
Sales Training and Enablement Specialist
PrePass
full-time
Posted on:
Location Type: Hybrid
Location: Phoenix • Arizona • United 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