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Wing AssistantPosted 2 months ago

Sales Enablement Trainer

On-siteToronto, Ontario, Canada

Full TimeMid LevelMedium

Job Summary

Sales Enablement Trainer to coach outbound B2B reps by rewriting underperforming copy, building effective cadences, and producing a training program with video modules and assessments. Responsibilities include sitting in calls to identify bottlenecks, creating and testing improved emails, sequences, and pitches, developing an objection-handling playbook, and delivering rapid ramp for new and tenured reps. Requires personal success in selling and closing, strong copywriting for sales, comfort on camera, and proficiency with HubSpot and sequencing tools.

Required Qualifications

  • Personally sold and closed — ideally outbound/high-volume B2B
  • Can write sales copy that converts and explains why it works
  • Comfortable on camera and can produce clean training videos
  • Can structure an A/B test, read results, and act on them
  • Able to coach reps and improve performance
  • Familiar with CRM (HubSpot+) and sales sequencing tools

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