Chief of Staff

The Calendar Group

Chief of Staff supporting a financial media business founder in operational aspects and project management. Leading various business and personal initiatives ensuring they meet established goals.

Posted 7/22/2026full-timeRemote • Idaho • 🇺🇸 United StatesLead💰 $100,000 - $150,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates strong project management capabilities, effectively translating high-level goals into actionable plans while managing confidential information with discretion. Proven ability to negotiate, problem-solve, and maintain organized communication across multiple projects.

Highest-signal resume keywords

Project ManagementNegotiation SkillsProblem-Solving SkillsWritten CommunicationVerbal Communication

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Project ManagementResearchBudget ManagementScope DefinitionTimeline CoordinationVendor ManagementContract NegotiationLogistics CoordinationContent Production ManagementConfidential Information Management

Soft Skills

Organizational SkillsDiscretionAdaptabilityIndependenceCommunication

Industry Keywords

Executive SupportEntrepreneurshipProfessional ServicesBackground CheckVerifiable References

About the role

Key responsibilities & impact

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

Requirements

What you’ll need

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

Benefits

Comp & perks

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