Vice President of Sales

4 days ago

Toronto, Ontario, Canada Synchro Full time

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

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