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Chief Operating Officer- Miami, Florida

The Calendar Group


Job Location:

Miami, FL - USA

Monthly Salary: Not provided by the employer
Posted: 22 August 2026 (15 days ago)
Application Deadline: 19 November 2026
Vacancies: 1 Vacancy

Job Summary

Our client is searching for an experienced Chief Operating Officer to oversee and coordinate a complex portfolio of business investment financial property and personal interests. The COO will bring structure financial insight risk management and disciplined execution to the organization while collaborating with company executives investment professionals and external advisors. The ideal candidate is a highly capable generalist with strong financial analytical operational and interpersonal skills.

Responsibilities

  • Maintain senior-level oversight across operating companies and private investments
  • Review financial performance forecasts budgets cash flow capital allocation and major expenditures
  • Work with CEOs CFOs investment professionals bankers accountants attorneys and other advisors
  • Evaluate private investment opportunities particularly within technology AI software and technology-enabled businesses
  • Coordinate financial legal commercial and technical due diligence
  • Monitor existing investments and identify developments risks and opportunities requiring attention
  • Maintain visibility into liquidity financing investments properties and other significant financial commitments
  • Coordinate banking tax accounting insurance investment and financial-advisory relationships
  • Lead complex financial legal transactional and property-related matters
  • Identify and mitigate financial operational legal contractual security and execution risks
  • Oversee major property projects and transactions
  • Serve as a central point of coordination across internal teams and external advisors
  • Develop concise decision-oriented reporting and recommendations
  • Use AI automation and modern technology to improve efficiency visibility and execution
  • Lead complex special projects with discretion and sound judgment

Qualifications

  • 10 years of experience in operating investment financial family office or principal-facing environments
  • Strong financial acumen and experience analyzing businesses and investments
  • Experience working with senior executives investors attorneys bankers accountants and other professional advisors
  • Ability to independently manage complex and ambiguous matters
  • Strong investment-analysis skills with an interest in technology and AI
  • Experience coordinating sophisticated legal financial tax and transactional matters
  • Excellent risk-management organizational and execution capabilities
  • Ability to synthesize complex information into clear actionable recommendations
  • High emotional intelligence discretion integrity and personal accountability
  • Intellectual confidence and the ability to challenge assumptions constructively
  • Strong proficiency with AI automation and modern technology

Location

Miami Florida

Compensation

Highly competitive compensation commensurate with experience.


Required Experience:

Chief


About Company

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The Calendar Group provides private household staffing and executive support services nationwide. Start your search with confidence today.

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