JRG Partners is proud to conduct an exclusive executive search on behalf of our client, a prestigious and rapidly growing national insurance brokerage. With a legacy of excellence and a commitment to providing unparalleled service, our client is at a pivotal moment in its history. They are seeking a forward-thinking, innovative, and results-driven Chief Digital Officer (CDO) to join their executive leadership team in Hartford, CT. This is a unique opportunity to architect the digital future of a market leader, driving transformative change that will redefine the customer experience and create a sustainable competitive advantage.
As the CDO, you will be the primary architect and champion of the company’s enterprise-wide digital strategy. You will be responsible for envisioning, developing, and executing a comprehensive roadmap that infuses digital innovation into every facet of the business—from client acquisition and servicing to internal operations and data analytics. This role requires a visionary leader who can operate at a strategic level while also providing hands-on guidance to build and inspire a world-class digital team. You will report directly to the Chief Executive Officer and will be a key voice in shaping the company’s long-term growth trajectory.
Role Overview for Chief Digital Officer with a National Insurance Brokerage – Hartford, CT
The Chief Digital Officer will serve as the catalyst for digital transformation across the organization. This executive will be tasked with creating a cohesive digital vision that aligns with the company’s strategic business objectives. The core mission is to leverage technology, data, and digital marketing to fundamentally enhance the customer journey, optimize operational efficiency, and unlock new revenue streams. You will be responsible for building a digital-first culture, fostering innovation, and ensuring that the company remains at the forefront of the rapidly evolving InsurTech landscape.
This is not merely an IT leadership role; it is a business transformation role with a digital focus. The ideal candidate will possess a rare blend of strategic thinking, technical acumen, commercial savvy, and inspirational leadership. You will be empowered to challenge the status quo, introduce disruptive technologies, and build a digital ecosystem that delivers tangible business value. Your success will be measured by your ability to improve key metrics such as customer acquisition cost, client retention, operational efficiency, and overall market share. You will oversee all digital channels, platforms, and initiatives, ensuring a seamless, personalized, and engaging experience for every client and partner.
Key Responsibilities of Chief Digital Officer with a National Insurance Brokerage – Hartford, CT
The CDO will have a broad and impactful scope of responsibilities, including but not limited to:
Digital Strategy & Visionary Leadership
Develop, articulate, and execute a comprehensive, long-term digital strategy and roadmap that aligns with and accelerates the company’s overall business goals. Serve as the executive champion for all digital initiatives, securing buy-in from the board, executive team, and employees.
Customer Experience (CX) Transformation
Reimagine and overhaul the end-to-end customer journey across all digital touchpoints, including web, mobile applications, client portals, and social media. Implement cutting-edge personalization, self-service capabilities, and omnichannel communication strategies to create a best-in-class client experience.
Data & Analytics Excellence
Champion a data-driven organizational culture. Build and lead a robust data analytics function that leverages business intelligence, artificial intelligence (AI), and machine learning (ML) to derive actionable insights, improve risk assessment, optimize pricing, and inform strategic decisions.
Innovation and InsurTech Integration
Constantly scan the horizon for emerging technologies and InsurTech trends that can provide a competitive edge. Lead the evaluation, selection, and implementation of new digital platforms and tools, including CRM, marketing automation, data management platforms, and more. Stay ahead of the curve in the rapidly evolving landscape of digital transformation in the insurance sector.
Digital Marketing & Sales Enablement
Oversee the entire digital marketing function, including SEO, SEM, content strategy, social media marketing, and email campaigns to drive lead generation, brand awareness, and customer acquisition. Partner with the sales organization to develop and deploy digital tools and platforms that enhance sales productivity and effectiveness.
Operational Efficiency & Automation
Identify and execute on opportunities to digitize and automate core business processes, streamline internal workflows, and reduce operational costs. Collaborate with the COO and CTO to ensure seamless integration between new digital solutions and existing legacy systems.
Team Building & Leadership
Recruit, mentor, and lead a high-performing, cross-functional team of digital experts across product management, UX/UI design, digital marketing, data science, and engineering. Foster a culture of innovation, collaboration, and continuous improvement.
Financial & P&L Management
Develop and manage the annual digital budget, ensuring all investments are prioritized based on potential ROI. Be fully accountable for the financial performance and business outcomes of all digital initiatives.
Cross-Functional Collaboration
Act as a key partner to other C-level executives (CEO, COO, CFO, CTO), working collaboratively to ensure that the digital strategy is deeply integrated into all business functions, including sales, operations, finance, IT, and compliance.
Governance, Security & Compliance
Establish and enforce a robust digital governance framework. Partner with the CISO and legal teams to ensure that all digital platforms and data practices are secure, compliant with industry regulations (e.g., CCPA, GDPR), and protect customer privacy.
Requirements for the Chief Digital Officer with a National Insurance Brokerage – Hartford, CT
We are seeking a seasoned executive with a proven track record of leading successful digital transformations. The ideal candidate will possess the following qualifications:
Executive Experience
A minimum of 15 years of progressive leadership experience in digital strategy, product management, and marketing, with at least 5-7 years in a senior executive capacity (e.g., CDO, SVP/VP of Digital, Head of Digital Transformation).
Industry Expertise
Deep experience within the financial services or insurance sectors is strongly preferred. A thorough understanding of the insurance brokerage model, distribution channels, and regulatory landscape is a significant asset.
Transformational Leadership
Demonstrated success in leading large-scale, enterprise-wide digital transformation projects from conception to completion, delivering measurable business impact.
Technical & Data Acumen
Strong, hands-on understanding of modern technology stacks, including cloud computing (AWS, Azure, GCP), data analytics architecture, AI/ML applications, API integrations, and MarTech/AdTech ecosystems.
Inspirational Leadership
Exceptional leadership, communication, and interpersonal skills. The ability to build consensus, influence stakeholders at all levels (from the board of directors to individual contributors), and inspire a team to achieve ambitious goals.
Strong Business Acumen
A strategic and commercial mindset with proven experience managing a P&L, developing business cases, and linking digital initiatives directly to financial outcomes.
Customer-Centric Mindset
A passionate advocate for the customer with a relentless focus on using digital technology to solve customer problems and improve their experience.
Educational Background
A Bachelor’s degree in Business Administration, Marketing, Computer Science, or a related field is required. An MBA or other advanced degree is highly desirable.
Location
The ability and willingness to work from the corporate headquarters in Hartford, CT, in a full-time or hybrid capacity.
Benefits & Perks Offered
Our client offers a highly competitive executive compensation and benefits package designed to attract and retain top-tier talent. This includes:
Executive Compensation
A competitive base salary, a significant annual performance-based bonus, and a meaningful long-term incentive plan (LTIP) with equity potential.
Comprehensive Health & Wellness
Premium medical, dental, and vision insurance coverage for you and your dependents, along with company-sponsored wellness programs, an Employee Assistance Program (EAP), and health savings accounts (HSA).
Retirement Planning
A generous 401(k) retirement plan featuring a substantial company match to help you secure your financial future.
Work-Life Balance
A flexible work environment and a generous paid time off (PTO) policy, including vacation, sick days, and company holidays.
Professional Development
A dedicated budget for continued learning, including executive coaching, industry conferences, certifications, and advanced education.
Additional Perks
Relocation assistance package available for qualified candidates, modern and collaborative office facilities in Hartford, and regular company-sponsored social and team-building events.
How to Apply
JRG Partners is proud to be the exclusive recruitment partner for this confidential and critical executive search. We are seeking a transformative digital leader who is ready to make a lasting impact on a leading company in the insurance industry. If your experience and aspirations align with this unique opportunity, we strongly encourage you to apply.
To learn more about our deep expertise in placing top-tier executives in high-growth companies, please visit our Technology Executive Search Practice page. To submit your application for this Chief Digital Officer position, please click the ‘Apply Now’ button and provide your resume along with a cover letter detailing your specific accomplishments in leading digital transformation initiatives.
