Celebrating 15 Years

Sherry Whittemore

Sherry Whittemore

Chief of Staff

As Chief of Staff at 50/50 Women on Boards, Sherry Whittemore brings 15+ years of experience scaling organizations through strategic operations, innovative products and services, and people-centered leadership. Working closely with our CEO Heather Spilsbury, Sherry drives organizational excellence to advance the mission of achieving gender-balanced corporate boardrooms globally.

Sherry transforms organizational vision into measurable results through data-driven decision-making. As a trusted strategic partner, she establishes key performance metrics that increase operational effectiveness and achieve sustainable growth. Her expertise spans integrated communications and marketing strategies that propel business priorities, building campaigns that reach audiences across channels and global regions.

Throughout her career, Sherry has led all aspects of branding, communications, and go-to-market strategy for startups, nonprofits, and companies exceeding $750M in revenue. She has managed strategic partnerships with organizations including Harvard, Stanford, EY, and Salesforce, demonstrating her ability to work at the highest levels of corporate and academic leadership.

A lifelong learner, Sherry holds an MS in Educational Leadership, an MIT Executive Certificate in Management & Leadership, a Graduate Certificate in Documentary Writing, and a BA in Media Studies. She is a former member of the Forbes Communications Council, has served on nonprofit boards, and founded three educational organizations in the U.S. and South Korea.

Shape

Code of Conduct: Governing Data & Emerging Tech

Boards are no longer observers of emerging technology; they are stewards of how it’s governed. This panel goes beyond awareness to examine how directors can structure oversight, define accountability, and measure governance effectiveness in AI, data use, and digital innovation. Panelists will share practical strategies for building governance systems that ensure transparency, ethical decision-making, and responsible innovation at scale.

Your First Board Meeting: A Director’s Playbook

Designed for aspiring and newly appointed directors, this session offers practical guidance on how to step confidently into your first boardroom. Learn what to expect in early meetings, how to contribute with purpose, and how to quickly build credibility and trust among seasoned peers. Gain insight into board dynamics, unspoken protocols, and the critical questions new directors should be ready to ask and answer.

Tactics that Work: Case Studies in Navigating Shareholder Activism

In this tactical, director-focused session, participants will engage in case-based exercises to dissect real campaigns and pressure scenarios. From activist letters to proxy fights, explore how boards can craft strategic responses that reinforce governance integrity, protect corporate reputation, and align with long-term priorities. Walk away with actionable tactics and frameworks to strengthen board preparedness in the face of growing investor scrutiny.

Inside the Boardroom: Resilience Planning in Action

This interactive session places directors inside the boardroom during moments of disruption. Through tabletop exercises and real-world scenarios, participants will explore how boards can apply structured frameworks to assess geopolitical risk, anticipate threats, and make decisive decisions under pressure. Designed as a classroom-style session, this breakout provides practical tools to strengthen oversight and build a proactive board response strategy in an increasingly uncertain world.

Reputation & Response: How Boards Navigate Shareholder Activism

As shareholder activism intensifies, boards face mounting pressure to defend strategy, protect corporate reputation, and engage stakeholders with clarity. This panel brings together seasoned directors to explore how boards can respond effectively while maintaining credibility, board alignment, and stakeholder trust. Hear real-world insights on navigating activism in today’s high-stakes, high-visibility environment.

Navigating Global Markets: Trade, Tariffs, and Supply Chain Strategy

As global disruptions reshape business models, this panel will explore how boards can navigate the practical complexities of trade, tariffs, and supply chain shifts across regions. Panelists will share how directors are guiding companies through regulatory changes, sourcing challenges, and new market risks, while seizing opportunities for growth and operational agility.

Strengthening Oversight: Risk Management and Board Resilience

This keynote will equip directors to think globally about risk through the lens of geopolitical foresight, cross-border tensions, and long-term instability. Learn how boards can strengthen oversight and guide enterprise-wide resilience by anticipating disruption and embedding a proactive risk culture in a changing world.