Leadership

The team building the infrastructure of modern sports betting media

A leadership team with decades of combined experience across digital media, adtech, iGaming, and global sports — from IBM, Microsoft, AppNexus, AOL, William Hill, Guardian Media Group, and Freshfields Bruckhaus Deringer.

Global offices

200+

Team members

25+ yrs

Avg leadership tenure

1BN+

Annual sessions

Chief Executive Officer

Stuart Simms

Chief Executive Officer

Building a sports publishing and media business with the discipline of a digital-native operator.

Stuart is an experienced 'digital native' with a history of successful digital transformation and building high-growth businesses. Most recently, Stuart was Group CEO of XLMedia PLC, which he overhauled and developed into a sports publishing and media business mainly operating in North America. Prior to this, Stuart was the CEO of Rakuten Marketing. He also oversaw the rebuild and exit of Fits.Me and spent over 13 years in PLCs, earlier in his career with IBM, then later with Microsoft and Rackspace.

Previously at

XLMediaRakuten MarketingIBMMicrosoftRackspace

Senior Leadership

A bench built from global media, adtech and sports law.

Claire Pape

Chief Financial Officer

Claire brings a wealth of experience in financial leadership, having held senior roles at the Guardian Media Group, William Hill and the Telegraph Media Group. Her deep understanding of both media and sports betting, combined with her strategic and operational expertise, are instrumental as FairPlay continues to scale globally. Claire plays a pivotal role in shaping financial strategy, driving performance and ensuring the group remains agile and growth-focused.

Previously at

Guardian Media GroupWilliam HillTelegraph Media Group

Jerome Underhill

Chief Operations Officer

Jerome has spent nearly 20 years building businesses in the digital media and advertising technology space. Most recently he led the EMEA, APAC & LATAM business of AppNexus through acquisitions by AT&T and Microsoft, rebranding as Xandr and delivering step changes in revenue growth and operational scale. Prior to this Jerome was COO of AOL's European advertising business, and looking further back, he spent 10 years in consumer finance, leading businesses for Capital One in the UK, Europe and South Africa.

Previously at

AppNexus / XandrAT&TMicrosoftAOLCapital One

Matt Robinson

Chief Technology Officer

Matt has been working in iGaming technology for over 10 years, leading the technology growth of the organisation and expanding the team from 7 to 100 across 3 regions. He led the migration to the cloud and created an aggregation platform responsible for delivering global odds updates in under 1 second. He has championed the adoption of DevOps, Cloud and Kubernetes. Matt started his career at a technical consultancy working across multiple programmes within the space and defence sector as a hands-on engineer.

Previously at

Defence & Space EngineeringCloud / DevOps

Holly Down

Chief Legal Officer

Holly has headed legal and compliance for almost a decade, helping shape the company from a single office of 30 people to a global business with over 200 employees across 4 international locations. Holly began her career at international law firm Freshfields Bruckhaus Deringer, and moved into sports law via a secondment to London 2012, after which she spent several years advising major international sporting events in tennis, motorsports, equestrian and sailing, and start-ups in the sports, betting, and fashion sectors.

Previously at

Freshfields Bruckhaus DeringerLondon 2012

Build the future of sports media with us

We're hiring across engineering, data, editorial and commercial. Or get in touch to explore partnership opportunities.

Explore open roles Contact us