Strategic Account Executive - Canada Market in Toronto

The Opportunity

Here’s an opportunity to shape how entire industries scale - while accelerating your own career in a role built for impact.

As a Strategic Account Executive for the Canada market, you won’t just drive revenue - you’ll shape how Sitetracker continues to lead in digital infrastructure transformation across Canada.

Our platform powers billions in assets and connects the future of telecom, energy, and smart cities.

You’ll take ownership of a priority territory with strong product-market fit, backed by the momentum of proven success and world‑class demand generation.

Our top performers aren’t just sellers - they’re enterprise advisors.

They bring strategic thinking, relentless curiosity, and deep customer empathy to the table.

They own outcomes, not just quotas.

If you're a bar-raising sales professional who enjoys winning new logos and are eager for autonomy, scale, and purpose, you’ll find this role unmatched in opportunity and scope.

The infrastructure world is changing fast - and you’ll be at the center of that evolution by positioning Sitetracker's leading software solution.

What You'll Do

You’ll join a rapidly scaling sales team that blends start‑up agility with enterprise ambition.

This role isn’t about inheriting a book of business - it’s about building one.

You’ll define and execute go-to-market strategies for Canada, engaging with new prospective customers, and guiding them through high‑stakes decisions with precision and insight.

Every deal you drive moves the industry forward - whether it's accelerating EV charging, upgrading telecom networks, or transforming energy deployment.

You'll orchestrate complex buying journeys across large stakeholder groups, collaborate cross-functionally with product, marketing, and services, and influence key executives on both sides.

This is a quota-carrying role in a MEDDPICC sales environment, but more than that - it’s a chance to lead, innovate, and leave a mark.

• The Skills You'll Have
• Enterprise Sales
• Demonstrates strong evidence of success selling complex Saa S software solutions across mid size, large and enterprise businesses in Canada, preferably having sold in the Telecom & Energy industries
• Can clearly walk through in detail how to navigate key enterprise Saa S software deals to a successful win and the role you play within that
• Won high value Saa S deal ($300k + ARR) by navigating complex buying centers and influencing executive stakeholders
• Know when to engage the right partners based on the deal strategy
• Evidences defining and executing territory plans with a list of top accounts and can do this for Sitetracker's 120 top accounts according to our go-to-market strategy.
• Executed flawlessly within a MEDDPICC or similar methodology, ensuring rigor and velocity across every deal cycle
• Consultative Sales
• Strong approach to researching effectively, understands and aligns on how a target company aligns with the company value proposition, validates how the prospect generates revenue & identifies target stakeholders.
• Drives discussions around product and unique value proposition, knowing the proof points, specifically how product ties to business outcomes
• Evidences understanding of building business cases & ROIs for prospects.
• Executes using a consultative approach by gathering data & playing back the financial impact of the solution on the customer's business and presents a commercial offer to a prospect tied directly to the business case justification.
• Acting as a challenger and a trusted advisor by knowing the customer's industry and business
• Entrepreneurial mindset
• Acting as if you are the CEO of your territory. Taking ownership of your actions and decisions, and working with speed and urgency to drive results.
• Strong ability in building and developing a quality and healthy (x5) pipeline and managing that pipeline of opportunities through the entire sales cycle to a successful win.
• Working with and Leading a cross-functional account team (SDR, SE, Product, Delivery, Legal, CSM) through complex sales cycles and create alignment between the internal and customer teams
• Building for tomorrow by focusing on creating long-term, sustainable deals that have a lasting impact.

Within 90 Days, You'll

• Become Sitetracker certified.
• Understand Sitetracker business objectives and strategy.
• Be familiar with assigned territory and able to create territory, account and opportunity strategy.
• Familiarize yourself with the team and begin developing effective and productive cross-functional relationships.

Within 180 Days, You'll

• Be executing the Sitetracker sales process, including requirements on qualification (MEDDPICC) and documentation.
• Have exceptional command of the Sitetracker message and process.
• Have your territory planned and pipeline defined.
• Be engaged with customers and prospects and on track with your goals

Within 365 Days, You'll

• Be looking back at your first year having made measurable impact through key wins and contributions
• Meet or exceed ARR and new logo goals, while embodying quality, integrity, and respect in execution
• Be a contributor to best practices by identifying and implementing improvements to sales strategy or process
• Have built strong cross-functional relationships that contribute to your and the company's long-term success
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