Fleetio

Senior Sales Enablement Manager

United States

Not SpecifiedCompensation
Senior (5 to 8 years), Junior (1 to 2 years)Experience Level
Full TimeJob Type
UnknownVisa
Software / SaaS, Transportation TechnologyIndustries

Position Overview

  • Location Type: Remote
  • Employment Type: Full-time
  • Salary: Not specified

As the Senior Sales Enablement Manager, you will play a pivotal role in shaping the sales strategy, content development, and training programs for our amazing sales team. This position is ideal for someone passionate about teaching, empowering others, and driving efficiency in the sales cycle. The Senior Sales Enablement Manager will develop and implement strategies to enhance learning engagement, streamline processes, and cultivate a high-performing sales culture. This role is a fantastic opportunity for a motivated individual eager to thrive in a high-energy environment.

A little about us…Fleetio is a modern software platform that helps thousands of organizations around the world manage their fleet operations. Transportation technology is a hot market and we’re leading the charge, with raving fans and new customers signing up every day. We raised $450M in Series D in March of 2025 and are on an exciting trajectory as a company. Fleetio is also a proud founding member of the Rails Foundation!

More about our team and company:

Requirements

  • 6+ years of experience in sales enablement
  • Minimum of 2 years in a direct seller role
  • Ability to simplify complex concepts and deliver them in digestible, actionable formats
  • Knowledge of sales methodologies such as Solution Selling or MEDDICC
  • Insatiable curiosity and a passion for ongoing improvement
  • Experience in facilitating live and virtual training sessions
  • Strong communication and relationship-building skills
  • Familiarity with tools such as Salesforce, LMS platforms (e.g., WorkRamp, Skilljar), and CMS platforms (e.g., Highspot, Seismic)
  • Strong program management skills

Responsibilities

  • Partner with Enablement Leadership to develop and execute a sales enablement strategy aligned with company objectives, focusing on measurable outcomes such as improved win rates, reduced ramp time, and enhanced pipeline generation.
  • Maintain and update knowledge repositories for the sales organization to ensure information is current and accessible.
  • Serve as the owner of enablement materials, including facilitating instructor-lead training, developing AE-facing resources, including comprehensive sales playbooks.
  • Build and lead ongoing enablement programs to continuously upskill the sales organization, driving advanced competency in value selling, discovery, and positioning.
  • Capture repeatable sales motions from high performers as a mechanism to scale by creating packaged content, prescriptive guidance, and tailored delivery to sales leaders and sellers.
  • Build trust with Sales leaders and reps, ensuring enablement solutions are practical, impactful, and scalable.
  • Assist with large-scale enablement programming, especially Onboarding and Sales Kick-Off.

Application Instructions

Skills

Sales Enablement
Sales Methodologies
Solution Selling
MEDDICC
Training Facilitation
Salesforce
LMS Platforms
CMS Platforms
Communication
Relationship Building

Fleetio

Fleet management software for tracking operations

About Fleetio

Fleetio provides fleet management software that helps organizations track, analyze, and improve their fleet operations. The software allows users to manage vehicles, equipment, parts, and operators in a streamlined manner. It operates on a subscription-based model, generating revenue through software licenses. Fleetio's platform is designed to be user-friendly and collaborative, making it easier for clients to manage their assets effectively. Unlike many competitors, Fleetio focuses on continuous enhancements to meet the changing needs of its users. The goal of Fleetio is to help businesses of all sizes improve their operational efficiency and manage their fleets more effectively.

Birmingham, AlabamaHeadquarters
2012Year Founded
$165.3MTotal Funding
SERIES_CCompany Stage
Automotive & Transportation, Enterprise SoftwareIndustries
201-500Employees

Risks

Emerging competition from Nayax's EasyFuelPlus could challenge Fleetio's market share.
Integration issues with Razor Tracking may affect customer satisfaction and retention.
Reliance on partnerships for new features poses risks if partners face difficulties.

Differentiation

Fleetio offers a comprehensive fleet management system with global reach and diverse clientele.
The platform integrates with FuelCloud and Fill-Rite for enhanced on-site fuel management.
Fleetio's mobile app now supports Spanish, broadening its accessibility to Spanish-speaking users.

Upsides

Fleetio's partnership with Razor Tracking enhances its vehicle and asset management capabilities.
The rise of electric vehicles presents opportunities for specialized EV fleet management tools.
Fleetio's focus on sustainability aligns with growing trends in eco-friendly fleet operations.

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