[Hiring] Divisional Executive Vice President, Strategic AI Services @New Charter Technologies

Role Description

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.
• Create a disciplined market feedback loop with revenue teams and OpCos, tracking customer requests, wins, losses, stalled opportunities and unmet demand.
• Earn credibility and trust with OpCo presidents, hub leaders and revenue teams.
• Engage them as partners rather than recipients of a centrally built offering.
• 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.
• Define and review success measures for pipeline, closed revenue, speed to quote, request fulfillment, client outcomes, repeat purchases, adoption, margin and EBITDA.
• Operationalize adoption across OpCos and hubs.
• Implement a shared service catalog, opportunity intake, quoting and procurement paths, delivery handoffs, escalation service levels and training.
• Drive strategic alignment with New Charter’s mission and vision.
• 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.

Preferred Skills & Experience

• Proven executive experience building new technology services or practices from concept to repeatable, profitable revenue, with direct P&L ownership.
• Experience leading leaders and multidisciplinary delivery organizations.
• Demonstrated success integrating sales, operations and delivery across decentralized, multi-entity or franchise-style organizations.
• Strong understanding of AI-enabled business services, solution packaging, consulting-to-managed-service transitions.
• Experience in managed services, IT services or a similar client-service business.
• Credibility partnering with executive leadership, business-unit presidents and revenue leaders.
• Demonstrated ability to sell and cross-sell complementary services through business leaders and teams.

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.
• Highly accountable, analytical and rigorous about process while remaining adaptable.
• Collaborative, emotionally intelligent leader who develops others and values experimentation.
• Mission-driven commitment to responsible AI adoption, client preparedness and meaningful outcomes for people.

Compensation

Compensation to start at $250,000 dependent on experience.

Company Description

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.

We are committed to creating an inclusive environment and are proud to be an equal opportunity employer.