A founder of a successful financial media business is seeking a highly resourceful Chief of Staff to serve as his trusted operational partner across both business and personal matters. This individual will take ownership of a wide range of projects, translating high-level direction into clear plans and completed outcomes. The ideal candidate is proactive, solutions-oriented, and comfortable independently managing projects from concept through completion.
Responsibilities
- Own business and personal projects from initial direction through successful completion
- Translate high-level goals into clear scopes, timelines, budgets, and action plans
- Oversee buildouts and property-related projects
- Serve as the primary liaison with the principal’s CPA, advisors, and other professional service providers
- Identify, evaluate, engage, and manage contractors, vendors, consultants, and other specialists
- Negotiate terms, coordinate deliverables, monitor progress, and ensure projects remain on schedule and within budget
- Coordinate content-production resources, medical and travel logistics, and other business or personal initiatives as needed
- Maintain visibility across ongoing projects and provide concise, organized updates
- Anticipate potential obstacles and resolve issues independently whenever possible
- Establish systems and processes that improve organization, communication, and efficiency
- Manage confidential business, financial, medical, and personal information with exceptional discretion
Qualifications
- 5+ years of experience supporting a founder, executive, entrepreneur, or private principal
- Strong project management, research, negotiation, and problem-solving skills
- Proven ability to independently manage projects from concept through completion
- Strong written and verbal communication skills
- Technologically fluent and able to learn new systems quickly
- Comfortable managing a fluctuating workload and periods of limited communication
- Authorized to work in the United States
- Must pass a comprehensive background check and provide verifiable professional references
Compensation
- $100K–$150K annually, depending on experience
- Benefits stipend
Location: Fully remote within the U.S. (principal is based in Boise, Idaho; Mountain-time overlap preferred). Physical projects are executed through local contractors coordinated by the Chief of Staff.
Skills Required
- 5+ years of experience supporting a founder, executive, entrepreneur, or private principal
- Strong project management, research, negotiation, and problem-solving skills
- Proven ability to independently manage projects from concept through completion
- Strong written and verbal communication skills
- Technologically fluent and able to learn new systems quickly
- Comfortable managing a fluctuating workload and periods of limited communication
- Authorized to work in the United States
- Must pass a comprehensive background check and provide verifiable professional references
- Manage confidential business, financial, medical, and personal information with exceptional discretion
- Oversee buildouts and property-related projects
- Mountain-time overlap preferred
What We Do
The Calendar Group is a full-service staffing firm established in 2002, specializing in recruiting experienced support staff for high net worth individuals, family offices, busy executives, and their companies. They provide staffing solutions for both home and office environments.



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