VP, Digital Strategy

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.

Individual pay is determined by many factors, including experience, relevant education or training, and organizational needs.

The mid-range to maximum of the salary range is generally reserved for individuals who are highly experienced in the role.

• 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.