Specialist, Sales Training & Enablement job opportunity at PrePass.

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Date2026-01-21T21:22:04.778Z bot
PrePass Specialist, Sales Training & Enablement
Experience: 8-years
Pattern: Full-time
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Sales Training & Enablement

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loacation Phoenix, United States Of America
loacation Phoenix....United States Of America

About PrePass  PrePass® is North America's most trusted weigh station bypass and toll management platform. We're transforming how the transportation industry operates—creating solutions that keep trucks moving safely, efficiently, and compliantly. This means making bold decisions and building systems that support not only fleets but the broader economy. It all starts with enabling commercial vehicles to keep rolling with seamless toll management, weigh station bypass, and safety solutions. It's what we do best, and we do it to meet the demands of the road every day.  That's why people join us: our solutions are implemented in real time, on highways and interstates across the nation, helping fleets go farther, faster. This work challenges and rewards, presenting complex problems that need ambitious answers. We hire bold thinkers with a heart for impact, a passion for progress, and the optimism to shape the future of transportation.      About The Role  The Specialist, Sales Training & Enablement plays a key role in designing, developing, and delivering advanced sales training programs that strengthen sales capability across inside, middle market, and enterprise teams within the transportation and trucking industry. This position drives performance improvement by enhancing product knowledge, refining sales methodologies, and ensuring consistent, high-quality execution across channels.  In collaboration with Sales Leadership and Revenue Operations, the Specialist aligns learning initiatives with business objectives, market strategy, and customer success goals, while supporting the ongoing improvement of sales enablement processes and curriculum. Training is the primary focus; enablement is a secondary priority centered on maintaining and improving core enablement assets (playbooks, talk tracks, job aids) and reinforcing process and tool adoption through training. This is an on-site or hybrid role based in our downtown Phoenix office.    Essential Responsibilities  Leadership & Strategy  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    Training Development & Facilitation  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    Sales Coaching & Performance Optimization  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    Enablement Support (Secondary Priority)  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    Cross-Functional Collaboration  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      Required Qualifications:  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.      Preferred Qualifications:  Professional certification in sales methodologies (Challenger, SPIN, Sandler, MEDDIC, or similar)  Experience leading or mentoring other trainers or enablement professionals  Background in instructional design, adult learning theory, or e-learning development  Ability to use performance data and CRM insights to identify additional enablement needs, measure training/enablement impact, and iterate content accordingly.  Strong analytical and strategic planning abilities, with a data-driven approach to sales enablement      Desired Characteristics  Strategic thinker with strong leadership and team development skills  Deep understanding of transportation and logistics sales cycles  Consultative and analytical mindset with strong communication and influence capabilities  Innovative approach to learning design and delivery  Proactive, data-informed decision-making style that drives continuous improvement 

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