Demo

Head of Digital Strategy & Execution

HSB - Hartford Steam Boiler
Hartford, CT Full Time
POSTED ON 12/31/2025
AVAILABLE BEFORE 2/7/2026
Drive the end-to-end digital strategy of HSB’s Specialty Reinsurance Portfolio Business Model across our Portfolio Risk Solutions (PRS) and Custom Risk Solutions (CRS) divisions by staying ahead of insurance industry and B2B and B2B2C digital connectivity trends. Assess the current digital offerings that serves internal users and external customers and drive a digitization evolution across the Assumed Business model that is both scalable and consistent. Engage with clients to better understand their capabilities and needs. Collaborate with insurance Product Managers to refine the product/service portfolio to ensure it is as digitally native as needed. Collaborate with Enterprise Digital Customer Experience, Business Transformation Office and IT to ensure the digital technology solutions meet the digital needs of clients with both market leading CX and an appropriate level of cost efficiency. Be part of the multi-disciplinary Digital Champion network within HSB and Munich Re to leverage the tools and thinking of the broader Group.

Education and Experience:

  • Bachelor’s degree in Marketing, Communication, Business, Information Management, or equivalent work experience is required.
  • Graduate degree or specialized digital strategy experience is preferred.
  • 10 years of experience in digital products and platform adoption and execution in digital strategy or customer-focused roles
  • Experience in the ideation, creation, and implementation of enterprise solutions to support both business and customer needs, and/or experience with customer-centric design and user experience
  • Expertise in digital solutions with B2B and B2C experience, specifically in the insurance/finance industry
  • Experience working in the technology consulting industry is preferred.


Knowledge and Skills:

  • Strong leadership and strategic thinking skills
  • Exceptional business acumen
  • Proven ability to make sound decisions and negotiate effectively
  • Deep understanding digital business models and how digital technologies drive business transformation and realization of business objectives
  • Deep innovation and customer experience mindset
  • Outstanding analytical and quantitative skills, with a focus on detail orientation, proactivity, and self-motivation
  • Knowledge of technology's role in addressing business challenges or creating new business models.
  • Ability to balance long-term strategic value with short-term business needs and contribute to end-to-end build, buy, partner processes
  • Excellent communication skills, with the ability to perform deep analysis, problem-solve, and articulate information concisely and precisely to various audiences
  • Excellent organizational and time management skills, with the ability to manage multiple projects and deadlines
  • Ability to work in ambiguous situations, translate ideas into actionable recommendations under tight deadlines in a fast-paced environment
  • Understanding of data services and APIs, embedded business models, etc., and how they integrate with partner sales and service experiences for our clients, their partners/agents and customers
  • Superior interpersonal skills and a proven ability to build strong relationships across functional areas
  • Ability to make informed, confident, and timely decisions
  • Experience in cross-functional projects or digital implementations


At The Hartford Steam Boiler, a subsidiary of Munich Re, we see Diversity and Inclusion as a solution to the challenges and opportunities all around us. Our goal is to foster an inclusive culture and build a workforce that reflects the customers we serve and the communities in which we live and work. We strive to provide a workplace where all of our colleagues feel respected, valued and empowered to achieve their very best every day. We recruit and develop talent with a focus on providing our customers the most innovative products and services.

We are an equal opportunity employer. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

We are an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability or protected veteran status. The work environment characteristics, and any physical and mental requirements described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

This job description is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required of the employee. Other duties, responsibilities and activities may change or be assigned at any time with or without notice.

Salary.com Estimation for Head of Digital Strategy & Execution in Hartford, CT
$97,727 to $133,718
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