Chris Skipworth

Chris Skipworth is chief executive officer of Passpack, a password management platform designed for small to medium-sized businesses.

Most Recent

Agent, Heal Thyself (on Cyber Security)

Chris Skipworth

Independent agents help clients understand cyber liability, but many run their own operations on shared passwords and informal access controls.

Six Things

The Onset of 'Death by AI' Claims

By Paul Carroll

Gartner projects that there will be at least 2,000 legal claims of "death by AI" this year, as the complexities of AI adoption move to a new phase.

What the Insurtech Wave Missed

Fragmented producer data threatens to collapse AI ambitions unless the insurance industry addresses foundational infrastructure issues now.

Smile, You're on Camera

Streaming platforms and AI automation are dismantling cost barriers that kept independent insurance agents off television for decades.

Fragmented Systems Plague Insurance CX

The call center isn't a cost center. It's the moment of truth. And, despite investing billions in technology, insurers still fail customers when it matters most.

AI Transforms Workers Comp for Brokers

AI enables overwhelmed workers' comp brokers to shift from transactional quoting to strategic risk advisory relationships that employers increasingly demand.

Legacy Architecture Blocks Insurers' Agentic AI

Fragmented legacy systems block insurers from scaling agentic AI, creating operational fragility and risking distribution disintermediation.

Insurance AI Demands a New Trust Framework

The insurance industry's trust frameworks miss how algorithmic failures cascade across AI, human stewards, and systemic legitimacy.

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