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Head of Sales Canada

BagginsHQ


Job Location:

Toronto - Canada

Monthly Salary: Not provided by the employer
Experience Required: 5years
Posted: 9 September 2026 (5 days ago)
Application Deadline: 7 December 2026
Vacancies: 1 Vacancy

Job Summary

The Head of Sales (Regional) is responsible for leading BagginsHQs commercial activities within an assigned region generating verified revenue building and managing a high-performing sales team and ensuring that regional sales operations contribute consistently to Company growth.

Key responsibilities include:

  • Develop and execute the regional sales strategy.
  • Personally generate new business and verified sales revenue.
  • Build maintain and manage a strong regional sales pipeline.
  • Recruit assess onboard coach and supervise Tech Sales Executives.
  • Set individual and team sales targets and monitor performance.
  • Support TSEs with prospecting qualification follow-up negotiation and closing.
  • Hold sales team members accountable for assigned responsibilities and performance.
  • Identify new markets industries partnerships and commercial opportunities.
  • Build relationships with business owners executives and key decision-makers.
  • Manage important customer relationships renewals retention upselling and cross-selling.
  • Identify additional revenue opportunities within existing customer accounts.
  • Coordinate customer and commercial matters requiring support from technical teams.
  • Maintain accurate sales records reports forecasts and pipeline information.
  • Work closely with Corporate Relations and other relevant departments.
  • Ensure regional sales activities comply with Company procedures and standards.
  • Drive adoption and sales of priority BagginsHQ products and services including BagginsHQ for SMEs.
  • Organise regional prospecting activities including structured use of approved business directories and outreach resources.
  • Ensure TSEs maintain disciplined and consistent sales activity.
  • Build a commercially accountable regional sales culture focused on verified revenue rather than activity alone.
  • Escalate repeated performance conduct or disciplinary concerns to Corporate Relations.
  • Contribute to the long-term expansion of BagginsHQ within the assigned region.
Probation and Performance
  • Initial 30-day performance-based probation.
  • Probation may be extended once by a further 30 days with the maximum probation period being 60 days.
  • Primary probation target: approximately USD 2300 in verified sales revenue.
  • Approximately USD 1150 or more may be considered satisfactory subject to overall Company assessment.
  • Early confirmation may be possible where sufficient performance is demonstrated.
  • Performance is assessed primarily on verified revenue commercial execution leadership and overall suitability.

Requirements

The successful candidate should have:

  • Proven experience in sales business development commercial leadership or a related function.
  • Strong understanding of B2B sales and customer acquisition.
  • Ability to generate business independently and not rely solely on team-generated opportunities.
  • Strong prospecting negotiation objection-handling and closing ability.
  • Experience leading supervising or developing sales teams.
  • Ability to set targets and hold team members accountable.
  • Strong commercial judgement and revenue-focused thinking.
  • Ability to identify opportunities within both new and existing customer accounts.
  • Strong communication presentation and relationship-management skills.
  • Ability to work with senior decision-makers and business owners.
  • Ability to work independently in a remote environment.
  • Strong organisational reporting and pipeline-management skills.
  • Confidence using CRM systems and other digital sales tools.
  • Ability to learn and clearly communicate technology software SaaS and digital-service solutions.
  • High level of professionalism accountability discipline and integrity.
  • Ability to work effectively under performance targets.
  • Reliable computer/laptop.
  • Stable high-speed internet connection.
  • Professional and quiet remote working environment.

Experience selling technology SaaS software cloud websites digital solutions or enterprise services is an advantage.


Benefits
During Probation
  • USD 100 monthly facilitation currently paid:
    • 50% on the official commencement date
    • 50% after 14 days
  • Opportunity for early confirmation where sufficient performance is demonstrated.
  • Remote working arrangement.
  • Access to BagginsHQ systems products sales resources and regional commercial support.
  • Leadership responsibility over the assigned regional sales operation.
Upon Successful Confirmation
  • USD 1160 gross monthly salary
  • USD 100 monthly facilitation
  • Total fixed monthly compensation: USD 1260
  • 10% performance bonus on verified sales where the applicable performance target is achieved or exceeded.
  • Principal commercial target of approximately USD 7700 in verified sales revenue per month.
  • Compensation and career progression based on sustained commercial and leadership performance.
  • Medical insurance after the applicable qualifying period.
  • Paid annual vacation in accordance with Company policy.
  • Reimbursement of approved business expenses.
  • Remote working.
  • Leadership and professional-development opportunities.
  • Potential progression into broader regional continental or global commercial leadership responsibilities.


Required Skills:

Minimum Requirements Required Minimum 5 years of B2B Enterprise Sales Business Development or Technology Sales experience. Proven history of closing high-value business deals. Excellent communication and negotiation skills. Strong presentation skills. Professional spoken and written English. Comfortable working remotely. Reliable internet connection. Personal computer/laptop. Preferred Experience selling: SaaS Software Development Digital Marketing IT Services Technology Solutions Enterprise Business Services