Senior Manager – Leadership Enablement

About the Role

The Senior Manager, Leadership Enablement is part of CDW's Revenue Enablement organization and is responsible for building leadership capability across CDW's Sales, Services & Solutions organization. This role builds and scales CDW’s commercial leadership capability development engine, establishing the methodologies, standards, assets, and AI-enabled learning practices used to develop commercial leaders. The role is accountable for the commercial leadership capability strategy within Revenue Enablement and partners closely with Enablement Business Partners, Sales, Services & Solutions leaders, Revenue Operations, Learning Strategy & Design, Revenue Enablement Delivery, and other cross-functional stakeholders to translate prioritized business needs into practical, measurable leadership enablement solutions.

Responsibilities

• Build, lead, coach, and develop a team of Enablement Consultants while directly designing, facilitating, and advising on high-priority leadership enablement initiatives.
• Establish the operating model, standards, routines, and expectations for the Leadership Enablement function.
• Lead the strategy, planning, and execution of leadership enablement solutions for Sales, Services & Solutions leaders, while personally serving as the lead consultant and solution architect for select high-priority initiatives.
• Partner with Sales Leaders, Services & Solutions Leaders, and the broader Revenue Enablement team to translate business problems, stakeholder priorities, and desired outcomes into leadership capability-building solutions.
• Build leadership enablement solutions tied to priority business needs such as pipeline health, opportunity inspection, forecast rigor, qualification discipline, customer-back selling behaviors, change leadership, and leader operating cadence.
• Design and facilitate high-impact leadership development experiences when seniority, complexity, stakeholder visibility, or strategic importance require direct involvement.
• Ensure Leadership Enablement Consultants own the design and build of learning solutions, while engaging the broader Revenue Enablement team for specialized learning expertise, advanced design support, digital assets, simulations, assessment design, or production capacity as needed.
• Guide the creation of practical, field-ready leadership assets, including workshops, playbooks, simulations, coaching guides, reinforcement tools, manager routines, and scalable enablement resources.
• Establish standards for and directly contribute to the end-to-end architecture of leadership enablement solutions, including learning journey design, content strategy, facilitation approach, reinforcement strategy, measurement approach, and continuous improvement.
• Create durable, reusable leadership enablement assets that can be scaled across segments, teams, and future initiatives.
• Establish measurement strategies that assess leader behavior adoption, program effectiveness, stakeholder satisfaction, business impact, and opportunities for continuous improvement.
• Coach Enablement Consultants on solution architecture, facilitation, stakeholder partnership, business acumen, learning design, and executive-level communication.
• Partner with Enablement Business Partners and business leaders to evaluate whether leadership enablement solutions are driving the intended business outcomes.
• Monitor external trends and best practices in leadership development, commercial enablement, coaching, learning science, AI-enabled learning, sales effectiveness, and change adoption.
• Manage multiple initiatives while ensuring quality, consistency, business relevance, and timely execution.
• Travel up to 25% as business needs require.
• Champion and be accountable for CDW’s vision of becoming an AI-fluent organization by modeling curiosity, encouraging responsible AI adoption, and fostering a culture of continuous learning.

Requirements

• Bachelor's degree and 10+ years of experience in sales enablement, leadership development, learning and development, sales leadership, commercial transformation, or a related field OR equivalent combination of education and experience.
• 3+ years people leadership experience.
• Combination of sales leadership, consulting, and sales/revenue enablement experience strongly preferred.
• Experience designing, building, facilitating, and measuring commercial leadership development or sales effectiveness programs.
• Strong understanding of commercial leadership routines such as pipeline reviews, opportunity coaching, forecasting, qualification discipline, inspection cadence, team accountability, and change reinforcement.
• Demonstrated facilitation and executive communication skills with the ability to engage senior leaders, influence without authority, build trusted relationships, and simplify complex business topics.
• Strong project and program management skills with the ability to manage competing priorities and ambiguity.
• Demonstrated experience designing, leading, and coaching teams responsible for development solutions for commercial leaders, including sales managers, directors, or senior business leaders.
• Experience with key AI tools such as ChatGPT, Claude, Copilot, Gemini, NotebookLM, and HeyGen.
• Ability to work onsite at a designated CDW office location on a regular basis, including in-office collaboration days Tuesday through Thursday.
• Ability to effectively work from a home office on designated remote workdays, including maintaining reliable high-speed internet connectivity and an appropriate professional work environment.
• Ability to facilitate classroom sessions in CDW offices as business needs require.
• Ability to stand for extended periods of time.
• Ability to lift up to 20 pounds.
• Ability to talk, see, hear, and use hands to operate a computer and other equipment.

Pay

Pay range: $143,000 - $199,800 depending on experience and skill set. Annual bonus target of 15% subject to terms and conditions of plan.

Benefits

Benefits overview available at CDW Benefits Information.

About Us

CDW is a Fortune 500 technology solutions provider that helps businesses, government, education, and healthcare organizations achieve what’s possible through technology. We act as one—building trust, speaking candidly, and working together to achieve more. We play to win—focusing on what matters most and delivering for our customers. We think forward—staying curious, moving fast, and continuously learning.

As a full-stack, full-lifecycle technology partner, CDW brings deep expertise, strong relationships, and broad industry knowledge to help turn ideas into outcomes. When you join CDW, you become part of a collaborative environment where your work matters, your growth is supported, and your contributions help shape what’s next. Together, we deliver the full promise of what technology can do.