Vice President of Sales

Fulltime opportunity REMOTE in - or close to - Toronto area. Our client is a leading provider of field service management software and they're looking for someone who can lead the charge in Canada as a new territory. P&L Management and GM responsibilities. Experience with: Director of Sales or VP of Sales titles Have built a foreign SaaS company from 0-$5m in Canada before. Have built a team from 1-10 people in Canada before. Have played both IC and Management Roles and are comfortable with both. General Manager style candidate who can sell (first and foremost) but also experienced in Marketing, Legal, Product Readiness, Accounting/Admin etc… This role is for a genuine business builder who is comfortable wearing multiple hats. Most importantly the sales hat. Sales experience should be primarily Direct as well as Partnerships and Alliances. What You’ll Be Doing - Develop and execute a go-to-market strategy for Canada - Own the full sales cycle: prospecting, qualifying, presenting, closing - Target and build relationships with decision-makers across: - Emergency services (e.g., ambulance and police forces) - Central housing authorities (e.g., housing and maintenance operations) - Healthcare organizations (e.g., care plan coordination) - Identify and secure strategic partners (e.g., systems integrators, consulting firms) - Collaborate with marketing to host webinars, events, and other pipeline-generating activities - Work closely with pre-sales and BDR functions to support outreach and delivery Sales Model & Compensation - Typical deal cycles: 3–9 months (sometimes 12–18 months for larger/complex opportunities) - Annual quota: ~$1.6M CAD - Uncapped commission plan – potential to double your earnings when quota is hit - Milestone bonuses tied to strategic goals (e.g., business plan execution, partner signings, event success) You’ll Thrive in This Role If You Have: - 5+ years in B2B sales, ideally in field service tech, public sector, or enterprise SaaS - Experience selling to government, emergency services, healthcare, or central housing - Ability to build and lead a market from the ground up - Self-motivation, curiosity, and confidence to lead in a new geography - A collaborative mindset with the freedom to try, fail, learn, and succeed Bonus Points For: - Knowledge of Canadian public procurement processes - Experience working with or through partners like CGI - Previous experience in pre-sales or BDR roles