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Ian O'Reilly

Head of Personal Line Sales

About the expert

Background

Ian O'Reilly serves as Head of Personal Line Sales at Chill Insurance, where he has been a dedicated advocate since 2015. With over 10 years of management experience, Ian leads a high-performing department of 140+ employees across motor, home, van, and life insurance divisions.

As Director of Sales, Operations & Online, he drives policy acquisition, ROI optimization, and digital transformation initiatives while reporting directly to senior leadership.

His leadership philosophy centers on team motivation, operational excellence, and customer-first outcomes. Ian has built teams from the ground up, championed cultural change, and developed emerging talent through mentoring and coaching. His expertise spans strategic sales planning, digital channel growth, compliance oversight, and cross-functional collaboration, consistently delivering measurable commercial performance improvements.

Expertise

  • Motor Insurance
  • Van Insurance
  • Home Insurance
  • Customer Care
  • Operational Efficiency

Education

  • Certified Insurance Directorship
  • Trinity Business School- CIP Qualified, Professional Diploma in Insurance
  • The Insurance Institute - Bachelor’s Degree in Business Administation
  • Technological University Dublin

Articles by Ian O’Reilly

New Driver Licence Rules

Car Insurance Pricing Index

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New Rules of the Road 2025

How Much A First-Time-Buyer Needs To Earn

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Biggest Distractions for Drivers

Different Shapes On Motorway Signs

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