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In Stride · October 9 · 50 min

Olivia Dutton: Forging Her Own Path in Eventing

This Week on In Stride Sinead Halpin-Maynard sits down with Olivia Dutton to talk about her whirlwind summer overseas, building her own career inside one of eventing’s best-known families, and what it takes to rebuild confidence and keep showing up. Meet the Guest: Olivia Dutton Olivia Dutton is an upper-level event rider who recently earned individual bronze at the inaugural FEI Eventing World Championship for Under 25s at Millstreet International in Ireland. She finished as the highest-placed U.S. combination, riding Jewelent. In 2025 she also won the CCI4*-S at the Morven Park Fall International and Horse Trials aboard Sea of Clouds. Olivia is the daughter of Phillip Dutton, a seven-time Olympian in eventing. In This Episode, Sinead and Olivia Discuss: What it was like to compete at the first-ever Under 25 World Championships and why she wasn’t expecting to finish on the podium Having your dad as your coach, and how she carves out her own business and identity as part of one of eventing’s best-known families Losing her confidence after a fall on her first trip overseas with Sea of Clouds, and how her family and friends helped her trust herself again Her concerns about eventing’s Olympic future and why she wants to explain the sport better to people outside the horse world Episode Sponsor Connaway & Associates The friendly and knowledgeable team at Connaway & Associates brings together more than 30 years of experience to offer a wide range of insurance services, including horse insurance, farm insurance, and liability insurance. Visit www.connaway.net or call 501-868-8084 to explore your options. Equine Emergency Vet Care Guide Created by equine veterinarian Dr. Erica Lacher, the Equine Emergency Vet Care Guide app helps horse owners recognize the signs of a true emergency, know when to call the vet, and understand what to do while help is on the way. Download from the App Store or Google Play at EquineEmergencyApp.com In Stride Is Brought to You by Ride iQ Ride iQ helps everyday riders ride with more clarity, confidence, and purpose through on-demand audio lessons from world-class coaches. Members also get: Weekly live Q&As with equestrian experts Exclusive podcast episodes Dressage test prep resources A supportive learning community Start your free 14-day trial at Ride-iQ.com

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This Week on In Stride

Sinead Halpin-Maynard sits down with Olivia Dutton to talk about her whirlwind summer overseas, building her own career inside one of eventing’s best-known families, and what it takes to rebuild confidence and keep showing up.


Meet the Guest: Olivia Dutton

Olivia Dutton is an upper-level event rider who recently earned individual bronze at the inaugural FEI Eventing World Championship for Under 25s at Millstreet International in Ireland. She finished as the highest-placed U.S. combination, riding Jewelent. In 2025 she also won the CCI4*-S at the Morven Park Fall International and Horse Trials aboard Sea of Clouds. Olivia is the daughter of Phillip Dutton, a seven-time Olympian in eventing.


In This Episode, Sinead and Olivia Discuss:

  • What it was like to compete at the first-ever Under 25 World Championships and why she wasn’t expecting to finish on the podium
  • Having your dad as your coach, and how she carves out her own business and identity as part of one of eventing’s best-known families
  • Losing her confidence after a fall on her first trip overseas with Sea of Clouds, and how her family and friends helped her trust herself again
  • Her concerns about eventing’s Olympic future and why she wants to explain the sport better to people outside the horse world


Episode Sponsor


Connaway & Associates

The friendly and knowledgeable team at Connaway & Associates brings together more than 30 years of experience to offer a wide range of insurance services, including horse insurance, farm insurance, and liability insurance.


Visit www.connaway.net or call 501-868-8084 to explore your options.


Equine Emergency Vet Care Guide

Created by equine veterinarian Dr. Erica Lacher, the Equine Emergency Vet Care Guide app helps horse owners recognize the signs of a true emergency, know when to call the vet, and understand what to do while help is on the way.


Download from the App Store or Google Play at EquineEmergencyApp.com


In Stride Is Brought to You by Ride iQ


Ride iQ helps everyday riders ride with more clarity, confidence, and purpose through on-demand audio lessons from world-class coaches.


Members also get:

  • Weekly live Q&As with equestrian experts
  • Exclusive podcast episodes
  • Dressage test prep resources
  • A supportive learning community


Start your free 14-day trial at Ride-iQ.com

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