CYBERWELL brings together the expertise and legacy of trusted brands Source44, Cycura, Seekintoo and Proack, backed by WELL Health Technologies. We have deliberately united expert capabilities across proactive defense, offensive security, governance and risk, and technology solutions to support clients in all areas of their cybersecurity program. In today’s threat landscape, complexity is the constant. At CYBERWELL, we are built to help organizations not just keep up - but get ahead. CYBERWELL is a cybersecurity company purpose-built for scale, change, and the realities of modern enterprise. We deliver cybersecurity through an integrated, risk-informed operating model that spans the full cybersecurity lifecycle - from offensive security exposure management to GRC, architecture and engineering, threat intelligence, and 24/7 managed detection and response. We partner with enterprise leaders who are navigating regulatory pressure, evolving risk, and growing infrastructure. Whether it's a healthcare provider safeguarding patient data, a government agency defending critical systems, or a tech or financial firm scaling securely - our team helps unify strategy, reduce complexity, and strengthen cyber resilience. Why it matters: Cybersecurity isn't just a technical issue - it’s a business imperative. From compliance and operational uptime to reputation and trust, we help organizations protect what matters most, stay ahead of threats, and build the foundation for long-term success. Our programs improve visibility, strengthen resilience and connect security priorities to measurable business outcomes. Who we need

Reporting to the Vice President, Sales & Marketing, we are hiring an Account Executive to drive current business growth and expand our presence in the cybersecurity market.



As our current Account Executive, you will take ownership of developing your territory, identifying and pursuing new opportunities, building relationships with key decision-makers, and managing complex sales cycles from initial outreach through to closing. You will work closely with our technical specialists, partnerships, and internal teams to develop solutions that address customer challenges and deliver measurable business value. With a focus on new client acquisition, you will build and manage a strong sales pipeline, grow existing relationships, and contribute to CyberWell's continued growth. This is a remote role preferably in Ontario or Western Canada, requiring regular travel throughout your territory to meet with prospects, customers, and partners. Who you are

You are a proactive, commercially minded sales professional who thrives in a dynamic, high-growth environment. A natural hunter with a relationship-driven approach, you know how to open doors, uncover opportunities, and build trusted partnerships that lead to new business and long-term growth. You bring curiosity and discipline to solution selling, confidently navigating complex sales cycles and connecting customer challenges with solutions that deliver business value. Collaborative and accountable, you work effectively with technical experts and internal teams, take ownership of your results, and adapt quickly as the business and market evolve.



What’s in it for you

Ownership and opportunity. Impact and influence. Collaboration and professional growth. As our new Account Executive, you will

Build and grow your territory.

You will develop and execute a territory sales plan focused on identifying new business opportunities, targeting high-value accounts, and expanding CyberWell's market presence. You will proactively generate leads through prospecting, networking, referrals, and partner relationships, building a consistent pipeline of qualified opportunities. Own the sales cycle.

You will manage opportunities from initial outreach and discovery through proposal development, negotiation, and closing. You will engage with key decision-makers, understand their business challenges and cybersecurity priorities, and develop compelling solutions that demonstrate value and support long-term relationships. Build strong customer relationships.

You will establish credibility and trust with prospects, customers, and senior business leaders, positioning CyberWell as a valued cybersecurity partner. You will maintain an active presence in your territory through customer meetings, site visits, and industry events, identifying opportunities to win current business and grow existing accounts. Collaborate to deliver solutions.

You will partner with cybersecurity specialists, technical teams, and technology partners to develop proposals and solutions aligned with customer needs. You will bring the right expertise into sales conversations, coordinate internal resources, and ensure a smooth transition from sales to delivery. Drive sales performance.

You will take ownership of your pipeline, revenue targets, and sales forecasts, us

📌 Account Executive (Winnipeg)
🏢 CYBERWELL
📍 Winnipeg