PrePass

Sales Training and Enablement Specialist

PrePass

full-time

Posted on:

Location Type: Hybrid

Location: PhoenixArizonaUnited States

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About the role

  • Lead the design and implementation of sales training strategies that drive revenue growth across multiple business segments (inside sales, middle market, enterprise, and partner channels)
  • Partner with sales and operations leadership to align training programs with organizational goals, performance metrics, and emerging market trends
  • Serve as a subject matter expert in sales enablement within the transportation and logistics sector, advising on best practices and innovations
  • Facilitate "train-the-trainer" sessions to ensure consistent and scalable delivery across all revenue teams and vendor partners
  • Design, customize, and deliver advanced sales training programs covering onboarding, consultative selling, strategic account management, and enterprise deal negotiation
  • Facilitate dynamic and interactive training sessions, both in-person and virtually, for sales professionals and leaders across the organization
  • Develop and manage certification programs and structured learning paths tailored to specific sales roles and customer segments
  • Incorporate real-world transportation and trucking scenarios into training to ensure relevance and practical application
  • Collaborate with sales leaders to identify performance gaps and execute targeted coaching strategies
  • Conduct onsite and virtual observations to assess sales execution, deliver actionable feedback, and reinforce learning outcomes
  • Analyze performance data and CRM insights to evaluate training effectiveness and continuously optimize content and approach
  • Create and maintain sales enablement materials that reinforce training (playbooks, talk tracks, job aids, checklists, and onboarding resources)
  • Partner with Sales Leadership and Revenue Operations to ensure training content aligns to the sales process, CRM workflows, and evolving rep expectations
  • Help operationalize reinforcement (e.g., refreshers, certifications, and manager coaching guides) to ensure training translates into consistent field execution
  • Maintain content hygiene: keep materials current as offerings, tools, and messaging evolve in partnership with Product/Marketing
  • Partner with Product, Marketing, and Operations teams to ensure training materials accurately reflect current offerings, technologies, and competitive advantages
  • Collaborate with HR and Learning & Development to maintain alignment with corporate learning standards and compliance policies
  • Champion adoption of sales technologies, CRM processes, and enablement tools by embedding them into training, certifications, and reinforcement

Requirements

  • Bachelor's degree in Business, Communications, Education, or a related field (or equivalent experience)
  • 5-8 years of experience in sales training, enablement, or sales leadership within transportation, trucking, logistics, or supply chain industries
  • Proven success designing and delivering comprehensive sales training programs across multiple sales segments
  • Strong knowledge of B2B sales strategies, including inside sales, fleet services, brokerage, and enterprise logistics
  • Exceptional facilitation, presentation, and coaching skills across varied audiences
  • Experience creating and maintaining sales enablement assets (e.g., playbooks, talk tracks, job aids, and learning resources) that reinforce training and improve field execution.
  • Proficiency with CRM platforms (e.g., Microsoft Dynamics), LMS systems, and enablement tools (e.g., Five9, Seamless.AI, Outreach), including using these tools to support adoption and reinforcement.
Benefits
  • Robust benefit package that includes medical, dental, and vision that start on date of hire.
  • Paid Time Off, to include vacation, sick, holidays, and floating holidays.
  • Paid parental leave.
  • 401(k) plan with employer match.
  • Company-funded “lifestyle account” upon date of hire for you to apply toward your physical and mental well-being (i.e., ski passes, retreats, gym memberships).
  • Tuition Reimbursement Program.
  • Voluntary benefits, to include but not limited to Legal and Pet Discounts.
  • Employee Assistance Program (available at no cost to you).
  • Company-sponsored and funded “Culture Team” that focuses on the Physical, Mental, and Professional well-being of employees.
  • Community Give-Back initiatives.
  • Culture that focuses on employee development initiatives.
  • Company-wide bonus and commission plans.
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
sales trainingsales enablementconsultative sellingstrategic account managemententerprise deal negotiationperformance analysiscoaching strategiescontent optimizationB2B sales strategiestraining program design
Soft Skills
facilitation skillspresentation skillscoaching skillscollaborationcommunicationadaptabilityleadershipproblem-solvinginterpersonal skillsorganizational skills
Certifications
Bachelor's degree in BusinessBachelor's degree in CommunicationsBachelor's degree in Education