Head of Software Sales

At CDW, we make it happen, together. Trust, connection, and commitment are at the heart of how we work together to deliver for our customers. It’s why we’re coworkers, not just employees. Coworkers who genuinely believe in supporting our customers and one another. We collectively forge our path forward with a level of commitment that speaks to who we are and where we’re headed. We’re proud to share our story and Make Amazing Happen at CDW.

As the Head of Software Sales you will lead both direct and a virtual team to create and drive the Software Sales strategy.  You will execute this strategy alongside the team ensuring alignment with overall business objectives and wider targets. 

The direct team will include specialist sales people.  You will be accountable for the performance and growth of the Software business.  This role demands a strategic thinker with strong leadership skills, commercial acumen, and the ability to foster collaboration and innovation across direct and virtual teams

This role exists to drive strategic leadership, mentoring, and inspiration aligned to cross-functional teams within key business units—including OCTO, Partner Management (PPM), Commercial teams and Marketing—while ensuring alignment to CDW’s overarching sales objectives.

The Head of Software Sales is accountable for actively shaping and executing the Software  strategy across short and long term horizons, fostering an environment of innovation, accountability, and high-quality delivery. By managing financial and performance metrics, nurturing internal and external relationships, and cultivating a culture of continuous improvement, the role ensures that team efforts directly contribute to sustainable revenue growth and enhanced customer outcomes.

The primary objectives of the role are:

• To deliver exceptional internal and external customer experiences and outcomes aligned to our Software sales motions and portfolio whilst also driving a profitable outcome for CDW 
• To clearly define the Software go to market, which capability areas we focus on and how we continue to manage and grow a positive P&L within this team 
• To work in partnership with various internal business units, supporting initiatives that drive improvements to the way we operate through process and platform, always demonstrating balanced flexibility and a passion to engage 
• To create and evolve learning and development programmes (in collaboration with other business units) ensuring co-workers are continuing to develop individually and in line with business objectives 

What you will do

• Build the UK’s best Software Sales business by leading and developing this pillar (consisting of a core set of go to markets) 
• Proactively drive exceptional and consistent customer and seller experiences innovating our delivery model, drive increased opportunity win rates and customer up/cross sell through progressive and credible presales expertise – Always seeking to ‘raise the bar’ 
• Create and execute on a business plan which is aligned to CDW’s business strategy and delivers profitable outcomes 
• Be confident and comfortable running a P&L aligned to annual business objectives where relevant
• Continue to evolve the business unit to ensure relevance and forward thinking – never standing still 
• Proactively engage with sales leadership, sellers, and the wider business to assess and support opportunities in various stages of flight considering resource requirements and constraints 
• Develop market insights and competitive intelligence in collaboration with the Solution Sales leadership team, Office of the CTO, Partner Management, Marketing and Sales teams that aid in the development and success of the Software Sales team
• Host, attend and participate in internal, customer or partner events to showcase CDW’s capability 
• Continuously assess and develop the existing Software Sales team and recruit the best talent into the team to drive towards CDW’s core strategic objectives as well as always striving to improve standards 
• Drive deliberate and exceptional collaboration across all presales business units delivering broad business outcomes for our customers 

Management

• Create and foster an environment conducive to innovation, high productivity, and high quality, regularly observing the performance of direct and in-direct reports, ensuring they maintain focus, motivation, adhere to and improve quality standards. 
• Lead and develop teams and individuals within their responsibility, motivating, mentoring, coaching and nurturing talent with a positive attitude – Ensuring teams are highly motivated, quality-minded, and commercially focused. 
• Assist in the development of training and certification plans for the Solution Sales business in collaboration with the Learning & Development department aligned with business growth plans 
• Contribute to the ongoing development of Solution Sales and the wider business culture, promoting diversity, team building, and learning opportunities – promoting a progressive environment that is fun to work in 
• Attract new and retain existing coworkers that have technical or professional expertise that maintains and promotes capabilities needed by the UK business. 
• Conduct monthly 121 meetings with the team, monitoring performance, supporting development, and completing the coworker life cycle process in line with Co-worker Services Guidance 
• Accountable for accurate departmental financial forecasting, cost center management, opportunity cost model standards, staffing, recruitment, and coworker performance management 
• Build and maintain strong relationships with other departmental leads (including US and Canadian peers) to maintain an awareness of developments within the wider business and support opportunities for standardisation across geographies where applicable. 
• Act as a senior escalation point for business-critical events related to the business unit you lead, taking ownership of issues and driving remediation activity as necessary. 

What we expect of you

• Proven successful experience in the Information Technology and Services market with demonstrable experience working in a leadership position as well as a track record of developing teams and individuals
• Proven C-level interaction, engagement and relationship management
• Demonstrable track record of driving revenue and profit growth, managing cost, and attracting, retaining, and developing talent
• Strong understanding and experience of the procurement lifecycle including negotiation, contracting, and the management of third parties
• Experience in building internal departmental brand and engaging with multiple internal business units
• Professional certifications (desirable) such as Sales, Business Administration or Leadership & Management qualifications
• Highly ambitious, credible, motivated, and accountable individual with an appreciation for building meaningful and lasting relationships.
• Detail-oriented with strong time management skills combined with the capacity to lead and work on multiple initiatives, as well as dynamically prioritize and pivot based on changing business needs
• Outstanding communications skills, with the ability to clearly and concisely present concepts and recommendations in verbal, written, and presentation formats to customers, senior leaders, and cross-functional audiences
• High levels of industry-related knowledge with an insatiable thirst for new information relevant to the market
• Prepared for occasional travel between CDW UK & International offices as the role requires whilst maintaining a suitable home life balance
• Ability to allocate time to undertake personal development activities such as attending training, achieving certifications, and focusing on soft-skill development – always seeking to personally develop as an individual

CDW is committed to being an AI-fluent organization

As a leader, you will champion and be accountable for our vision of becoming an AI-fluent organization. We expect leaders to model curiosity, encourage responsible AI adoption, and foster a culture of continuous learning. You don’t need deep technical expertise, but you should be comfortable exploring how AI can enhance strategy, decision-making, and team performance. Your role includes guiding others in building confidence and capability with AI tools and practices, while promoting openness to experimentation and shared learning.

Additionally, CDW is committed to fostering an equitable, transparent, and respectful hiring process for all applicants. During our application process, our goal is to understand your experience, strengths, skills, and qualifications. As an AI forward company, we see AI not just as a tool, but as a catalyst for new ways of thinking, creating, and communicating. We encourage candidates to embrace an AI mindset, one that’s curious, adaptive, and ready to explore what’s possible. We welcome thoughtful use of AI to expand your perspective and elevate how you share your story, while ensuring your application remains rooted in your own background, judgment, and voice.

About Us

CDW is a Fortune 500 technology solutions provider that helps businesses, government, education, and healthcare organizations achieve what’s possible through technology. What makes CDW different isn’t just what we do—it’s how we do it. At CDW 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. And we think forward—staying curious, moving fast, and continuously learning. We believe meaningful work happens when people feel supported, heard, and empowered to contribute. That’s why we think of ourselves as coworkers, not just employees—working together to solve complex challenges and deliver real impact for our customers and communities.

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. Together, we Make Amazing Happen.

CDW is an equal opportunity employer. All qualified applicants will receive consideration for employment without regards to race, color, religion, sex, sexual orientation, gender identity, national origin, disability status, protected veteran status or any other basis prohibited by state and local law.