Chief of Staff to Founder

Chief of Staff to Founder
About the Role

We are seeking a highly capable Chief of Staff to partner with a founder, entrepreneur, investor, advisor, and mother in a deeply integrated executive and strategic capacity.

This is not a traditional assistant role. This is a right-hand partnership for someone who can operate at altitude - anticipating needs, shaping priorities, creating leverage, and serving as a force multiplier across the Principal's professional and personal ecosystem.

The ideal candidate brings strong business judgment, operational fluency, and proactive thinking , and is comfortable acting with autonomy in a fast-moving, high-stakes environment. You will help translate vision into action, manage complexity, and create the systems and rhythm that allow the Principal to operate at her highest level.
Scope of Work

You will operate across:

• Founder & executive operations
• Investment and advisory activity
• Entrepreneurial ventures and strategic initiatives
• External relationships and communications
• Calendar, priorities, and operating cadence
• Schedule integration across the Principal's professional and family life

Who You Are

You are a rare combination of:

Strategic thinker + operational leader + trusted confidant

You think like an operator, not a task-taker. You understand how senior leaders think, where friction hides, and how to proactively solve problems before they surface.

You bring:

• Strong business training and professional experience
• Exceptional judgment and discretion
• The ability to anticipate, prioritize, and act independently
• Comfort representing a Principal with polish and authority
• Calm, grounded presence in complex or high-pressure situations
• Pride in creating clarity, momentum, and leverage

You enjoy being the person who makes the whole system work better , not just faster.
Key Responsibilities
Executive Partnership & Strategic Support

• Serve as the Principal's primary thought and execution partner on day-to-day operations.
• Proactively manage priorities, bandwidth, and decision flow.
• Anticipate needs, surface tradeoffs, and recommend next steps.
• Conduct research, synthesize information, and prepare concise briefs to support strategic decisions.
• Track initiatives, follow-ups, and commitments across ventures and relationships.
• Maintain strict confidentiality and sound judgment at all times.

Calendar Ownership & Operating Cadence

• Own and actively manage the Principal's calendar as a strategic tool - not just a scheduling exercise.
• Balance competing priorities across business, investments, advisory roles, travel, and family.
• Design and maintain a sustainable weekly and monthly operating rhythm.
• Ensure meetings are purposeful and well-run by requesting and compiling agenda items, sharing agendas in advance, preparing background materials, and manging participants, timing, and follow-ups

Business, Investment & Project Support

• Support project management across Founder's brand, investments, media, real estate, and philanthropic initiatives.
• Prepare materials, memos, and notes for meetings with investors, founders, advisors, and partners.
• Liaise with accountants, attorneys, designers, and external advisors.
• Keep workflows moving when the Principal is traveling or unavailable.

Communication & Relationship Management

• Manage day-to-day communications with the Principal's network.
• Serve as a polished, thoughtful extension of the Principal in written and verbal communication.
• Track follow-through and ensure commitments are honored.
• Maintain strong relationships with key stakeholders through clarity and responsiveness.

Holistic Founder & Family Schedule Ownership

• Coordinate schedules where the Principal's family and professional life intersect.
• Anticipate scheduling conflicts and resolve them proactively.
• Create clarity and predictability around family-related logistics without managing the household.

Travel, Properties & Logistics

• Coordinate complex domestic and international travel.
• Prepare detailed itineraries and travel briefs.
• Interface with property managers and key vendors across multiple residences.
• Maintain long-range planning calendars for travel and seasonal logistics.

Systems, Structure & Continuous Improvement

• Build and refine systems that increase efficiency and reduce cognitive load.
• Keep information organized and accessible across email, calendars, documents, and notes.
• Identify operational gaps and proactively close them.
• Continuously improve how the executive ecosystem functions.

Qualifications

Required

• Bachelor's degree (business, economics, communications, or related field)
• 5+ years supporting a founder, CEO, investor, or senior executive
• Demonstrated ability to operate with autonomy and discretion
• Exceptional organizational and prioritization skills
• Strong written and verbal communication
• High emotional intelligence and sound judgment
• Tech-forward (Google Suite, calendars, project tools, messaging platforms)

Preferred

• MBA or equivalent business experience
• Experience supporting entrepreneurs or investors with complex portfolios
• Exposure to consumer brands, real estate, or health/wellness
• Familiarity with Aspen and multi-location lifestyles
• Experience coordinating across multiple time zones and residences

Traits That Win This Role

• Proactive and anticipatory
• Business-minded and execution-oriented
• Calm, steady, and zero-drama
• Highly intelligent and fast-processing
• Warm, grounded, and emotionally mature
• Able to hold boundaries with kindness
• Discreet, loyal, and deeply trustworthy
• Thrives in dynamic, entrepreneurial environments

Why This Role Is Exceptional

You will partner with a leader who is:

• Mission-driven and creative
• Deeply engaged in building businesses and impact
• Operating across entrepreneurship, investment, and philanthropy
• Committed to improving outcomes for children and families

Your work will directly support:

• Strategic ventures and brand creation
• Investment and advisory activity
• Wellness and neuroscience initiatives
• Philanthropic impact
• A full, evolving life intentionally designed

Compensation: $130,000-$160,000 base + benefits
Schedule: Monday-Friday
Location: Aspen in the Founder's home
Travel: Occasional, domestic and international