Chief of Staff

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The Calendar Group

πŸ“Remote - United States

Summary

Join our team as a Chief of Staff and become a key strategic partner, managing complex business operations and personal affairs across multiple ventures. This role offers significant autonomy and growth, allowing you to shape and implement efficiency-driving systems. You will manage operations for various business ventures, including real estate, oversee projects, coordinate with stakeholders, and support strategic planning. Executive support responsibilities include comprehensive calendar management, email handling, travel planning, and document management. Personal support involves household management, bill payments, and liaison with service providers. Financial oversight includes bookkeeping, invoice processing, and financial reporting. Flexible hours and remote work opportunities are available.

Requirements

  • 5+ years of experience in executive support or operations management
  • Exceptional organizational and prioritization skills
  • Outstanding written and verbal communication
  • Proven ability to handle confidential information with discretion
  • Strong attention to detail and follow-through
  • High degree of professionalism and discretion
  • Flexibility for international travel

Responsibilities

  • Manage operations for multiple business ventures including real estate properties
  • Oversee project-based work including legal setup and estate planning
  • Coordinate with key stakeholders and service providers
  • Support strategic planning and decision-making
  • Monitor and report on business metrics and performance
  • Comprehensive calendar management and scheduling optimization
  • High-volume email management and correspondence
  • Travel planning and logistics coordination
  • Meeting preparation and follow-up
  • Document and information management
  • Coordinate household and property management
  • Oversee bill payments and personal financial administration
  • Manage accommodation arrangements
  • Liaise with service providers and vendors
  • Handle confidential personal matters with discretion
  • Manage bookkeeping and financial tracking
  • Process invoices and payments
  • Coordinate with accountants and financial advisors
  • Track and report on key financial metrics
  • Support budget management and financial planning

Benefits

  • Flexible hours
  • Remote opportunity

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