler (Okta) offers lessons from the field on strengthening defenses with behavioral monitoring, automation, and a security-first culture to counter attackers who now "log in" instead of hacking in.
• Nitin Raina (Thoughtworks) warns about AI-driven social engineering—from deepfakes to multi-channel phishing—and shares practical strategies like phishing-resistant MFA, zero-trust architecture, and better employee training.

From open standards to privileged access management and AI-powered defense, these Oktane 2025 conversations explore how identity-driven strategies are shaping the future of enterprise security.

Segment Resources: https://www.okta.com/newsroom/articles/old-security-challenges--new-ai-risks--managing-authorization-in https://www.okta.com/newsroom/press-releases/okta-introduces-cross-app-access-to-help-secure-ai-agents-in-the/ https://www.okta.com/blog/ai/securing-the-ai-agent-ecosystem/ https://www.okta.com/customers/adyen/ https://www.okta.com/newsroom/?sort=featured&filters=okta%3Acategories%2Fidentity-security https://www.okta.com/customers/thoughtworks/

This segment is sponsored by Oktane by Okta. Visit https://securityweekly.com/oktane to learn more about them!

Visit https://www.securityweekly.com/esw for all the latest episodes!

Show Notes: https://securityweekly.com/esw-427

How identity security can keep pace with the evolving threat landscape, with Brett Winterford

Today's threat landscape has never been more complex. Malicious actors are leveraging tools like generative AI to develop more creative social engineering attacks that can have serious ramifications for businesses. Brett Winterford, VP of Okta Threat Intelligence, shares findings from his team's most recent investigations, as well as recommendations for organizations looking to strengthen their defenses.

Segment Resources

• https://www.okta.com/newsroom/articles/okta-threat-intelligence-exposes-genai-s-role-in-dprk-it-scams/
• https://www.okta.com/newsroom/articles/okta-observes-v0-ai-tool-used-to-build-phishing-sites/
• https://sec.okta.com/articles/uncloakingvoidproxy/

How to navigate app development in the AI era with Shiv Ramji

As AI reshapes how applications are built and consumed, developers and engineering leaders face a new set of challenges: enabling innovation while maintaining security. In this interview, Auth0 President Shiv Ramji will discuss the shifting landscape of application development in the AI era. He'll discuss the shift toward developing AI agents that are secure by design and standards-first so they can thrive within an interconnected web of applications and systems.

How AI agents are reshaping cybersecurity from the inside out with Damon McDougald

AI is being harnessed to transform cybersecurity operations—from automating routine tasks to closing skills gaps and accelerating incident response. Damon McDougald, Global Security Services Lead at Accenture, shares how agents can cut through alert fatigue and proactively defend against threats at scale. Damon also outlines the identity risks these agents introduce—and what cybersecurity leaders must do now to secure their access and maintain control in an increasingly autonomous environment.

All three segments are sponsored by Oktane by Okta. Visit https://securityweekly.com/oktane to learn more!

Visit https://www.securityweekly.com/esw for all the latest episodes!

Show Notes: https://securityweekly.com/esw-426

This interview is sponsored by runZero.

Legacy vulnerability management (VM) hasn't innovated alongside of attackers, and it shows. Let's talk about the state of VM.

Check out https://securityweekly.com/runzero to learn more!

In this week's topic segment, we're discussing all the NPM supply chain attacks from the past 3 weeks.

I recently published a roundup of these incidents over on my Substack.

Finally, in the enterprise security news,

1. funding and acquisitions are going crazy
2. an exciting new canarytoken
3. banks have a more sedate approach to agentic
4. MCP security
5. the future Subprime Code crash of 2028
6. is security worried about the wrong risks?
7. botnets are back in the headlines
8. some bs research
9. journalists getting duped by AI
10. Animal crossing villagers are organizing against Tom Nook

All that and more, on this episode of Enterprise Security Weekly.

Visit https://www.securityweekly.com/esw for all the latest episodes!

Show Notes: https://securityweekly.com/esw-425