Chief Operating Officer (COO)

Insuresoft • Tuscaloosa, AL

3d

About The Position

The Chief Operating Officer will serve as a key strategic partner to the CEO, responsible for translating vision into execution across all areas of the business. This is a highly cross-functional leadership role that spans operations, product and technology delivery, sales and marketing, revenue growth, and people, designed for a seasoned operator who can think both strategically and roll up their sleeves to get things done. The ideal candidate brings a rare combination of deep knowledge of the insurance industry and the operational discipline of a high-performing SaaS company. They are energized by building systems, developing talent, and driving results in an environment where the stakes are high and the opportunities are significant.

Requirements

• 10+ years of progressive leadership experience, with at least 3–5 years in a senior operational or executive role
• Demonstrated experience in the insurance industry, deep understanding of insurance workflows, carrier/agency relationships, and market dynamics
• Experience with insurtech platforms, policy administration systems, or insurance data/analytics solutions
• Strong financial acumen, including experience owning P&L, budgets, and operating plans
• Exceptional leadership presence with the ability to inspire, align, and hold teams accountable
• Track record of building and scaling cross-functional teams in a fast-paced, growth-oriented environment

Nice To Haves

• Background working with mid-market or enterprise insurance carriers and MGAs
• MBA or advanced degree in business, technology, or a related field
• Experience leading organizations through periods of significant growth or transformation

Responsibilities

• Partner closely with the CEO to develop and execute Insuresoft’s growth strategy and operational roadmap
• Translate company goals into clear priorities, plans, and measurable outcomes across all departments
• Lead cross-functional planning cycles including annual operating plans, budgeting, and quarterly business reviews
• Identify and act on opportunities to improve efficiency, scalability, and competitive positioning
• Own the design and continuous improvement of operational processes, workflows, and infrastructure that support sustainable growth
• Establish and monitor key performance indicators (KPIs) across the business, using data to drive decisions
• Ensure consistent, high-quality delivery of products and services to clients at scale
• Lead vendor relationships, contract negotiations, and operational partnerships
• Own the end-to-end client experience, ensuring consistency, quality, and accountability across all client touchpoints
• Build and maintain strong executive relationships with key clients, acting as a strategic partner and escalation point when needed
• Drive a culture of client-centricity across the organization, aligning teams around client outcomes and long-term value
• Implement systems to gather client feedback and translate insights into product, service, and operational improvements
• Partner with Sales and Delivery teams to support retention, expansion, and overall client success
• Collaborate with product and engineering leadership to align the technology roadmap with business priorities and client needs
• Champion a culture of innovation, quality, and continuous improvement in product delivery
• Maintain accountability for product delivery timelines, technical quality, and client satisfaction
• Stay current on AI, automation, and emerging technologies relevant to the insurance software space
• Partner with sales and marketing leadership to support pipeline development, client retention, and revenue growth initiatives
• Support the expansion of existing client relationships and the onboarding of new enterprise accounts
• Develop and refine go-to-market strategies in alignment with insurance industry trends and buyer needs
• Represent Insuresoft at industry events, conferences, and client-facing engagements as appropriate
• Build, mentor, and retain a high-performing leadership team and broader organizational culture aligned with Insuresoft’s values
• Champion employee development, engagement, and well-being across the organization
• Foster an inclusive, collaborative, and accountable workplace culture
• Partner with HR on talent acquisition, succession planning, and organizational design as the company scales

Benefits

• Competitive executive compensation package including salary, performance incentives, and equity participation
• Comprehensive benefits including health, dental, vision, and retirement
• A collaborative leadership team and culture that values transparency, ownership, client relationship and innovation
• The opportunity to help shape the future of Insuresoft, its people, its products, and its place in the market
• Medical / Dental / Vision / Life Including Life for Dependents
• 401(k) with Employer Matching
• Paid Vacation, Holidays, & Sick Days
• Short Term & Long-Term Disability Plans
• Supplemental Insurance Options
• Flexible Spending Account Administration for Medical/Dependent Expenses
• Free Beverages & Casual Dress Code
• Tuition Assistance & Microsoft Certification Program

What This Job Offers

• Job Type: Full-time
• Career Level: Executive