Tennis Strategist Brings Moneyball Analytics to Wharton's Finance Audience
Wharton's analytics-focused faculty brought an unlikely guest to their business school podcast this month: Craig O'Shannessy, a tennis strategist who has spent years applying data-driven decision-making to Grand Slam tournaments and now writes about the sport for The New York Times.
The February 11 episode of Wharton's "Moneyball" podcast—hosted by professors Cade Massey, Eric Bradlow, and Shane Jensen—explored how O'Shannessy uses analytics to reshape strategy at the highest levels of professional tennis, with particular focus on underutilized tactics and what the hosts termed "coachability" in elite performance.
The choice of guest signals Wharton's continued interest in how analytical frameworks from sports translate to corporate decision-making, a theme the business school has pursued since the original "Moneyball" revolution in baseball two decades ago. For finance leaders, the parallels are familiar: executives who can absorb data insights and adjust strategy quickly tend to outperform those who rely on intuition alone.
O'Shannessy, who has worked as an analyst for multiple Grand Slam tennis tournaments, discussed how net play—approaching the net to finish points quickly—remains statistically underused despite its effectiveness. The conversation touched on how continuous learning and willingness to adapt based on evidence separates top performers from the rest of the field, even when conventional wisdom suggests otherwise.
The podcast, which ran just over an hour, represents Wharton's ongoing effort to examine decision-making under uncertainty across different competitive environments. The business school has built a substantial portfolio of content exploring how data analytics reshapes strategy in fields from finance to sports, with this latest episode adding tennis to a roster that has previously covered baseball, basketball, and football.
For CFOs and finance teams increasingly tasked with building data-driven cultures in their own organizations, the sports analytics conversation offers a useful parallel. The challenge O'Shannessy faces—convincing elite athletes to trust data over instinct—mirrors what many finance leaders encounter when introducing algorithmic forecasting or AI-assisted decision tools to veteran teams.
The episode arrives as Wharton continues to position itself at the intersection of analytics and practical business application. The school's "Nano Tools for Leaders" series recently covered data-first leadership in the age of AI, while its "Future of Finance" series has explored regulatory challenges around artificial intelligence in financial services.
Whether tennis strategy holds actionable insights for corporate finance remains an open question, but Wharton's faculty clearly believes the analytical mindset transfers across domains. The podcast is available on the school's Knowledge at Wharton platform.


















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