VP, Digital Strategy

Bounteous; United States; On-site; USD 210,000 - 260,000; Full time

Job summary

Bounteous is seeking a Vice President of Digital Strategy (AI & Digital Change Management) to lead complex transformations in Health Systems, Life Sciences, and B2B sectors across the United States. The role blends AI strategy with organizational design to ensure technology investments translate into sustained adoption and measurable outcomes.

The VP will be a senior client-facing leader and internal capability builder, embedding change management across the entire AI-enabled transformation

Qualifications

• 15+ years of experience in digital strategy, change management, or technology transformation consulting.
• Deep expertise in the U.S. healthcare ecosystem (payer, provider, or life sciences) at enterprise scale.
• Proven track record leading enterprise digital transformation strategy with roadmap development and execution.

Responsibilities

• Serve as trusted advisor to C-suite executives, shaping enterprise transformation agendas across digital strategy, AI enablement, organizational change, and operating model modernization.
• Lead and contribute to $6M–$8M in annual pre-sales activity, defining solution strategy for complex change-led pursuits and expanding strategic accounts.
• Partner with leadership to ensure change management is integrated across all phases of transformation programs.
• Define and lead AI-enabled transformation strategies for enterprise clients, linking technology capability to organizational readiness and new ways of working.
• Develop target operating models reflecting AI-driven changes in workflows, decision rights, and structure across growth, marketing, operations, and technology.

Skills

Executive presence

Change management

Digital strategy

Stakeholder influence

Education

Bachelor’s degree in business or tech

Advanced degree preferred

Job description

Bounteous is a premier end-to-end digital transformation consultancy dedicated to partnering with ambitious brands to create digital solutions for today’s complex challenges and tomorrow’s opportunities. With uncompromising standards for technical and domain expertise, we deliver innovative and strategic solutions in Strategy, Analytics, Digital Engineering, Cloud, Data & AI, Experience Design, and Marketing.

Our Co-Innovation methodology is a unique engagement model designed to align interests and accelerate value creation. Our clients worldwide benefit from the skills and expertise of over 5,000+ expert team members across the Americas, APAC, and EMEA. By partnering with leading technology providers, we craft transformative digital experiences that enhance customer engagement and drive business success.

We are seeking a Vice President, Digital Strategy (AI & Digital Change Management) to lead Bounteous’ most complex transformation engagements across Health Systems, Life Sciences, and B2B organizations. This role sits at the intersection of AI strategy, organizational design, and enterprise change - responsible for ensuring that technology investments translate into sustained adoption, new operating models, and measurable business outcomes.

The VP will serve as a senior client-facing leader and internal capability builder, working alongside strategy, delivery, and technology practices to embed change management discipline into the full lifecycle of AI-enabled transformation. This leader brings a deep understanding of how organizations must evolve (in structure, culture, and capability) to realize the value of AI and digital transformation in regulated healthcare and B2B environments.

Role & Responsibilities

• Serve as a trusted advisor to C-suite executives, shaping enterprise transformation agendas that span digital strategy, AI enablement, organizational change, and operating model modernization.
• Lead and contribute to $6M–$8M in annual pre-sales activity, defining solution strategy for complex change-led pursuits and expanding strategic accounts.
• Act as executive strategist across key engagements, ensuring alignment between business goals, solution approach, delivery execution, and change outcomes.
• Partner with Solutioning, Client Service, and Delivery leadership to ensure change management is integrated across all phases of transformation programs.
• Define and lead AI-enabled transformation strategies for enterprise clients, connecting technology capability to organizational readiness, role redesign, and new ways of working.
• Develop and evolve target operating models that reflect how AI changes workflows, decision rights, and organizational structure across growth, marketing, operations, and technology organizations.
• Design stakeholder engagement, communication, and resistance management strategies tailored to C-suite, operational, and frontline audiences.
• Build client-side change capability through training programs, AI literacy initiatives, and Centers of Excellence that ensure transformations are self-sustaining after engagement close.
• Develop governance frameworks for responsible AI rollout, including change controls, phased adoption plans, rollback protocols, and escalation paths.
• Lead industry-specific strategy development, including member/patient engagement transformation, digital front door redesign, and AI-enabled commercialization of health and life sciences offerings.
• Contribute to the Health portfolio strategy and support strategic partnership development aligned to digital strategy, enterprise technology, AI, and operating model transformation.
• Connect bottom-line growth modeling to transformation initiatives, helping clients and internal teams articulate the EBIT and ROI impact of adoption-driven change.

Preferred Qualifications

• 15+ years of experience in digital strategy, change management, or technology transformation consulting, with significant focus on technology-enabled change.
• Deep expertise within the U.S. healthcare ecosystem, including payer, provider, and/or life sciences organizations at enterprise scale.
• Proven track record of leading enterprise digital transformation strategy, including roadmap development and execution across people, process, data, and technology.
• Experience developing target operating models, role redesigns, and governance frameworks in the context of AI / technology adoption.
• Strong financial acumen, with experience connecting transformation initiatives and adoption outcomes to business value.
• Experience developing commercial and growth strategies within healthcare, including patient/member engagement and retention.
• Exceptional executive presence with the ability to influence C-suite stakeholders, navigate complex organizations, and lead through ambiguity.
• Proven success in business development and strategic pursuits.
• Ability to lead through influence, mentorship, and cross-functional collaboration in a matrixed, global organization.
• Willingness to travel 50% or more to support executive client engagement, strategic workshops, and business development activities.
• Bachelor’s degree in business, technology, or related field; advanced degree preferred.