Chief of Staff to Founder

healthybaby•Aspen, CO

34d•$130,000 - $160,000•Onsite

About The Position

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.

Requirements

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)

Nice To Haves

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

Responsibilities

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.