Divisional Executive Vice President - Strategic AI Services

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Summary

The Divisional Executive Vice President (DEVP), Strategic Services AI leads the development and operation of New Charter’s unified strategic AI services business. This executive translates the Innovation Center’s AI vision and thought leadership into packaged, priced, repeatable offerings that every operating company (OpCo), hub and revenue team can sell and deliver.

With end-to-end accountability for the service portfolio, client journey, delivery organization and P&L, the DEVP builds a scalable business that converts AI interest into measurable client outcomes, recurring revenue and sustainable profitability. Success in this role depends on earning influence with OpCo presidents, hub leaders and revenue teams, and on selling complementary, additive AI services across the platform in ways each business sees as valuable to its own clients and growth.

Reporting initially to the Chief Innovation Officer, the role is expected to transition to the OpCo Success Team when the business is profitable, targeted for the second half of 2027, while maintaining strategic alignment with the Innovation Center. The DEVP leads the AI Enablement, AI Engineering and the planned AI Software Foundry and collaborates with the CRO, COO, OpCo presidents, Charter Intelligence and Innovation Center Software.

Primary Responsibilities

• Build and own the strategic AI services portfolio.
  • Define services, packaging, pricing, quoting, delivery standards and intellectual property for a connected client journey; convert thought leadership and successful custom work into repeatable offerings and retire underperforming services.
  • Partner with the CRO and revenue organization to create a clear client journey from initial discovery to subsequent engagements and recurring services; enable new-logo sales and ensure opportunities can be served without requiring local OpCo delivery support.
  • Coordinate with the EVP of Charter Intelligence on service intersections and with Innovation Center Software on platform, MCP connections and tooling; feed repeatable client builds back into shared capabilities.
  • Create a disciplined market feedback loop with revenue teams and OpCos, tracking customer requests, wins, losses, stalled opportunities and unmet demand; use evidence and a defined review cadence to refine offerings and prioritize investments.
  • Earn credibility and trust with OpCo presidents, hub leaders and revenue teams, and engage them as partners rather than recipients of a centrally built offering. Work with each business to identify where AI services complement and extend its existing client relationships and services, and design joint-selling motions, incentives and handoffs that make cross-sell and attach opportunities easy to pursue and mutually rewarding.
• Own business and financial performance.
  • Establish revenue, margin, delivery cost and EBITDA targets; manage forecasting, staffing and resource allocation; monitor results with finance partners and execute corrective plans.
  • Report AI revenue distinctly from security revenue and drive toward positive EBITDA in H2 2027.
  • Lead and develop the heads of AI Enablement, AI Engineering and the AI Software Foundry; establish clear goals, accountability, quality expectations and margin performance while building an integrated leadership team and planning capacity against demand.
  • Define and review success measures for pipeline, closed revenue, speed to quote, request fulfillment, client outcomes, repeat purchases, adoption, margin and EBITDA; establish remaining 2027 targets within the first 90 days.
• Operationalize adoption across OpCos and hubs.
  • Implement a shared service catalog, opportunity intake, quoting and procurement paths, delivery handoffs, escalation service levels and training so every organization can confidently offer advanced AI services.
  • Drive strategic alignment with New Charter’s mission and vision, ensuring that AI services improve client readiness, workforce capability and human flourishing, not solely cost reduction.
  • Provide operational and strategic support across independent businesses through consultative influence, executive-level communication and coordinated use of growth, people, finance and other platform resources. Build lasting relationships with local leaders and teams, learn what drives each business, and position AI services as additive to what they already sell. Encourage visible local experimentation while maintaining a compelling shared catalog.

Preferred Skills & Experience

• Proven executive experience building new technology services or practices from concept to repeatable, profitable revenue, with direct P&L ownership and responsibility for revenue, margin and EBITDA.
• Experience leading leaders and multidisciplinary delivery organizations, including building teams, developing talent, setting performance expectations and improving operational effectiveness.
• Demonstrated success integrating sales, operations and delivery across decentralized, multi-entity or franchise-style organizations through influence rather than direct authority.
• Strong understanding of AI-enabled business services, solution packaging, consulting-to-managed-service transitions and the commercial and delivery requirements of scalable AI offerings; hands-on AI research leadership is not required.
• Experience in managed services, IT services or a similar client-service business, including forecasting, service economics, quoting, delivery quality and recurring-revenue growth.
• Credibility partnering with executive leadership, business-unit presidents and revenue leaders to translate strategic vision into executable plans and measurable outcomes.
• Demonstrated ability to sell and cross-sell complementary services through business leaders and teams who do not report to you, including earning their trust, understanding their client relationships and aligning incentives so that everyone wins.
• Compensation to start at $250,000 dependent on experience.

Preferred Attributes

• Builder and integrator who turns innovative ideas into practical operating models and commercially successful services.
• Exceptional executive presence, deep listening, clear communication and the ability to earn influence through consistency, results and sound judgment.
• Highly accountable, analytical and rigorous about process while remaining adaptable in a fast-moving, evolving organization.
• Collaborative, emotionally intelligent leader who develops others, values experimentation and balances shared standards with local business autonomy.
• Mission-driven commitment to responsible AI adoption, client preparedness and meaningful outcomes for people.

Who We are: 

At New Charter, we’re building a caliber of business the IT industry hasn’t yet seen. We are serving small-to-medium sized businesses in 10+ industries across North America, and we deliver best-in-class technology solutions to propel our clients into the digital world.

At New Charter, we’re investing in our people – through growth and learning initiatives, employee benefits, company innovation, and more. We are constantly seeking a diverse candidate backgrounds and perspectives to amplify inclusive hiring practices for each job opening. Our partner companies have career paths for many different role types, whether you want to be deeply technical or whiteboarding with clients, and we are committed to developing fulfilling career paths for all contributors at New Charter. (Please note: Every application submitted through Workday is reviewed by a real person, not an AI. We value your time and take each submission seriously.)

Our teams are dedicated to pioneering breakthrough technologies, disruptive solutions, and transformative strategies. We’re the architects of change, fostering an environment where bold ideas take flight, and creativity knows no bounds. At New Charter, we’ve embraced the idea that every individual brings something special to the table. Our foundation is based on the belief that each team member plays a crucial role in our collective success. 

Ready to be part of a dynamic and supportive community where your unique skills and personality shine? We’re on a mission to make a difference, and we want you to be part of the story. Let’s transform the world together and build a career that’s as unique as you are!

We are looking for driven and passionate people who are excited to work in an incredibly rewarding environment. So, if you are ready to learn, be inspired, solve problems, and grow professionally, apply today!  Learn more here: Why New Charter.

New Charter is committed to creating an inclusive environment and is proud to be an equal opportunity employer. New Charter recruits, employs, trains, compensates, and promotes regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, veteran, or disability status.