Head of Sales - Canada

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.