MCLE ThisWeek | S2 E13: From Law School to Fenway: Sports Law Careers with Mandy Petrillo and Cameron Hammel of Fenway Sports Group

Mandy and Cameron break down what it actually takes to build a career in sports law and why there is no single path in. Mandy highlights the role of persistence, networking, and starting in a non-attorney position, while Cameron shares how a traditional law firm path and a strategic in-house pivot led her to Fenway Sports Group. They also challenge common misconceptions about the field, explaining that their work focuses on commercial contracts, sponsorships, intellectual property, and business operations rather than player deals, and closely mirrors a traditional in-house legal role.

With practical insight for attorneys and law students, Mandy and Cameron discuss:

• Why there is no single “right” path into sports law — and how different experiences can position you to stand out
• How networking, persistence, and timing play a critical role in breaking into competitive industries
• Why strong contract drafting skills and broad legal experience are essential for in-house roles
• Why business judgment and a “find a way to yes” approach lead to stronger client relationships
• Why sports lawyers are often generalists who must navigate multiple areas of law simultaneously
• How building trust with internal stakeholders leads to better, more proactive legal support

They reflect on the evolving landscape of women in sports law, highlighting increased representation and leadership in recent years, as well as the collaborative nature of in-house work. Legal teams work closely with marketing, sales, HR, and operations to support broader business goals. Ultimately, Mandy and Cameron emphasize that success depends on being a well-rounded, business-savvy lawyer who can adapt, solve problems, and contribute beyond purely legal analysis.

Featured Guests

Mandy Petrillo — Assistant General Counsel at Fenway Sports Group, Mandy has spent nearly two decades with the organization, supporting the Boston Red Sox and related entities across a wide range of commercial, intellectual property, and business matters.

Cameron Hammel — Senior Counsel at Fenway Sports Group, Cameron brings experience from both a major law firm and in-house entertainment company, advising on commercial contracts, technology agreements, and business operations within the organization.

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