Information Security Leadership

Strategic oversight of organizational cybersecurity and compliance programs, including the role of Chief Information Security Officers (CISOs) in protecting digital assets.

3 episodes

Ep40—Steve Subar—Business Model First, Product Second: Thirty Years of Building Smarter

Ep40—Steve Subar—Business Model First, Product Second: Thirty Years of Building Smarter

Steve Subar, serial entrepreneur and inventor of the Mat Fresher automated yoga mat cleaning machine, discusses his business-model-first approach to company building. He shares lessons from 30+ years of entrepreneurship, including founding Open Kernel Labs (acquired by General Dynamics) and emphasizes validating product-market fit cheaply before building products, the importance of experience over information, and innovating business models alongside technology.

Ep22 Antonio Pagano—Phishing, AI Scams, and the Ever-Intensifying Cybersecurity War

Ep22 Antonio Pagano—Phishing, AI Scams, and the Ever-Intensifying Cybersecurity War

Antonio Pagano, CTO and co-founder of Symbol Security and founder of Wano, discusses the evolving cybersecurity landscape with a focus on phishing attacks enhanced by AI. He shares how AI enables more sophisticated social engineering, domain spoofing, and grammatically perfect phishing emails that bypass traditional detection methods. Pagano also covers his journey building two companies—a Colombian software consultancy and a cybersecurity SaaS platform—while maintaining work-life balance and learning from sports and continuous education.

Ep17 - Kirby Winters — Scout Skills, Leadership Hacks, and Smart Security in the Age of AI

Ep17 - Kirby Winters — Scout Skills, Leadership Hacks, and Smart Security in the Age of AI

Kirby Winters, fractional CISO at TechCXO, discusses his journey from telecom to cybersecurity consulting, emphasizing leadership lessons from Boy Scouts and entrepreneurship. He covers the evolving threat landscape, social engineering attacks, cyber insurance challenges, and compliance requirements like SOC 2 and CMMC. The conversation explores how AI is amplifying security risks and the growing need for fractional security leadership in small to mid-sized businesses.

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