MEET THE TEAM

The people behind the promise.

Doubtless is led by a team with deep experience across insurance, technology, and pet care operations. Together, they bring the expertise needed to build a global business that works better for pets, pet parents, and the professionals who care for them.

Dirk Beeckman

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Duke

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Dirk Beeckman

About

Dirk Beeckman is the proud pet parent of Duke, a 6-year-old Small Münsterländer Pointer. Whenever they see an opportunity, rain or shine, Dirk and Duke love going for long walks in the countryside.

Role at Doubtless

Dirk is Doubtless’ Chief Executive Officer. He left his 20+ year financial services career in 2021 to found Doubtless, building it from an idea into the reality it is today.

Qualifications

Dirk has a Master’s degree in Applied Economics, with specializations in Treasury Management and Business Administration. He has held multiple C-level positions at leading financial institutions such as AXA and BNP Paribas, and has been a member of the board of USAA since 2018.

Sanchit Suri

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Dash & Milo

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Sanchit Suri

About

Sanchit Suri is married with two children, and family life keeps him well-grounded outside the office. The household hierarchy is completed by Milo and Dash – two Ragdoll cats who outrank everyone and reliably claim the best spots on the sofa during family movie night.

Role at Doubtless

As Chief Actuarial and Financial Officer, Sanchit shapes Doubtless’ financial strategy and drives long-term value creation, with end-to-end stewardship of financial performance, actuarial risk and capital. Sanchit also leads Doubtless Pet Insurance portfolio in the UK and Europe. So he is doubly responsible for our contribution to UK and Europe pet parents, business partners and our business strategy and performance in that region.

Qualifications

Sanchit’s career spans roles as Managing Director in FIG Investment Banking at JPMorgan and in manufacturing operations at Unilever India. He is an alumnus of UC Berkeley’s Haas School of Business and holds a B.Tech in Chemical Engineering from IIT Delhi.

Kirk Haggard

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Rosie

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Kirk Haggard

About

Kirk is the pet parent to a beautiful black and grey tabby named Rosie. His love of animals started earlier in childhood, with his favorite companion growing up being his Yellow Lab, Waldo T. Dog.

Role at Doubtless

Kirk is the North America Regional President. He leads a diverse and broad portfolio of modern pet health insurance and wellness brands, positioning Doubtless for profitable growth and category expansion.

Qualifications

Kirk brings 39 years of experience in the insurance industry, with time spent in various executive roles at Independence Pet Holdings (IPH), Allstate, Bank of America, and USAA. Most recently, he served as the CEO of IPH.

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Anne Stephens

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Molly

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Anne Stephens

About

Anne Stephens has two beautiful four-legged (mini-dachshund) grandchildren called Bailey and Molly. She is a frequent dog sitter and spoils them rotten.

Role at Doubtless

Anne joins us as Chief Growth Officer. She will oversee the marketing of our insurance brand portfolio and lead innovation, while managing a growing range of connected solutions, including microchip registration, digital platforms, such as adoption services and shelter software, and others, preparing the company for success in the digital agentic future.

Qualifications

Anne has completed her PhD research in measuring consumer behavior. Before that, she was Global VP of Category and Portfolio Strategy for Anheuser-Busch InBev. She has started a few small businesses, which she will say is the best “MBA”.

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Ian Roberts

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Cache

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Ian Roberts

About

Ian grew up with pets always part of the family. These early experiences keep him closely connected to Doubtless’s mission of caring for what matters most to pet parents.

Role at Doubtless

Ian is Doubtless’ Chief Information & Technology Officer, leading the teams that enable our global business to be scalable, secure and innovative. He is driving improvements in operational excellence and exceptional experience delivery across every touchpoint.

Qualifications

Ian has over 30 years of experience as a global technology leader, shaping and delivering digital, cloud, data and AI-driven strategies that create lasting value. He has held executive CTO positions at both Experian and Aon.

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Craig White

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Cosmo

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Craig White

About

Craig White grew up in New Zealand, surrounded by farm animals. Today, his family includes Cosmo, a Border Collie x Golden Retriever smart enough to know exactly when Craig is about to go for a run.

Role at Doubtless

Craig is Global Chief Data Officer at Doubtless, where he leads the transformation of a complex, multi-brand data landscape into a unified enterprise asset.

Qualifications

Craig has a degree in Electrical Engineering from Auckland and a PhD in Health Policy from Harvard. He has held leadership roles at IQVIA, ConcertAI and Orion Health. Transitioning from human to pet health was familiar – just with more legs and tail-wagging.

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Caroline Ross

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Arthur

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Caroline Ross

About

Caroline Ross grew up surrounded by cats. She’s the adopted mum to her grandparents’ cat – proof that she’ll always make room for one more furry family member!

Role at Doubtless

Caroline is Chief Human Resources Officer in the growing Doubtless business. She’s passionate about creating a workplace where everyone feels supported to do their best work – building a culture rooted in shared values, inclusion and development.

Qualifications

Caroline holds a law degree and an HR management qualification, and has built her varied career in sectors including media (Channel 4), fashion and insurance. If you ask her, though, more experience has been gained from having two teenage daughters!

Thomas (T.J.) Wright

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Byron

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Thomas (T.J.) Wright

About

T.J. has always had pets, including three generations of boxers all named ‘Duke’. His home and heart now belong to an immaculately behaved cocker spaniel, Byron.

Role at Doubtless

T.J. serves as Global General Counsel of Doubtless, overseeing strategic transactions and joint ventures, while serving as Secretary to Doubtless’ boards.

Qualifications

T.J.’s career has reflected his love for building and rationalising businesses. Prior to joining the team constructing Doubtless in 2023, he spent five years at global beauty conglomerate Coty and over a decade in private practice, at top US and global law firms including largest leverage buy-out and largest insurance deal in history at the time.

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Michael Aubourg

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Loki

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Michael Aubourg

About

Michael Aubourg believes pets are central to family life, and that owners deserve better support through care, insurance and trusted services. In 2026, he ran the London Marathon for Blue Cross and intends to support pet charities across Europe.

Role at Doubtless

Michael leads Doubtless’ global M&A strategy across insurance and adjacent pet services. He joined before the platform’s formal inception in 2021 and helped build the Group from day one, driving over 20 acquisitions.

Qualifications

Before Doubtless, Michael spent six years as an investment professional at Alken Asset Management, after investment banking at Lazard. He holds Master’s degrees from Harvard University and Centrale Paris.

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Roy Jubraj

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Buster

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Roy Jubraj

About

Roy Jubraj has three beautiful children called Sofia, Dylan and Lea.  Sofia has a beautiful dog – which she looks after at her home in Arlington, Virgina.

Role at Doubtless

Roy joins Doubtless as interim Chief Transformation Officer; overseeing several major Global programmes for the business – including a major Business and Technology multi-year transformation programme that will modernise the overall business operating model and enabling technology and data estate.

Qualifications

Roy has spent the last 30 years of his career, driving large-scale business and technology transformation programmes.  Prior to joining Doubtless he was Chief Strategy and Transformation Officer at esure (under BainCapital ownerships) and many years at Accenture (in NY and London).

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Michael Sullivan

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Cooper & Milo

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Michael Sullivan

About

Michael Sullivan has two Bichon Frises – Cooper (8) and Milo (3). They are irresistibly social yet puzzled by the simple things in life, except for joy, which they bring to the world every day.

Role at Doubtless

Michael leads Clarus Technology, a strategic investment in Doubtless’ non-insurance portfolio to synchronize the cost of care with medical decision-making.

Qualifications

With an MBA in Marketing and Consumer Behavior, Michael has over two decades of experience scaling and driving growth for innovators in animal health. He was most recently Senior Vice President of Global Diagnostics at Zoetis and holds board seats with two medical start-ups.

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