Senior Sales Enablement Manager

Summary

Join Fleetio as a Senior Sales Enablement Manager and play a key role in shaping sales strategies, content, and training. Develop and implement strategies to boost learning, streamline processes, and foster a high-performing sales culture. Partner with leadership to execute a sales enablement strategy focused on measurable outcomes. Maintain and update knowledge repositories, own enablement materials, and build ongoing upskilling programs. Capture successful sales strategies to scale and build trust with sales leaders and representatives. Assist with large-scale enablement initiatives like onboarding and sales kick-off. This is a fantastic opportunity for a motivated individual in a high-energy environment.

Requirements

• 6+ years of experience in sales enablement, with a 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, with 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, with the ability to manage multiple initiatives simultaneously

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
• Building 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

Benefits

• Multiple health/dental coverage options
• Vision insurance
• Incentive stock options
• 401(k) match of 4%
• PTO - 4 weeks
• 12 company holidays + 2 floating holidays
• Parental leave- birthing parent (16 weeks paid) non-birthing (4 weeks paid)
• FSA & HSA options
• Short and long term disability (short term 100% paid)
• Community service funds
• Professional development funds
• Wellbeing fund - $150 quarterly
• Business expense stipend- $125 quarterly
• Mac laptop + new hire equipment stipend
• Monthly catered lunches
• Fully stocked kitchen with tons of drinks & snacks
• Remote working friendly since 2012 #LI-REMOTE