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Klear.ai Welcomes Tim Cuckow to Sales Leadership Team

Smita SinghbySmita Singh
in Business, News, NORTH AMERICA
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Klear.ai Welcomes Tim Cuckow to Sales Leadership Team

Klear.ai Welcomes Tim Cuckow to Sales Leadership Team

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Cypress, California, United States, March 2025 – Klear.ai, the provider of award-winning claims administration, risk, and analytics software solutions, has announced the appointment of Tim Cuckow as Vice President of Sales. Tim joins the growing Klear.ai sales team as the company continues to accelerate its mission of delivering smarter, more intuitive claims and risk management solutions across both insurance and public sector markets.

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With over two decades of experience in the insurance technology space, Tim Cuckow brings extensive expertise in SaaS-based claims, policy underwriting, RMIS, and analytics platforms. He has held executive sales roles at Origami Risk, Aon, and JW Software, where he successfully led regional and national go-to-market strategies and enabled clients to modernize their operations through cutting-edge technology.

“Tim’s successful track record, industry knowledge, and client-centric solution approach make him a strong addition to the Klear.ai family,” said Pete Govek, Chief Revenue Officer, Klear.ai. “His leadership will support our continued momentum and help expand our footprint in key verticals.”

As Vice President of Sales, Cuckow will play a critical role in guiding prospective clients through the unique value of Klear.ai’s intelligent claims and risk management solutions—showcasing how automation, analytics, and integrated systems can streamline operations, reduce total cost of risk, and drive smarter decisions for organizations.

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“I’ve followed Klear.ai’s growth closely and have been impressed by the company’s innovation and customer focus,” said Tim Cuckow, Vice President of Sales, Klear.ai. “Joining this team feels like a natural next step, and I’m excited to bring Klear.ai’s differentiated value to more organizations seeking transformation in claims and risk.”

This strategic appointment comes as Klear.ai builds upon a strong 2024 and 2025 performance, with expanding market reach and continued recognition, including a standout placement in the Redhand RMIS Report and growing adoption by clients in need of advanced alternatives to legacy platforms.

About Klear.ai

Klear.ai delivers intelligent claims, risk, and policy management solutions for Third-Party Administrators (TPAs), Risk Pools, Carriers, Governmental Organizations, and Self-Insured entities. The company’s secure, cloud-based platform supports the entire Property & Casualty Insurance lifecycle, including Workers’ Compensation, using AI-powered automation and analytics. Klear.ai was recognized as the Most Innovative Claims & Risk Management Software Firm 2024 – USA and was ranked the 162nd fastest-growing privately held software company of 2024 by Inc. 5000. The company continues to disrupt traditional approaches to risk management with modern, integrated solutions designed to reduce risk and improve operational efficiency.

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Tags: AONClaims ManagementHappy Place to Work CertificationHPTWInc 5000insurance technologyInsurtechJW SoftwareKlear.aiLeadership AppointmentOrigami RiskPete GovekRedhand RMIS Reportrisk managementRMISSaaS solutionsTim CuckowTPAsVice President of SalesWorkers’ Compensation
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"HR Today" aspires to be more than just a publication; it aims to be a platform where the brightest minds in HR come together to share knowledge, insights, and foresight that can shape the future of our profession. We aim to offer a unique blend of academic rigour and practical wisdom, addressing the most pressing challenges and opportunities in the HR landscape today.

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