Outside Sales Supervisor (Remote in Vancouver, BC or Vancouver Island, BC)

Waste Management, Inc. (WM)Coquitlam, BC
Remote

About The Position

WM, a Fortune 250 company, is the leading provider of comprehensive waste and environmental services in North America. This position supervises and retains profitable revenue by leading a team of salespeople, including outside sales representatives, territory managers, and account managers. The role is predominantly remote, based in the greater Vancouver, BC area or Vancouver Island, but requires periodic in-person meetings and customer site visits. The supervisor will establish clear operating rhythms, processes, and performance standards for a remotely distributed team, partner with Outside Sales Managers to drive revenue accountability, and lead the adoption and optimization of sales technology like Salesforce, Conquer, Ambition, and Microsoft Copilot. This role involves managing pipeline hygiene, funnel alignment, and forecast accuracy using CRM and performance data, identifying trends, and creating structured coaching opportunities to improve team effectiveness. A key aspect is maintaining an ongoing training, coaching, and development program focused on process execution and sales effectiveness, rather than proximity-based management. The supervisor will also lead change management initiatives, support programs to drive team performance, and collaborate cross-functionally with various departments to resolve issues and improve customer experience. Personnel management, including onboarding, coaching, skill development, and performance feedback, is also a core responsibility.

Requirements

  • Bachelor's degree (accredited) or in lieu of degree, High School Diploma or GED (accredited) and four (4) years of relevant B2B sales experience.
  • Five years of direct business to business sales and account management experience, including cold calling and phone-based prospecting (in addition to the education requirement).
  • Must live and work in Canada.

Responsibilities

  • Supervises and supports the Account Executive (AE) channel by establishing clear operating rhythms, processes, and performance standards that enable consistent execution across a remotely distributed team.
  • Partners closely with Outside Sales Managers (OSMs) to drive shared revenue accountability by providing pipeline visibility, coaching insights, and process discipline across the AE channel.
  • Leads adoption, consistent use, and optimization of the sales technology stack including Salesforce, Conquer, Ambition, and Microsoft Copilot, ensuring tools are leveraged to increase selling time, improve pipeline health, and create data-driven coaching opportunities.
  • Utilizes CRM and performance data to manage pipeline hygiene, funnel alignment, and forecast accuracy for the AE channel, identifying risks and trends early and collaborating with MSMs on corrective actions.
  • Identifies patterns and performance trends across calls, activity, and pipeline data to create observable behaviors and structured coaching moments that improve effectiveness, skill development, and results.
  • Maintains an ongoing training, coaching, and development program focused on process execution, sales effectiveness, and continuous improvement rather than anecdotal or proximity-based management.
  • Leads change management and continuous improvement initiatives, including piloting and evaluating emerging sales tools and technologies, and providing feedback to Sales Leadership on adoption, impact, and scalability.
  • Supports programs and initiatives that drive team performance toward departmental and organizational goals while ensuring compliance with company policies, operating standards, and sales processes.
  • Collaborates cross-functionally with Operations, Dispatch, Pricing, Safety, Sales Enablement, Billing, and corporate partners to resolve issues, improve customer experience, and ensure strong handoffs throughout the sales and service lifecycle.
  • Oversees personnel needs including onboarding support, coaching, skill development, and performance feedback. Provides input into employee evaluations, compensation, promotion, and corrective action decisions as required.

Benefits

  • Medical
  • Dental
  • Vision
  • Life Insurance
  • Short-Term Disability
  • Stock Purchase Plan
  • Company match on RRSP
  • Paid Vacation
  • Holidays
  • Personal Days
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