Our mission? To power measurable employee engagement worldwide. And we’d love for you to join us About The Job
- Strategic Account Executive

Join the Sales team in a net new position, where you’ll have the opportunity to capture a specific, quantified gap in how we grow inside our own customer base. Many of our existing customers are part of larger organizations: parent companies, holding groups, and franchise networks with sibling business units that ContactMonkey has never touched. We call this net-new whitespace our Go-Get List. As our first Strategic Account Executive, you'll build and own the motion for converting the Go-Get List into pipeline and closed revenue, reporting directly to the VP of Sales. This is fundamentally a leverage-existing-relationships motion, you'll multi-thread into parent organizations, time outreach to renewal cycles, and work closely with Customer Success, Marketing, and Product to turn trust we've already earned into new business units and entities on the ContactMonkey platform. What You'll Own

Own and systematically work the Go-Get List in-ICP target business units, prioritizing by band, warmth, and renewal timing Multi-thread every target account rather than relying on a single champion, especially within larger operating-division targets Time outreach to parent-account renewal cycles to create natural, low-friction entry points into sibling business units Deploy a full enablement stack per account, sequencing, proof-of-value packets and executive sponsorship to build trust quickly Partner closely with the Account Management/CSM team on the strategic account list, focusing primarily on MM & Enterprise. Own organizational account mapping across your territory, researching corporate hierarchy, identifying decision-makers and champions at affiliated entities,



and using existing ContactMonkey relationships to navigate into new buying centers Own forecasting and reporting on pipeline and bookings for opportunities Partner with Marketing and Product to shape messaging, collateral, and business cases specific to expansion-into-whitespace selling What You Won't Own

Upsell and expansion within accounts we already have: additional seats, modules, or add-ons for a business unit that's already a customer. This stays with our Account Management/CSM team Renewals, churn risk, and GDR on existing accounts are also owned by Account Management/CSM About You

You're a proven closer with 4+ years of full-cycle B2B SaaS sales experience, selling into mid-market or enterprise organizations A track record of hitting or exceeding quota in an expansion or land-and-expand motion, you know how to work an installed base, not just open new logos Comfort navigating multi-stakeholder deals with several buying centers and contacts per account A relationship-led seller skilled at warm-door selling using existing champions, with strong multi-threading instincts Experience with organizational account mapping, you can research corporate hierarchy, identify buying centers across subsidiaries and affiliated entities,



and build pipeline where the org chart is your roadmap A systems-minded builder who's genuinely energized by building a brand-new motion from scratch versus inheriting an existing playbook Operates with a high degree of autonomy: you know when to loop in leadership and when to just handle it
- you're comfortable navigating cross-functional relationships with CS, RevOps, Marketing, and Product without needing a warm handoff to get traction internally Highly collaborative and low-ego: quick to loop in CSM, Marketing, and Product, and you take ownership of outcomes, not just activity How You Can Stand Out

Experience with internal comms tools Experience selling into HR or Internal Comms teams What We Bring to The Table

100% employer-paid perks + a Health Spending Account from day one Work from anywhere in the world for up to 4 weeks Stock option plan—own a piece of our success RRSP Group Savings Plan to plan for your future Generous vacation package to recharge and relax Personal development budget to fuel your growth One personal day + two volunteering days to give back Your Birthday off—celebrate on us Five health days per year to stay at your best Beautiful downtown Toronto office for hybrid work—fully stocked with all the best snacks Total targeted cash $225K-$250K ( base+ variable and draw on commission while you ramp). Compensation is thoughtfully determined based on your experience, skill set, and alignment with our internal compensation framework and internal equity. We’re always happy to answer questions about compensation throughout the hiring process. This is a (replacement/net new) position based out of our downtown Toronto office, at King and Spadina. Our team works in the office 3x per week to promote collaboration Who We Are

Imagine being part of a team of brilliant minds, all shaping the future of workplace communication. Here

📌 Strategic Account Executive (Toronto)
🏢 ContactMonkey
📍 Toronto