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Alan Thomas

Chief Executive Officer

Alan is Chief Executive Officer at Cycleplan, combining 26 years of insurance expertise with a passion for sports to build innovative, customer-first cycling insurance solutions. 

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Andrew Harrington

Chief Information Officer

Andrew is Chief Information Officer at Cycleplan, using AI and data science to streamline cycling insurance and enhance customer experience through smart tech integrations. 

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Dan Dawson

Head of Underwriting

Dan Dawson, Head of Underwriting at Cycleplan, combines 20 years of insurance expertise with a passion for innovation, driving product growth and partnerships in the cycling sector.

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Richard Pearson

Product Underwriter

Richard Pearson, Product Underwriter at Cycleplan, applies 25 years of insurance expertise to develop accurate, customer-focused cycling cover.

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Sean Carney

Chief Underwriting Officer

Sean Carney is an ACII-qualified insurance and pricing specialist, driving digital innovation and cyclist‑first protection at Cycleplan.

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Cycleplan is a Insurance Services product

©Copyright Ripe Thinking Limited 2026.

Cycleplan® is a registered trademark and a trading name of Ripe Insurance Services Limited which is Authorised and Regulated by the Financial Conduct Authority No.313411. Registered office: One Stockport Exchange, Railway Road, Stockport, United Kingdom, SK1 3SW. Registered in England No. 04507332. *Annual Charge was £77.81. If paid monthly, a 20% deposit of £15.56 was applied followed by 9 repayments of £7.85 with 13.5% APR using a Third Party Repayment Facility