Senior Manager, Revenue Enablement

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 PrePass is establishing a Revenue Enablement function within Revenue Operations, and we are looking for a Senior Manager, Revenue Enablement to define its strategy, operating model, and long-term impact. Reporting to the Director of Revenue Operations, you will build a scalable function that connects onboarding, training, content, field readiness, and technology adoption to measurable revenue outcomes. You will manage a Revenue Training & Enablement Specialist from the outset and help define and grow the team as the function evolves. During the first 12-18 months, you will serve as a player-coach—setting the strategic direction while personally building programs, content, and processes. This is a remote position based in the United States. Essential Responsibilities Enablement Strategy and Function Design Define and own a multi-year Revenue Enablement strategy, including the function's scope, services, success measures, and approach to scaling alongside the Revenue organizationOwn the Revenue Enablement operating model from intake and definition through development, field readiness, measurement, and optimizationEstablish the enablement roadmap and prioritization framework, serving as the central point of entry for enablement requests across the Revenue organizationManage the recurring enablement calendar for planned training, reinforcement activities, product readiness, and business-unit-specific initiativesEvaluate existing programs and processes, operationalizing what is effective and evolving areas that require improvement Onboarding, Content, and Field Readiness Own structured new-hire onboarding for Revenue roles, including SMB Sales, Upmarket Sales, Customer Success, and FleetDrive 360 SalesDevelop role-specific onboarding paths covering systems, processes, resources, workflows, and performance expectationsPartner with HR and IT on foundational onboarding and core curriculum while owning business-unit and role-specific enablement from development through deliveryTranslate Product Marketing inputs into field-ready playbooks, talk tracks, objection-handling guides, call scripts, and proof points aligned with buyer needs and growth goalsPersonally develop programs and content during the function's early stages while establishing scalable standards for future contributorsOwn the structure, governance, and ongoing maintenance of the Revenue content library in Confluence Cross-Functional Partnership and Technology Adoption Serve as the strategic connector among Sales, Marketing, Product, Product Marketing, Customer Success, and Revenue Operations to align enablement priorities with go-to-market strategyCoordinate product-launch readiness and change management for Revenue-facing updates in partnership with Product, Product Marketing, Revenue Operations, and GTM SystemsPartner with Revenue Systems to support tool adoption, change rollouts, process reinforcement, and AI-powered workflowsPrepare Revenue teams to adopt and gain value from GenAI tools, predictive scoring, automated routing, and other emerging capabilitiesCollaborate with Sales and Customer Success leaders to identify skill gaps, reinforce processes, and improve coaching effectivenessPartner with Marketing to maintain brand alignment across sales materials, training resources, and event enablement People Leadership and Team Growth Manage, coach, and develop the Specialist, Revenue Training & Enablement - SMB SalesLead the function's transition from a small enablement team to a broader, scalable organizationDefine the roles, capabilities, and resources needed to support the function's continued growthBuild investment cases and participate in hiring additional enablement team members as business needs evolveEstablish clear expectations, development plans, and performance measures for the team Measurement and Business Impact Define enablement KPIs in partnership with Revenue Operations and connect enablement activities to productivity, pipeline health, win rates, and revenue outcomesEstablish consistent methods for measuring program adoption, field readiness, effectiveness, and business impactReport enablement performance, insights, and recommendations to senior leadership on a recurring cadenceUse data and stakeholder feedback to refine programs and improve enablement investments over time What Success Looks Like In The First 6-12 Months Assess the current state of onboarding programs, the intake process, the content library, and the enablement calendar to determine what is working and where greater focus is neededOperationalize a consistent and visible intake, development, delivery, and measurement frameworkEstablish structured onboarding paths for SMB Sales, Upmarket Sales, and Customer Success, with the goal of measurably reducing ramp timeImplement a content-governance model that defines where materials are stored, who owns them, and how they remain currentPartner with Revenue Systems to prepare Revenue teams to adopt and gain value from AI-powered tools as they are introducedEstablish enablement KPIs that connect training and readiness activities to pipeline health, win rates, productivity, and revenue outcomesDevelop a team-growth plan and define the roles and capabilities needed to scale the function Requirements Qualifications Ten or more years of experience in Sales Enablement, Revenue Enablement, Revenue Operations, or a closely related functionAt least five years of experience leading people, programs, or an enablement functionProven success managing and developing individual contributors, ideally through periods of growth, organizational change, or active hiringDemonstrated ability to operate as both a strategic leader and a hands-on builder, moving effectively between long-term planning and direct program or content developmentStrong instructional-design capabilities and experience developing structured onboarding programs, supported by examples of programs and outcomesProven ability to influence and align leaders across Sales, Customer Success, Product, Product Marketing, Marketing, Human Resources, and Revenue OperationsFluency with the modern revenue technology stack, including CRM, learning-management, enablement, call-recording, and sales-engagement platformsActive experience using AI tools, along with a clear perspective on how AI can improve enablement content, delivery, knowledge management, and measurementStrong business acumen and the ability to connect enablement programs to measurable revenue outcomesSaaS and B2B experience Bonus Points For Experience building an enablement function or major enablement program from the ground up in more than one company, business unit, or stage of organizational growthExperience managing managers or leading a multi-layered enablement organizationExperience in the transportation, fleet, or logistics industry Desired Characteristics Strategic builder who can create a long-term vision while remaining closely involved in executionComfortable navigating ambiguity, establishing structure, and adapting priorities as the organization growsEffective communicator and influencer who can build trust across teams and leadership levelsHigh degree of initiative, ownership, accountability, and follow-throughCurious and AI-forward, with a practical approach to using technology to keep the function lean and scalableAble to balance competing priorities while maintaining focus on the highest-impact business outcomes Benefits How We Will Take Care of You Robust benefit package that includes medical, dental, and vision that start on date of hirePaid Time Off, to include vacation, sick, holidays, and floating holidays401(k) plan with employer matchCompany-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 ProgramVoluntary benefits, to include but not limited to Legal and Pet DiscountsEmployee 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 employeesCommunity Give-Back initiativesCulture that focuses on employee development initiatives Join Us At PrePass, our mission drives us. We invest in relationships. We challenge ourselves to innovate and improve. We win together. Simply put, we live our Core Values. Ready to help move the transportation industry forward? Join us and let's drive progress—together.