Inside the all‑woman ownership group that won the Caribbean’s richest race

At the 2025 Mouttet Mile Invitational, while there were loud cheers when RIDEALLDAY powered home with a Hall of Fame jockey in the irons, there was equally rapturous applause for the women who stood shoulder to shoulder in the winner’s enclosure.

By the time RIDEALLDAY surged clear in the homestretch of the Mouttet Mile, CRI had already achieved something bigger than one result on the track. Their presence as a seven-strong, women-led ownership team on the island’s biggest race day challenged long-held assumptions about who gets to own, decide and reap the rewards in Jamaican racing. Now, with a flagship horse, a landmark victory and a platform to influence everything from youth programmes to female training and jockey pathways, CRI is intent on turning that moment of champagne and celebration into a lasting shift in how women see their place in the sport.

Below are responses from the consortium, giving some insight into how they see themselves and what they bring to the sport.

Q: RIDEALLDAY’s Mouttet Mile win came very soon after your all-female syndicate took over ownership of the horse. Can you walk me through how Cassiopeia Racing Inc came together? Why you chose this horse, and what that journey from acquisition to the big race looks like for you as a group?

A: Cassiopea Racing Inc., (CRI) – was formed after we were approached by the leadership of Supreme Ventures Racing and Entertainment Ltd, who had a vision for an all-female syndicate of horse owners.

The group decided to support this vision and purchased RIDEALLDAY. The horse had already proven itself with multiple wins including the Port Royal Sprint a few weeks earlier, so we were already excited about his potential.

RIDEALLDAY got intensive training, nutrition and race strategy to prepare for the Mouttet Mile from champion trainer Philip Feanny in whom we had every confidence. After US Hall of Fame jockey Javier Castellano accepted the invitation to guide the horse in the Mouttet Mile, our expectations rose even higher.

The journey from acquisition to the big race was an exhilarating experience – blending the thrill of innovative ownership which created a significant buzz in the racing industry.

Q: Take us back to the moment Rideallday crossed the finish line in front. What was going through your minds as new owners? What does this victory – your first Mouttet Mile as Cassiopeia Racing Inc – mean to each of you personally and professionally?

A: Seeing RIDEALLDAY cross the finish line lengths ahead of the field was an epic, electrifying moment for all of us!

We were overjoyed, especially since in the early stages of the race he seemed to be off the pace and left behind in the pack. Javier Castellano did an excellent job guiding him to the front, steadily picking up speed and in the final moments taking a very clear victory. In the moment, we were filled with joy and pride. We still are!

This victory means that passion can turn one’s aspirations into triumph. It fuels a deeper commitment to the journey of growth and achievement. It’s also a significant step in the right direction for Cassiopeia and sets a benchmark for future success for the consortium and for each of us individually in our separate endeavours.

Q: It’s known to us that horse racing is still widely seen as a male-dominated sport, yet this Mouttet Mile spotlighted a seven-strong, all-woman ownership team on the biggest stage of the year. How conscious are you of the precedent you’re setting, and what impact do you hope your ownership story will have on how women see their place in racing and gaming?

A: We are very aware of the historic nature of this moment. We know that an all-woman ownership team breaking into a traditionally male dominated arena – and winning – sets a powerful precedent.

The hope is that our story will inspire women to see themselves as full participants in horse racing, demonstrating that they can own, lead and succeed in spaces where they have been underrepresented and encouraging more female involvement and recognition in this and other non-traditional fields.

Q: You each come from different sectors – sport, business, media, entertainment and professional services. How do your individual backgrounds and networks shape the way you approach ownership, and how are you hoping to use this win to introduce new fans, especially women and younger audiences, to Caymanas Park and the wider racing industry?

A: Some of us have been around horses from childhood, for others this is a first foray into the industry. What we all have in common is that we have all experienced success in our respective fields and understand what it takes to achieve that success. So whether it’s horseracing or another industry, it takes applying the same principles, business acumen, discipline, winning mindset and teamwork to optimize performance.

We hope this win attracts new fans to horseracing especially women and younger audiences by showcasing the sport’s accessibility and excitement. There are so many opportunities that can be explored such as youth riding programmes, women-focused events, storytelling and media partnerships that highlight the blend of sports and business professionalism inspiring broader engagement with the racing industry and so much more.

Q: Looking ahead, what are your ambitions for RIDEALLDAY and for Cassiopeia Racing Inc as a syndicate, and what changes would you most like to see – whether in ownership, training, or jockey opportunities – to increase the percentage and influence of women in horse racing over the next five to 10 years?

A: Our ambitions for RIDEALLDAY and for Cassiopeia Racing Inc as a syndicate are to transform the organisation into a catalyst for gender equity horse racing. It would be great to make RIDEALLDAY a flagship brand that showcases women’s leadership and talent across every facet of the sport.

There’s also opportunities to expand female-led ownership stakes and create a women-focused syndicate model and to amplify their influence in strategic decisions, governance and public representation of the sport.

Establish dedicated training programmes and academies for female trainers and equine specialists, providing mentorship and resources to build expertise and career pathways.

Implement targeted recruitment scholarships and support network for female jockeys, ensuring equal access to mounts and competitive races.