Deirdre Lester has been selected as the first executive chair of JaneWallStreet, a newly launched platform from JohnWallStreet. The initative is aiming to reshape how sports and media executives access insight by elevating perspectives from female leaders operating at the highest levels of the industry.
JohnWallStreet has built its model on the idea that meaningful learning happens within executive circles. There, decision-makers share real-world strategies, successes, and failures. The company believes this approach is increasingly valuable as the sports business grows more complex. It requires deeper understanding rather than surface-level reporting.
However, leadership at JohnWallStreet recognized a consistent gap in those conversations. Too often, the viewpoints driving analysis and discussion have come from male executives, leaving a significant portion of industry insight underrepresented. JaneWallStreet launches with the intent of addressing that imbalance while strengthening the overall conversation, not segmenting it.
The platform will focus on the core areas that define JohnWallStreet’s coverage: sports, media, and finance. It will approach those topics through the perspective of female decision-makers shaping the industry’s future.
By doing so, the company hopes to provide a more complete view of trends across teams, leagues, investment firms and emerging properties, while also highlighting how women are influencing strategy, innovation and growth.
Content will be distributed across multiple formats, including written columns, podcasts, and live events. The goal is to foster insight and connection among senior leaders. Existing JohnWallStreet subscribers will automatically receive JaneWallStreet content. That content will include a monthly column and a biweekly podcast. The podcast will feature a rotating group of executives, investors, founders, and operators.
Lester brings more than two decades of experience across sports, media and business strategy. She will write the monthly column and host the podcast JaneWallStreet: At the Table, which will center on topics such as investment strategy, revenue generation and media distribution, while also incorporating male executives when relevant to the discussion.
Lester’s first column will be distributed next week. It will examine how the big four leagues could command more than 80% of the projected $37 billion in U.S. media rights spending by 2030. It will also explore the implications for emerging leagues. The debut podcast episode will launch March 26. It will feature Stephanie Alger, chief growth officer of LOVB, as the inaugural guest.
Beyond content, JaneWallStreet will emphasize community-building through integration with JohnWallStreet’s existing IQ network, advisory initiatives and exclusive events, including a planned Female Front Office Forum later this year. The platform will also dedicate coverage to the business of women’s sports and strategies for engaging female fans, areas that continue to gain traction across the industry.
Barrett Media produces daily content on the music, news, and sports media industries. Sign up for our newsletters to stay updated and get the latest information right in your inbox.



