Role Overview for Head of Digital Transformation, Marketing with a Global Insurer – Hartford, CT
JRG Partners is proud to lead the executive search for a visionary Head of Digital Transformation, Marketing on behalf of our client, a prestigious global insurance leader headquartered in the insurance capital of Hartford, CT. This is a pivotal senior leadership role designed for a transformative marketing executive who can architect and execute a comprehensive digital-first strategy. You will be the catalyst for change, reimagining how the organization engages with its customers across all digital touchpoints.
Reporting directly to the Chief Marketing Officer, you will be entrusted with revolutionizing the company’s marketing function by embedding digital capabilities, data analytics, and a customer-centric mindset at its core. This role is not simply about managing digital channels; it is about fundamentally transforming the business’s approach to customer acquisition, engagement, and retention in an increasingly digital world. You will be responsible for building a world-class digital marketing ecosystem, from the underlying technology stack to the talent and processes required to activate it effectively. The ideal candidate is a strategic innovator with a proven track record of leading successful digital transformations within a large, complex organization, preferably within the financial services or insurance sectors. Your leadership will directly impact brand perception, drive measurable business growth, and establish a new benchmark for digital excellence within the insurance industry.
Key Responsibilities of Head of Digital Transformation, Marketing with a Global Insurer – Hartford, CT
Digital Strategy & Roadmap Development
Conceive, develop, and implement a long-term digital marketing transformation roadmap that aligns with overarching business goals. Champion this vision across the organization, securing buy-in from key executive stakeholders.
Customer Experience (CX) Leadership
Place the customer at the center of all digital initiatives. Utilize data, research, and journey mapping to design and deliver seamless, personalized, and engaging end-to-end customer experiences that increase loyalty and lifetime value.
MarTech Stack Modernization
Lead the evaluation, selection, implementation, and optimization of a sophisticated marketing technology stack. This includes CRM platforms, marketing automation systems, data management platforms (DMPs), content management systems (CMS), and advanced analytics tools to create a single source of truth for customer data.
Data-Driven Culture & Analytics
Foster a culture of data-driven decision-making within the marketing organization. Establish robust analytics frameworks, KPIs, and dashboards to measure campaign performance, channel effectiveness, and ROI. Translate complex data into actionable business insights for the executive team.
Team Leadership & Development
Build, mentor, and lead a high-performing team of digital marketing experts across various disciplines, including SEO, SEM, content, social media, email, and digital analytics. Cultivate a culture of innovation, collaboration, continuous learning, and accountability.
Digital Channel Excellence
Oversee the strategic direction and execution across all digital marketing channels. Ensure the integration of these channels to create cohesive, multi-channel campaigns that effectively reach and convert target audiences.
Personalization at Scale
Drive the strategy and technical implementation of personalization initiatives. Leverage data and technology to deliver tailored messaging, content, and product recommendations to individual customers across their lifecycle.
Cross-Functional Collaboration
Act as a key strategic partner to leaders in IT, Sales, Product Development, and Customer Service. Ensure tight integration and alignment of digital marketing efforts with other business functions to present a unified brand and customer experience.
Budget & Resource Management
Assume full responsibility for the digital marketing budget. Ensure strategic allocation of resources to high-impact initiatives, manage vendor relationships, and consistently demonstrate a strong return on investment.
Innovation and Market Intelligence
Serve as the organization’s thought leader on digital trends, emerging technologies, and competitive intelligence. Proactively identify and pilot new opportunities to maintain a competitive edge and drive future growth.
Requirements for the Head of Digital Transformation, Marketing with a Global Insurer – Hartford, CT
Experience
A minimum of 15 years of progressive experience in marketing, with at least 8-10 years in a senior leadership role specifically focused on digital marketing and transformation.
Industry Background
Significant experience within the financial services or insurance industry is strongly preferred. A background in a similarly complex and highly regulated industry will also be considered.
Proven Transformation Success
Demonstrable track record of successfully leading and executing large-scale digital marketing transformation projects within a large, matrixed organization. You must be able to provide specific examples of how you have driven change and achieved significant business results.
Technical Acumen
Deep, hands-on expertise with modern MarTech stacks (e.g., Salesforce Marketing Cloud, Adobe Experience Cloud, etc.), advanced analytics platforms (e.g., Google Analytics, Adobe Analytics), business intelligence tools (e.g., Tableau, Power BI), and all core digital marketing channels.
Strategic & Analytical Mindset
Exceptional strategic thinking capabilities combined with a highly analytical and data-driven approach. You must be comfortable diving deep into data to uncover insights and equally comfortable presenting a high-level strategic vision to the C-suite.
Leadership & Influence
Proven ability to lead, inspire, and develop large teams. Superior communication, presentation, and interpersonal skills with the ability to influence and build consensus among stakeholders at all levels of the organization. A deep understanding of customer experience transformation principles is essential.
Education
Bachelor’s degree in Marketing, Business Administration, Technology, or a related field is required. An MBA or other advanced degree is highly preferred.
Benefits & Perks Offered
Our client is committed to investing in their employees and offers a highly competitive and comprehensive benefits package designed to support your professional and personal well-being. This includes:
- Competitive Executive-Level Base Salary and Performance-Based Annual Bonus
- Long-Term Incentive Plan (e.g., stock options, RSUs)
- Comprehensive Health, Dental, and Vision Insurance Plans
- Generous 401(k) Retirement Plan with a Strong Company Match
- Substantial Paid Time Off (PTO), including Vacation, Sick Days, and Company Holidays
- Flexible/Hybrid Work Arrangements
- Paid Parental Leave and Family Support Programs
- Professional Development Budget and Tuition Reimbursement Program
- Corporate Wellness Programs, including Gym Memberships and Mental Health Resources
- Life and Disability Insurance Coverage
- Employee Assistance Program (EAP)
How to Apply
This is a confidential, retained search being conducted exclusively by JRG Partners. To be considered for this career-defining opportunity, please submit your resume and a cover letter detailing your relevant experience in leading digital transformation initiatives. All applications will be treated with the strictest confidence.
JRG Partners specializes in placing top-tier talent within leading organizations. To learn more about our expertise in this area, please visit our specialized Marketing & Sales recruitment practice page. We look forward to reviewing your application.
JRG Partners and our client are Equal Opportunity Employers. We celebrate diversity and are committed to creating an inclusive environment for all employees.

