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Field Sales Director – B2B Territory (Leadership of Outside Sales Team)

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Overview


The Field Sales Director – B2B Territory is a hands‑on leadership role responsible for managing, coaching, and developing a team of 10–12 outside sales representatives across the GTA. 


This position sits above existing sales managers and is accountable for driving field execution, territory growth, and revenue performance. 


The ideal candidate has deep B2B field sales experience selling physical products (hard goods), thrives in customer‑facing environments, and excels at leading high‑performing field teams through in‑market coaching and disciplined sales execution.


Responsibilities

  • Lead, coach, and develop a team of 10–12 outside (field) sales representatives

  • Conduct regular field ride‑alongs and in‑market coaching sessions

  • Drive B2B territory growth, revenue performance, and customer penetration

  • Support reps during customer visits, key account meetings, and territory planning

  • Build and maintain strong B2B customer relationships across the region

  • Execute regional sales strategies and growth initiatives

  • Monitor pipeline, forecasting accuracy, and team performance metrics

  • Ensure CRM discipline, data accuracy, and timely reporting

  • Provide performance insights and recommendations to senior leadership

Compensation Structure (Important)

  • Compensation Model: Base salary + commission

  • On‑Target Earnings (Year 1): $100,000 – $120,000

  • Performance‑Based Incentives: Tied directly to team results

  • Job Type: Full‑time

  • Work Model: Hybrid (field‑based leadership role; not remote)

  • Location: Richmond Hill, ON (GTA territory coverage)

Qualifications

Required (Non‑Negotiable)

  • Experience managing or coaching outside/field sales representatives

  • Proven success in B2B field or territory sales

  • Experience selling physical products / hard goods

  • Comfortable working in customer‑facing field environments

  • Valid driver’s license and willingness to travel across the GTA

  • Passport (occasional U.S. travel required)

  • Proficiency with CRM systems and Microsoft Office

Strongly Preferred

  • Automotive aftermarket or dealership sales

  • Industrial, equipment, or fleet sales

  • Distribution or wholesale B2B environments

Not Suitable For

  • SaaS / software / tech sales

  • Inside sales, SDR, or call‑centre backgrounds

  • Account managers without field sales experience

  • Individual contributors with no leadership experience

  • Corporate or non‑sales leadership roles

Fundamental Skills

  • Field‑based sales leadership and coaching

  • Territory management and revenue growth strategy

  • Strong B2B relationship‑building and customer engagement

  • Pipeline management, forecasting, and performance tracking

  • CRM discipline and data‑driven decision‑making

  • Ability to influence, motivate, and elevate team performance

  • Hands‑on leadership style with strong situational awareness

  • Excellent communication and presentation skills

Ideal For

  • Leaders who thrive in hands‑on, field‑based environments

  • Sales managers who excel at coaching reps in real time

  • Professionals with strong B2B experience in hard goods

  • Individuals who enjoy building customer relationships and driving territory growth

  • Leaders who prefer action, field execution, and team development over corporate strategy

  • Candidates seeking a high‑impact role with direct ownership of regional performance

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