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thecalendargroup

Chief Operating Officer- Miami, Florida

miami, FL

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Job description

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.

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Worksite address

miami, FL, 33222, US

Who can apply

Review the original listing for work authorization, qualifications and employer requirements.

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