In this episode, Jason Ott, President of Aon Private Risk Management, and Diane Delaney, Executive Director of the Private Risk Management Association, spoke about the biggest cyber risks faced by high-net-worth individuals and how insurers can help navigate them. From social engineering scams to fraudulent electronic fund transfers, the risk environment is every changing. These two guests unpack the critical distinctions between cyber and crime insurance and emphasize the importance of tailored coverage, proactive risk management, and education in a landscape where public profiles, smart devices, and lifestyle choices heighten exposure. They also share trends, coverage gaps, and strategies insurers can use to better serve affluent clients facing complex and often blended personal-business cyber vulnerabilities.

The post EP. 103: Managing Digital Risks in the High-Net-Worth Space appeared first on Insurance Journal TV.

What happens when small-to-midsize insurers get fed up with clunky, overpriced legacy systems? They build their own. In this episode of the Insuring Cyber Podcast, we dive into how James Benham, tech entrepreneur and JBKnowledge Founder, spotted a massive market gap and created a clean-sheet solution that’s automating workflows, slashing costs, and modernizing comp-first carriers.

The post Can Cloud-Native Platforms Change the Future of Policy Management? appeared first on Insurance Journal TV.

In this episode, tech entrepreneur and JBKnowledge Founder James Benham shares his journey from coding in his college dorm room to leading a multinational software company serving the insurance and construction industries. He opens up about the principles of bootstrapping, the inspiration behind his book, Be Your Own VC, and how lessons from his father shaped his approach to business. Check it out!

To sign up or apply to be a speaker for our InsurTech Summit 2025, visit theinsurtechsummit.com!

The post EP. 102: Bootstrapping Brilliance: Building a Tech Empire from the Ground Up appeared first on Insurance Journal TV.

As cyber threats evolve, the insurance industry struggles to keep pace, leading to shifting policies, increasing exclusions, and unexpected coverage gaps. Watch this highlight from the latest Cyber Insurance podcast with host Elizabeth Blosfield and guests Melissa Ventrone of law firm Clark Hill and Arthur Armstrong of law firm Reed Smith. To watch the full episode, visit https://www.insurancejournal.tv/videos/25038/

Topics covered:

#CyberInsurance #RiskManagement #InsurTech

The post Cyber Insurance: Navigating the Ever-Changing Risk Landscape appeared first on Insurance Journal TV.

In this episode, Melissa Ventrone of law firm Clark Hill and Arthur Armstrong of law firm Reed Smith joined The Insuring Cyber Podcast to unpack the Trump administration’s cybersecurity policies and explore their potential ripple effects on the cyber insurance landscape. In these conversations, Melissa and Arthur discuss how evolving federal strategies influence risk assessments, underwriting practices, and insurer liabilities. They also explore the intersection of politics, policy, and cyber risk, and what it all means for insurers navigating an increasingly complex digital threat environment. Check it out!

To sign up or apply to be a speaker for our InsurTech Summit 2025, visit theinsurtechsummit.com!

The post EP. 101: Insuring Cyber Risk in a Shifting Political Landscape appeared first on Insurance Journal TV.

Cowbell’s Founder and CEO, Jack Kudale, shares his inspiring journey from growing up on a small farm to leading a cybersecurity insurance revolution, transforming risk management for small businesses.

This excerpt highlights the following:

Bridging Cybersecurity & Insurance – How Cowbell is pioneering innovation on the “right of the boom” by combining cybersecurity with tailored insurance solutions.

To watch the full 100th Episode of the Insuring Cyber Podcast, click here!

To register for this year’s InsurTech Summit visit: https://theinsurtechsummit.com/

#CyberInsurance #InsurTech #SmallBusinessSecurity

The post From Farm to Cybersecurity: How Cowbell is Innovating Cyber Insurance appeared first on Insurance Journal TV.

In this special 100th episode of the Insuring Cyber podcast, tune into an exclusive interview with the three cofounders of InsurTech Cowbell— CEO Jack Kudale, Chief Operating Officer Trent Cooksley , and Chief Product Officer Rajeev Gupta. Together, they share Cowbell’s startup origins and its mission to revolutionize cyber insurance for small and medium-sized enterprises, as well as the personal journeys that inspired them to tackle the complexities of the cyber insurance field. From Kudale’s farm roots and vision for cross-industry innovation to Cooksley’s expertise in insurance technology and Gupta’s technical focus on risk quantification, the trio shares insights on how Cowbell leverages advanced data and AI to redefine cyber underwriting. Alongside celebrating Cowbell’s five-year anniversary, this episode explores how their shared vision is empowering SMEs to address cyber risks and how other startup leaders can thrive in the cyber risk space.

To sign up or apply to be a speaker for our InsurTech Summit 2025, visit theinsurtechsummit.com!

The post EP. 100: More Cowbell, More Resilience: How the Five-Year-Old Cyber InsurTech is Empowering Small Businesses appeared first on Insurance Journal TV.

Join Elizabeth Blosfield, Allen Laman, and Ezra Amacher as they recap the top 10 episodes of the Insuring Cyber podcast, highlight industry-shaping conversations, and share exciting news about their 100th episode milestone.

Don’s miss the Insuring Cyber Podcast’s 100th episode on February 26th!

#InsuranceInnovation #AIRegulation #CyberRisk

The post Top Podcast Moments: Insights, AI Regulation, and What’s Next for Insurance Innovation appeared first on Insurance Journal TV.

Mark your calendars! On February 26th, the Insuring Cyber Podcast hits a major milestone with its 100th episode, and we’re celebrating in style!

Join us for an exclusive interview with the visionary cofounders of InsurTech Cowbell: CEO Jack Kudale, COO Trent Cooksley, and CPO Rajeev Gupta. They’ll take you behind the scenes of Cowbell’s remarkable journey—from its startup roots to becoming a trailblazer in cyber insurance for small and medium-sized businesses.

Hear firsthand about:

As Cowbell celebrates its fifth anniversary, this episode is packed with insights, inspiration, and actionable takeaways you won’t want to miss on February 26th!

PLUS: To thank our incredible viewers, we’re celebrating the 100th episode with a giveaway! Three lucky winners will get the chance to snag an Academy of Insurance prize-bundle worth over $500! Watch episode 100 to find out how to win!

The post Coming Soon: Join us for the 100th Episode of the Insuring Cyber Podcast! appeared first on Insurance Journal TV.

Join Carrier Management Deputy Editor and host of The Insuring Cyber Podcast, Elizabeth Blosfield, Wells Media Content Editor Allen Laman, and Insurance Journal’s Midwest and South Central Editor Ezra Amacher for a special episode of The Insuring Cyber Podcast that explores the most viewed episodes of 2024 to start the year. Check it out!

To sign up or apply to be a speaker for our InsurTech Summit 2025, visit theinsurtechsummit.com!

The post EP. 99: 2024’s Top Cyber Insurance Insights Wrapped appeared first on Insurance Journal TV.