Remote Chief Operating Officer Insurance Jobs (NOW HIRING)

Location: Remote (U.S.)
Headquarters: Miami, FL
Employment Type: Full-Time
Salary: $200,000–$260,000 base salary, plus performance bonus and equity (where applicable)

We are seeking an experienced and strategic Chief Operating Officer (COO) to lead and optimize our company's day-to-day operations as we continue to scale. Reporting directly to the Chief Executive Officer, the COO will drive operational excellence, establish scalable business processes, and ensure cross-functional alignment across all departments.

This executive leader will translate company strategy into execution, improve organizational efficiency, and build high-performing teams capable of delivering exceptional business outcomes. The ideal candidate is a data-driven operator with experience leading rapidly growing organizations and managing distributed teams.

• Partner closely with the CEO to execute the company's strategic vision and long-term growth initiatives.
• Lead daily business operations across multiple functional areas, ensuring operational efficiency and organizational alignment.
• Develop and implement scalable operational processes, policies, and performance frameworks.
• Build, mentor, and lead high-performing leadership teams while fostering a culture of accountability and continuous improvement.
• Define company-wide KPIs, monitor operational performance, and present actionable insights to executive leadership and the Board.
• Oversee budgeting, resource allocation, operational planning, and financial performance in partnership with Finance.
• Drive cross-functional collaboration among Product, Engineering, Sales, Marketing, Customer Success, HR, and Finance.
• Identify operational bottlenecks and implement solutions that improve productivity, quality, and customer satisfaction.
• Lead strategic planning, organizational scaling, workforce planning, and business transformation initiatives.
• Evaluate operational risks and establish mitigation strategies to ensure business continuity.
• Manage vendor relationships, contract negotiations, and operational partnerships.
• Ensure compliance with applicable regulations, corporate governance standards, and internal policies.
• Champion operational excellence through automation, technology adoption, and process optimization.
• Provide executive-level reporting and communicate operational performance to stakeholders.

• 10+ years of progressive leadership experience in operations, business management, or executive leadership.
• 5+ years leading cross-functional teams in a senior executive role such as COO, VP of Operations, or Head of Operations.
• Demonstrated success scaling high-growth organizations.
• Strong financial acumen with experience managing budgets, forecasting, and operational planning.
• Proven ability to develop operational strategy and execute complex business initiatives.
• Experience leading remote and geographically distributed teams.
• Strong analytical and data-driven decision-making skills.
• Excellent communication, leadership, and organizational abilities.
• Ability to balance strategic thinking with hands-on execution.
• Bachelor's degree in Business Administration, Finance, Operations Management, Engineering, or a related field.
• MBA or advanced degree preferred.

• Experience working in high-growth technology or SaaS companies.
• Familiarity with operational planning frameworks such as OKRs and KPIs.
• Experience with ERP, CRM, and business intelligence platforms.
• Strong change management and organizational development experience.
• Experience supporting mergers, acquisitions, or international expansion is a plus.

• Executive Leadership
• Business Operations
• Strategic Planning
• Operational Excellence
• Organizational Development
• Financial Management
• Business Transformation
• Performance Management
• Process Improvement
• Cross-Functional Leadership
• Change Management
• Risk Management
• Corporate Governance
• Decision-Making
• Team Development
• Communication & Stakeholder Management

• Fully remote position with flexible work arrangements.
• Competitive base salary of $200,000–$260,000, based on experience and qualifications.
• Performance-based bonus opportunity.
• Equity participation (where applicable).
• Comprehensive medical, dental, and vision insurance.
• 401(k) with company matching.
• Generous paid time off and company holidays.
• Home office and remote work stipend.
• Professional development and leadership growth opportunities.
• Collaborative, mission-driven team with opportunities to make a significant impact.

We are an equal opportunity employer and celebrate diversity. We are committed to creating an inclusive environment for all employees and applicants. Employment decisions are made without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other protected characteristic under applicable law.