About us

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 new business growth and expand our presence in the cybersecurity market. As our new 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. You will take ownership of your territory, building your pipeline, developing relationships, and pursuing new business opportunities across the cybersecurity market. You will have the autonomy to shape your sales approach, identify high-value prospects, and manage opportunities from initial conversations through to closing. Your ability to open doors, build trust, and win new business will directly contribute to CyberWell's growth.

Impact and influence. You will join CyberWell at an important stage of growth as we bring together the strengths and expertise of three businesses and expand our market presence. You will have the opportunity to pursue larger, more complex deals, build relationships with senior decision-makers, and help establish CyberWell as a trusted cybersecurity partner. Your insights from the field will help shape how we approach customers, develop opportunities, and grow the business.

Collaboration and professional growth. You will work alongside experienced cybersecurity specialists, technology partners, and sales leaders who bring deep industry knowledge and technical expertise. You will gain exposure to a broad portfolio of cybersecurity solutions, strengthen your ability to navigate complex sales opportunities, and continue developing your commercial and technical knowledge. You will be part of a growing sales organization where your contributions are visible and your success helps shape what comes next.

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 new 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, using Salesforce to track opportunities, manage activities, and maintain accurate customer information. You will participate in pipeline reviews, identify risks and opportunities, and use sales data to prioritize your efforts and consistently move deals forward.
Develop your cybersecurity expertise. You will deepen your understanding of CyberWell's solutions, the Microsoft ecosystem, and the evolving cybersecurity landscape. You will apply this knowledge to identify customer needs, communicate the value of our services, and pursue increasingly complex opportunities.

You bring

The sales experience. You have a proven track record of generating new business, developing territories, and consistently achieving sales targets in cybersecurity solutions or services. You know how to build a qualified pipeline, engage decision-makers, and convert opportunities into revenue through complex B2B sales cycles.
The cybersecurity knowledge. You understand the challenges organizations face in protecting their systems, data, and operations. You can connect cybersecurity capabilities to business priorities, communicate value to technical and non-technical stakeholders, and work with internal specialists to develop effective solutions. Familiarity with the Microsoft security ecosystem is an asset.
The business development skills. You are proactive and resourceful in identifying prospects, opening doors, and creating opportunities. You are comfortable leading discovery conversations, uncovering customer needs, navigating objections, and negotiating complex deals that deliver value for both the customer and the business.
The commercial discipline. You take a structured approach to managing your territory, pipeline, and sales activities. You have experience using Salesforce or a similar CRM to track opportunities, maintain accurate forecasts, and manage your sales performance. You know how to prioritize high-value opportunities, maintain momentum throughout the sales cycle, and take accountability for your results.
The consultative approach. You are a confident, credible communicator who listens carefully, asks thoughtful questions, and adapts your approach to different audiences. You can translate complex technical concepts into clear business value, build trust with senior decision-makers, and collaborate effectively with technical specialists and internal teams to advance opportunities.

Compensation

The total compensation for this position is $250,000 consisting of base salary and performance-based commissions, with unlimited earning potential through uncapped commissions.

The salary will be determined based on several factors, including the candidate’s experience, qualifications, skills, and the needs of the organization. At CYBERWELL , we are committed to fair and equitable compensation and aim to provide a competitive salary that reflects the value and expertise of the successful candidate.

What you can expect from our interview process:

A virtual interview with a Talent Advisor to discuss your interest in joining the company and in the role. The conversation will be recorded using BrightHire, an AI-powered video interview tool. More details will be shared when you are invited to interview.
An interview with Peter Robertson and Amy from Growth Operations to discuss your sales experience, approach to business development, and interest in the opportunity.
An interview with Michelle Lotoski and a Product Lead to explore your cybersecurity knowledge, sales approach, and ability to collaborate with technical teams.
A final interview with the Vice President, Sales & Marketing or another senior business leader to discuss your approach to territory growth, customer relationships, and achieving sales results.

Apply now.

Interested in applying but worried you don't have it all? At CYBERWELL , we know not everyone gains their experience following a traditional path. If you share our values, want to make a difference in cybersecurity solutions, and meet 70% of the qualifications, we encourage you to apply.

CYBERWELL is committed to supporting a diverse, inclusive, and accessible workplace. We welcome and celebrate the diversity of applicants and team members across ability, race, gender identity, sexual orientation, and perspective. We strive to create an inclusive workplace where differences are celebrated and fuel our success. Accommodations are available upon request for candidates participating in all aspects of the selection process.