Chief Operating Officer

Arrowhead Programs

Chief Operating Officer scaling Arrowhead Programs’ specialty insurance businesses. Driving acquisitions, financial performance, operational excellence, technology modernization, and growth across decentralized profit centers.

Posted 8/19/2026full-timeRemote • 🇺🇸 United StatesLead💰 $300,000 - $400,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive leadership in driving business performance and operational excellence within the insurance and financial services sectors. Proven ability to integrate acquired businesses, modernize platforms, and foster a high-performance culture through effective organizational change and strategic partnerships.

Highest-signal resume keywords

Leadership ExperienceBusiness Performance ManagementInsurance Distribution KnowledgeOrganizational Change ManagementStrategic Partnership Development

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Financial Performance MeasurementOperational PlanningGrowth Strategy DevelopmentData Strategy ImplementationAutomation and AI IntegrationPerformance Improvement SolutionsAcquisition IntegrationForecasting and ReportingCapacity ManagementBusiness Model Adaptation

Soft Skills

Relationship BuildingChange LeadershipTeam DevelopmentSuccession PlanningPerformance Management

Certifications & Qualifications

Bachelor’s DegreeMBA or Equivalent Preferred

Industry Keywords

InsuranceFinancial ServicesDecentralized OrganizationsUnderwritingClaims AdministrationReinsuranceCaptive StructuresSpecialty Insurance ModelsOperational ExcellenceMulti-Business Organizations

About the role

Key responsibilities & impact

Partner with the Division President and profit center leaders to establish priorities, drive business and financial performance, and align the portfolio
Lead execution and accountability for operating plans, growth initiatives, and key business objectives
Lead integration and optimization of acquired businesses while preserving entrepreneurial culture and local expertise
Develop growth plans and scalable operating models with profit center leaders
Strengthen planning, forecasting, reporting, and performance measurement with Finance leadership
Oversee operational performance, identify improvement opportunities, remove barriers, and strengthen execution
Identify and evaluate expansion, acquisition, carrier, capacity, partnership, and new business opportunities
Build relationships with capacity providers, distribution partners, and key clients
Partner on capacity initiatives, data strategy, broker and distribution strategy, technology enablement, and shared priorities
Modernize platforms, improve data quality, expand automation and artificial intelligence, and implement performance-improving solutions
Lead organizational change, technology implementations, and operating model evolution
Foster a high-performance culture and support organizational design, staffing, succession planning, recruiting, development, performance management, and compensation programs

Requirements

What you’ll need

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
Experience leading decentralized organizations with multiple business models, operating companies, or geographic locations
Experience integrating acquired businesses and leading large-scale organizational change initiatives
Strong understanding of insurance distribution, delegated authority operations, underwriting, claims administration, reinsurance, captive structures, or other specialty insurance operating models
Ability to quickly learn and adapt to new business models, products, distribution channels, and market segments
Demonstrated success driving business performance and achieving financial and operational objectives in complex, multi-business organizations
Experience partnering with Finance, Technology, Team Resources, Compliance, Legal, and other shared services functions

Benefits

Comp & perks

Medical/Rx, Dental, Vision, Life Insurance, Disability Insurance
ESPP
401k
Student Loan Assistance
Tuition Reimbursement
Free Mental Health & Enhanced Advocacy Services
Paid Time Off
Holidays
Preferred Partner Discounts