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Chief Operating Officer, Arrowhead Specialty

Bb Insurance

Remote · Remote, United States, US$300k – $400k

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About this role

Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers.

Arrowhead Specialty is seeking a Chief Operating Officer to join our growing team!

The Chief Operating Officer (COO) helps lead and support a diverse portfolio of specialty insurance businesses within Arrowhead Specialty. Working closely with the Division President and profit center leaders, this role is focused on improving business performance, supporting growth, strengthening operating disciplines, and helping businesses scale while preserving the entrepreneurial culture, specialization, and local expertise that make them successful.

The COO plays a key role in integrating acquired businesses, improving financial and operational performance, developing future leaders, and helping profit centers leverage the resources, capabilities, and scale of the broader Arrowhead and Brown & Brown organizations. The role partners closely with Finance, Team Resources, Technology, Compliance, Legal, and other enterprise teams to support the successful execution of key business priorities.

Success in this role requires a practical, results-oriented leader who can build strong relationships, earn trust across a diverse group of businesses, and help leaders solve problems, improve performance, and capitalize on growth opportunities. The ability to balance local autonomy with the benefits of scale is critical to long-term success.

How You Will Contribute: • Business Performance & Execution: Partner with the Division President and profit center leaders to establish priorities, drive business and financial performance, and ensure alignment across the portfolio. Lead execution and accountability for operating plans, growth initiatives, and key business objectives.

• Business Integration & Scalable Growth: Lead the integration and ongoing optimization of acquired businesses while preserving the expertise, entrepreneurial culture, and market differentiation that drive their success. Collaborate with profit center leaders to develop growth plans and scalable operating models that support long-term performance.

• Financial Planning & Performance Management: Partner with Finance leadership to strengthen planning, forecasting, reporting, and performance measurement across the portfolio. Improve transparency, accountability, and decision-making around business and financial results, including oversight of businesses and structures with underwriting, captive, or balance sheet risk.

• Operational Excellence & Execution: Provide oversight of operational performance across the portfolio, working with business leaders to identify improvement opportunities, remove barriers, and strengthen execution. Support consistent operating practices where they add value without disrupting local business strengths.

• Growth & Business Development: Identify and evaluate opportunities to expand the division’s capabilities, reach, and growth potential. Support acquisitions, carrier and capacity strategies, strategic partnerships, and new business opportunities that create long-term value.

• Carrier, Distribution & Client Relationships: Build strong relationships with capacity providers, distribution partners, and key clients. Leverage Arrowhead’s scale, market relationships, and underwriting discipline to support growth, product innovation, operational efficiency, and profitable underwriting performance across delegated businesses.

• Segment Collaboration & Shared Initiatives: Partner closely with Arrowhead Intermediaries and enterprise leaders on shared initiatives, including capacity initiatives, data strategy, broker and distribution strategy, technology enablement, and other priorities that strengthen growth and competitive position.

• Technology, Data & Innovation: Partner with business, data, and technology leaders to modernize platforms, improve data quality, expand automation and artificial intelligence, and implement solutions that improve performance, scalability, and business outcomes.

• Transformation & Change Management: Lead major change initiatives, including organizational changes, technology implementations, and operating model evolution. Drive alignment, accountability, and execution across the portfolio.

• Leadership, Culture & Teammate Development: Foster a high-performance culture rooted in accountability, collaboration, and continuous improvement. Partner with business leaders and Team Resources on organizational design, staffing strategies, succession planning, recruiting, teammate development, performance management, and compensation programs.

Skills & Experience to be Successful: • Bachelor’s degree required; MBA or equivalent (preferred)

• Minimum 15 years of progressive leadership experience in insurance, financial services, or related industries, including senior operational, business unit, or enterprise leadership roles.

• Demonstrated success leading decentralized organizations with multiple business models, operating companies, or geographic locations while influencing outcomes through collaboration and stakeholder engagement.

• Experience integrating acquired businesses and leading large-scale organizational change initiatives while preserving entrepreneurial cultures and local market expertise.

• Strong understanding of insurance distribution, delegated authority operations, underwriting, claims administration, reinsurance, captive structures, or other specialty insurance operating models.

• Proven ability to quickly learn and adapt to new business models, products, distribution channels, and market segments within a complex and evolving organization.

• Demonstrated success driving business performance and achieving financial and operational objectives in complex, multi-business organizations.

• Experience partnering effectively with Finance, Technology, Team Resources, Compliance, Legal, and other shared services functions to drive organizatio

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