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Software has forever had flaws and humans have forever been finding and fixing them. With LLMs generating code, appsec has also been trying to determine how well LLMs can find flaws. Nico Waisman talks about XBOW's LLM-based pentesting, how it climbed a bug bounty leaderboard, how it uses feedback loops for better pentests, and how they handle (and even welcome!) hallucinations.

In the news, using LLMs to find flaws, directory traversal in an MCP, another resource for learning cloud and AI security, spreadsheets and appsec, and more!

Show Notes: https://securityweekly.com/asw-351

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!

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

Ratboi, Clop, Oracle, svgs, Impact Solutions, The Pentagon, Open AI, Josh Marpet, and More on this edition of the Security Weekly News.

Show Notes: https://securityweekly.com/swn-517

In addition to some fun news, we get a Mary Ann Davidson as a surprise guest. We even get a great quote from her of "You're never going to have enough cybersecurity people to defend what was never built to be defensible.".

Show Notes: https://securityweekly.com/psw-894

More than four out of ten (41%) Chief Information Officers (CIOs) report cybersecurity as their top concern, yet these same leaders are simultaneously increasing security budgets (77%), expanding cloud infrastructure (68%), and accelerating artificial intelligence (AI) capabilities (67%). According to the new Future Forward: CIO 2025 Outlook report released by Experis, a global leader in IT workforce solutions and part of the ManpowerGroup (NYSE: MAN) family of brands, modern technology leaders are walking a tightrope between protecting their organizations and driving innovation in an era of relentless cyber threats and rapid digital transformation.

Amanda Jack, CTO at Manpower Group, joins Business Security Weekly to share the finding, including:

• 77% of organizations plan to increase cybersecurity budgets in 2025, followed by cloud infrastructure (68%) and AI (67%)
• 76% of IT employers worldwide report difficulty finding skilled tech talent
• 52% of tech leaders are embedding AI skills into existing roles rather than creating new positions
• Relationship with the Chief Operating Officer (COO) is identified as the most important C-suite partnership outside IT
• 56% of IT leaders say senior leadership lacks sufficient knowledge about the CIO role and its responsibilities

Segment Resources: https://www.experis.com/en/cio-outlook

In the leadership and communications segment, Is Your Board Too Collegial?, Cybersecurity, AI, and Economic Uncertainty: How Internal Audit Teams Are Managing 2025's Top Risks, Burnout in the corporate middle: when leadership becomes an issue, and more!

Show Notes: https://securityweekly.com/bsw-415

Attica, Crustacean Porn, Broadcom, William of Ockham, Jaguar, SVG, Aaran Leyland, and more on the Security Weekly News.

Show Notes: https://securityweekly.com/swn-516

Dealing with vulns tends to be a discussion about prioritization. After all, there a tons of CVEs and dependencies with known vulns. It's important to figure out how to present developers with useful vuln info that doesn't overwhelm them. Francesco Cipollone shares how to redirect that discussion to focus on remediation and how to incorporate LLMs into this process without losing your focus or losing your budget.

In the news, supply chain security in Ruby and Rust, protecting package repositories, refining CodeQL queries for security, refactoring and Rust, an OWASP survey, and more!

Show Notes: https://securityweekly.com/asw-350

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!

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

Riker's Curse, River City, EDR-Freeze, MCP, WordPress, GitHub, Josh Marpet, and More, on this edition of the Security Weekly News.

Show Notes: https://securityweekly.com/swn-515

Broadcom, LastPass, Brickstone, SEO Poisoning, QR codes, H1B visas, Distributed Computing, and More...

Show Notes: https://securityweekly.com/psw-893