Description * Summary: * CDW Security is the business unit within CDW, Inc. built to help customers feel confident as they address security challenges and strive for impactful business outcomes. We maintain industry-leading expertise in the areas of strategy, risk, compliance, identity and access management, data privacy, secure infrastructure, and workforce development, to name a few. The products and services related to this expertise provide CDW clients everything needed to develop and mature effective security programs. As part of the Security Solutions Executive team, you will be responsible for selling security services and products. The Security Solutions Executive is expected to enhance CDW Security's presence, market share, and revenue growth in the cybersecurity market. Specifically, you will support the sales team with full sales lifecycle management through strategic account planning, research, opportunity management, relationship-building, partnering with services teams and OEM vendors, pursuit, and closure. What you will do: * Develop and execute successful strategies that expand CDW Security's customer base and achieve bookings, revenue, and gross profit targets. * Establish a detailed, comprehensive understanding of all capabilities, service offerings, value proposition, market positioning, selling strategy and process, as well as key differentiators. * Cultivate productive relationships with key personnel in current and targeted accounts. * Identify, engage, qualify, develop, and earn new clients. * Manage, support, and grow relationships as part of the extended sales team with prospects and clients as a consultative seller. * Network with a broad range of client organizations and leadership in key fields, including: Information Technology, Information Security, Finance, Internal Audit, Data Privacy, Compliance, and Legal, Enterprise Risk Management, Procurement / Supply Chain Management. * Proactively coordinate with other CDW Security resources to drive sales cycles, meet company objectives, and exceed client expectations. These key internal resources include Subject Matter Experts, Practice Leadership, Sales Management and Marketing. * Build strong relationships with the partner community to identify opportunities for CDW and those partners. * Understand industry landscapes and follow trends that impact our clients' business risk, strategic decision-making, and budget planning and expenditure. * Provide accurate sales pipeline updates and forecasts. * Proactively populate and maintain all information in Salesforce. * Provide onboarding support and mentorship to entry level Security Solutions Executives. * Enhance CDW Security's and your personal brand through participation at industry events, speaking engagements, blogging and other forms of acceptable public communication. * Proactively work with marketing to develop regional events that attract senior leadership from key accounts and prospects. What we expect of you: * Bachelor's degree in business, computer science, or related technical degree or equivalent. * 10+ years of experience identifying opportunities and full lifecycle management for security services and products and/or equivalent experience as a security practitioner. * Mastery of at least seven of the security focus areas in the security portfolio: Identity and Access Management, Security Program Development Privacy, Risk and Compliance, Third-Party Risk Management, Threat and Vulnerability Management, Cyber Workforce Development, Cloud Security, Secure Infrastructure, Physical Security, Emerging Security Technologies. * Experience with enterprise sales, with both strategic planning and day-to-day execution. * Proven performance record with demonstrated year-over-year metrics. * Successful record of meeting or exceeding sales goals. * Ability to take personal ownership of professional goals and achieve financial targets. * Strong ambition and sense of urgency. * Energetic networker and relationship-builder. * Ability to work with and effectively coordinate across extended internal teams and partners. * Excellent, professional written and verbal communication and interpersonal skills. * Ability to travel as needed for customer meetings and to develop/maintain partner relationships. Pay range: $ 160,000 - $192,000, depending on experience and skill set. Annual bonus target of $25,000 plus 12% commission on top line services sales, subject to terms and conditions of plan. Benefits overview: [https://cdw.benefit-info.com/](https://cdw.benefit-info.com/) * CDW is committed to being an AI-fluent organization * We're looking for people who bring curiosity, a learner's mindset, and a willingness to engage with ever-evolving technology and tools. We value adopting AI as a partner, openness to experimentation, and a shared interest in learning together on AI. Our goal is to create a culture where AI enhances- not replaces- human creativity and decision-making. You don't need to be an expert today; what matters is your readiness to explore, adapt, and grow with us as we integrate AI responsibly and effectively into our work.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.

Role Description As a Founding Regional Sales Director, you’ll take full ownership of the sales cycle in the U.S.—from creating pipeline to closing strategic enterprise deals. You’ll be one of the first GTM hires in the region, acting as a trusted representative to customers, prospects, and partners. This is a high-ownership role for someone who thrives in ambiguity, enjoys building from zero, and knows how to navigate complex enterprise security sales. You’ll work closely with leadership, product, and technical teams to shape pricing, positioning, and repeatable sales processes—while turning early traction into long-term customer relationships. Qualifications - 5+ years of experience selling B2B cybersecurity solutions, ideally in early-stage or high-growth startups, with cloud security experience preferred. - Experience in taking a product from early traction to meaningful revenue milestones (e.g., $1M → $10M ARR). - Comfortable running full-cycle enterprise sales—prospecting, discovery, negotiation, and close. - Experience selling complex technical products to large organizations and building trusted relationships with CISOs, security leaders, and compliance stakeholders. - Ability to operate independently and confidently in high-ambiguity environments, including being the first U.S.-based team member. - Clear and persuasive communication skills, with the ability to translate product value into compelling customer stories. - Deeply customer-focused and enjoys collaborating with technical teams to solve real security problems. - Experience leveraging AI and modern sales tools to prioritize, engage, and close more effectively. - Experience working with and leveraging channel partners within your territory. Requirements - 5+ years of experience in B2B cybersecurity sales. - Proven track record of driving revenue growth. - Strong negotiation and closing skills. - Ability to build and maintain relationships with key stakeholders. - Experience in high-ambiguity environments. - Excellent communication and storytelling abilities. - Customer-centric mindset. - Familiarity with AI and modern sales tools. - Experience with channel partners. Benefits - Competitive compensation with meaningful early-stage equity. - A rare opportunity to be one of the first U.S. sales hires at a fast-growing, well-funded cybersecurity startup that just emerged from stealth with $42M. - Direct influence on product direction, GTM strategy, and how the company scales in the world's largest market. - Close collaboration with experienced founders (AWS Security veterans) and a team of world-class security experts and operators. - Flexibility, autonomy, and the chance to build something foundational in the next chapter of cloud security—preventive, native, and built for the multi-cloud + AI era.

• Conduct security assessments of third-party vendors, suppliers, and service providers. • Review SOC 2 reports, ISO 27001 certifications, penetration testing reports, security questionnaires, and architecture documentation. • Assess controls related to data protection, IAM, infrastructure security, incident response, and business continuity. • Document findings, risk ratings, remediation recommendations, and approval decisions. • Perform security reviews of SaaS platforms, enterprise applications, and corporate technology solutions. • Evaluate authentication, authorization, data handling, integrations, logging, monitoring, and security posture. • Assess emerging technologies, including AI-enabled solutions. • Execute assessments in accordance with established standards and procedures. • Maintain complete assessment documentation, evidence, findings, and recommendations. • Track remediation activities and assessment status.

Role Description As Director of IT and Security, you will lead Xello’s IT operations and security initiatives which include data privacy and compliance in the education space. Managing the IT team, you will be responsible for developing, implementing, and monitoring security/confidentiality/business continuity/disaster recovery controls. Working with directors and executives, you will help determine acceptable levels of risk for the organization. You will design and implement comprehensive security evaluations and provide architectural/design guidance for mitigation strategies using current and emerging cloud technologies. As a manager, you will be leading and mentoring our IT team to deliver on security, privacy, and IT objectives. Reporting to the VP of Engineering, you will ensure the efficient operation of the company’s network, servers, and equipment. What you’ll do… - Lead IT department operational planning and projects in an Agile environment. - Take ownership over our information security roadmap. - Ensure compliance with regulations, best practices, and customer data sharing agreements, including (but not limited to): PIPEDA, FERPA, COPPA, GDPR, CCPA. - Conduct organization-wide security awareness training and work with engineers to ensure best practices are met in the SDLC. - Stay updated on the latest threats and security practices. - Liaise with Xello’s sales department and customers to support security-focused aspects of RFPs and review customer data sharing agreements for compliance. - Oversee reporting and documentation related to network and systems operations. - Work with stakeholders to define business and system requirements for new technology implementations. - Develop maintenance schedules for network and systems equipment. - Analyze existing operations and make recommendations for the improvement and growth of the network infrastructure and IT systems. - Coordinate all major incidents ensuring timely updates to senior management and the business, conduct post-mortem reviews, and follow through on action items. - Provide leadership to team members through coaching, performance evaluations, training plans, and career development plans. - Serve as the key interface with internal and external auditors for security compliance related activities. - Protect confidential and private information and uphold the ethics and integrity of Xello’s code of conduct. Qualifications - 10+ years experience in IT and 2 years of experience in a people management capacity. - Proven experience owning and leading SOC 2, ISO 27001, and related security/compliance audit programs. - Deep knowledge of web application security, and understanding of vulnerabilities and countermeasures. - Strong knowledge of networking, telecom, and server technologies. - Strong understanding of project management principles. - Experience securing production software systems. - Experience with incident management lifecycles. - Proven experience in IT infrastructure planning and development. - Positive attitude and a great team player. - University or college degree with a technical major, such as Engineering or Computer Science. Great if you also have… - Knowledge of Agile principles and practices. - Information Security Certifications - CISSP, CISM, CIPM. - CCNA, CCNP, or other network certifications. Compensation The compensation range for this role is $155,000 - $175,000 CAD. The final offer will be determined based on the candidate's experience and expertise, as assessed during the interview process. Benefits - Flexible work arrangements including hybrid and remote. - 4 weeks of vacation. - Employer-paid health and dental benefits. - 4-month top-up for parental leave. - Group RRSP with 3% matching. Company Description We are Xello (CASCAID in the UK), the leading developer of future readiness programs in North America and the UK and soon the world! Our mission is to help anyone, anywhere in the world to create a successful future through self-knowledge, exploration, and planning. We believe that by bringing our best selves to our work and collaborating with one another, we can change the world. We are a very diverse group of individuals who work hard, laugh often and share in each other’s lives. We are an inclusive, equal opportunity employer.