Job Title or Location

Head of Sales - Canada

BagginsHQ

East York, ON

Posted 7 days ago

Job Details:

Remote
Full-time
Management

Benefits:

Flexible Work

The Head of Sales (Regional) is responsible for leading BagginsHQ's 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 2,300 in verified sales revenue.
  • Approximately USD 1,150 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 1,160 gross monthly salary
  • USD 100 monthly facilitation
  • Total fixed monthly compensation: USD 1,260
  • 10% performance bonus on verified sales, where the applicable performance target is achieved or exceeded.
  • Principal commercial target of approximately USD 7,700 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.

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