Vice President of Sales

2 weeks ago


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


  • Vice President, Sales

    2 weeks ago


    Ontario, Canada Truenorth Executive Search, Inc. Full time

    Vice President, Sales – IT Managed Services, Cloud SolutionsOur client is a successful and growing mid-sized IT Managed Services Provider with strong technical capabilities and expertise supporting customers with Enterprise Hardware and Software Solutions, Cloud Solutions and Cyber Security/Disaster Recovery. The company is executing on strategies to drive...


  • Eastern Ontario, Canada Empire Life Full time

    Vice President, Group Product Actuarial Location: Hybrid Kingston or Toronto We are seeking a strategic and analytical leader to join our Group and Affinity Business Executive Team and the broader Insurance and Investment Executive Team as Vice‑President, Group Product Actuarial. Reporting to the SVP & COO, Insurance and Investment, with a dotted line to...


  • Eastern Ontario, Canada Empire Life Full time

    Vice President, Group Product Actuarial Location: Hybrid Kingston or Toronto We are seeking a strategic and analytical leader to join our Group and Affinity Business Executive Team and the broader Insurance and Investment Executive Team as Vice‑President, Group Product Actuarial. Reporting to the SVP & COO, Insurance and Investment, with a dotted line to...

  • Vice President, Sales

    2 weeks ago


    Ontario, Canada Regal Security Inc. Full time

    Regal Security, a leader in commercial and residential security, is seeking a Vice President of Sales that possesses experience and strategic qualities. This individual will oversee and lead a national Sales team; and drive performance. They will be accountable for delivering sustained revenue growth, expanding market share, and elevating customer...

  • Vice President, Sales

    2 weeks ago


    Ontario, Canada Regal Security Inc. Full time

    Regal Security, a leader in commercial and residential security, is seeking a Vice President of Sales that possesses experience and strategic qualities. This individual will oversee and lead a national Sales team; and drive performance. They will be accountable for delivering sustained revenue growth, expanding market share, and elevating customer...


  • Toronto, Ontario, MP Y, Canada Phelps Group Full time

    About YMCA of Greater TorontoThe YMCA of Greater Toronto is one of the largest and most impactful charities in Canada, with a vision to build vibrant communities where everyone can shine. Rooted in a history of service that spans over 170 years, the YMCA is a trusted community partner, dedicated to fostering belonging, personal growth, and social well-being...


  • Remote, Ontario, Canada Docusign Full time

    Company OverviewDocusign brings agreements to life. Over 1.5 million customers and more than a billion people in over 180 countries use Docusign solutions to accelerate the process of doing business and simplify people's lives. With intelligent agreement management, Docusign unleashes business-critical data that is trapped inside of documents. Until now,...


  • Toronto, Ontario, MW, Canada Staffing In Motion Full time

    ​​Associate Vice President, Hybrid Wholesaler (Alternative Investments)


  • Ontario, Canada Securitas Full time

    The Vice President, Client Solutions is a senior-level position responsible for a variety of security offerings and services to new and existing clients while developing strategic solutions and ensuring customer satisfaction. This role works in conjunction with the President and other Company executives to accelerate revenue and drive business growth within...


  • Ontario, Canada Westland Insurance Ltd. Full time

    We’re searching for a Vice President, Private Client Services. Are you searching for new possibilities? This role can be fully remote in the Greater Toronto area. Westland is committed to continuous learning where employees can grow their potential and write the stories of their careers. Financial assistance is available for approved work-related...