Jessica Rubie

About Jessica Rubie

I’m a Chief of Staff, executive advisor, and certified leadership coach with 15+ years of experience supporting principals, families, and CEOs through operations at the intersection of personal and professional life, board governance, and organizational transformation. My career began in private family offices and grew into higher education and philanthropy, always in roles where discretion, anticipation, and clear judgment were essential.A consistent thread is being chosen as the principal’s person—the trusted right hand who understands preferences deeply, translates them into systems, and creates environments where leaders can focus on what matters most. Whether managing staff and vendors, guiding an executive transition, restructuring a board, or orchestrating high-profile events and travel, I bring calm, clarity, and momentum to both daily life and long-term strategy.At my core, I help leaders and families make better decisions, move forward with confidence, and live and lead in ways that feel seamless, purposeful, and well-supported.

Experience

1. Chief of Staff - Office of the President & CEO

   College Track

   Jan 2022 — Present

   Brought in as the President & CEO’s trusted partner during a leadership transition to strengthen the Office of the CEO and guide both internal operations and external engagement. Serve as the right hand across executive and board strategy, including:Leading a comprehensive governance redesign, modernizing board engagement and deepening philanthropic participation.Partnering with university leaders on cohort admission strategies that now generate $10M+ annually in direct scholar support.Advising and coaching senior leaders through transitions, ensuring continuity and alignment with long-term strategy.Designing and documenting operating systems that codify preferences, priorities, and decision-making standards.Representing the CEO in high-stakes conversations with trustees, donors, and institutional partners, safeguarding discretion and clarity.Overseeing staff performance and development, building accountability, trust, and cohesion across the executive team.

Education

• University of Washington

  Bachelor’s Degree, International Studies

Skills

• Coaching
• Data Analysis
• Presentation Skills
• Microsoft Office
• Strategic Consulting
• Public Relations
• Organizational Development
• Strategy
• Networking
• Interpersonal Skills
• Microsoft Outlook
• Best Practices
• Leadership
• Hiring
• Team Management
• Communication
• Event Management
• Community Outreach
• Operations Management
• Basecamp
• Mentoring
• Research
• Management
• Team Building
• Contract Negotiation
• Event Planning
• Change Management
• Public Speaking
• Partnership-Building
• Powerpoint
• Microsoft Excel
• Microsoft Word
• Strategic Planning
• Fundraising
• Goal Setting