Job Summary: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.
Job Description:Strategic Leadership & Execution- 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
Operations & Scaling- 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
Client Experience & Relationships- 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
Product & Technology Oversight- 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
Sales & Revenue Growth- 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
People & Culture- 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
QualificationsRequired- 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
Preferred- 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
What We Offer- A seat at the table in a growing, mission-driven software company with real impact on the insurance industry
- 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
Worker Type:Number of Openings:0
