Chief of Staff to Founder
Healthybaby
People & HR, Operations
Aspen, CO, USA
Posted on Mar 6, 2026
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:
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:
Key Responsibilities
Executive Partnership & Strategic Support
Required
You will partner with a leader who is:
Schedule: Monday–Friday
Location: Aspen in the Founder's home
Travel: Occasional, domestic and international
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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
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
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
- 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
- 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
- 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
- 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
- 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
- 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
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)
- 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
- 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
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
- Strategic ventures and brand creation
- Investment and advisory activity
- Wellness and neuroscience initiatives
- Philanthropic impact
- A full, evolving life intentionally designed
Schedule: Monday–Friday
Location: Aspen in the Founder's home
Travel: Occasional, domestic and international
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