Associate Customer Success Manager, Scale

The Scaled Customer Success team at Fleetio is growing, and we’re looking for an Associate Customer Success Manager to join us. In this role, you will be responsible for a portfolio of up to 1,200 accounts with 1-200 assets to help them achieve their desired outcomes. Using a self-serving digital-first approach, you will assist with goal setting & tracking, expanding product adoption, owning expansion opportunities, working cross-functionally, and more!

We’re looking for a personable, analytical, detail-oriented, and persistent team member who excels at keeping hundreds of customers engaged. If you genuinely care about your customers and have helped them achieve their goals in a SaaS environment before, we want you to apply.

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 our Series D funding round 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:

• Watch our culture videos: https://fleet.io/culture
• Fleetio overview video: https://www.youtube.com/watch?v=IlvIbwZT3oU
• Our careers page: https://www.fleetio.com/careers

Your Impact:

• Engage with targeted customers at critical stages in their journey to ensure Fleetio’s adoption and growth. You will work closely with customers to assess their goals and existing business practices
• Analyze customer accounts to identify areas for improvement and provide our customers with best practices and strategic guidance.
• Utilize tools and technology to deliver value to multiple accounts simultaneously through 1:many programs, collaborating with our Customer Success Programs Team (including email campaigns, customer training/webinars, collateral, and hosting office hours).
• Act as the voice of the customer and influence the product development roadmap.
• Collaborate with Product and Customer Education Teams to maximize customer growth potential and enhance their experience.

Your Experience:

•  2+ years of experience in a customer-facing role within a SaaS environment, with a focus on customer satisfaction, adoption, and retention.
• Experience in fleet, telematics, or automotive technology is a plus.
• Proficiency with systems such as Salesforce, Asana, Gainsight, Front, and similar tools.
• Comfortable interacting with customers at all stages of their journey.
• Impeccable written and verbal communication skills.
• Meticulous and precise when executing tasks, with great attention to detail.
• Strong team player and self-starter who can work autonomously.
• Empathetic and dedicated to helping and serving customers to become advocates for Fleetio.
• Passionate about organization, with the ability to adhere to and improve organizational systems, always seeking ways to reduce redundant work.
• Comfortable with change, experimentation, and trying new ideas.

Benefits

• Multiple health/dental coverage options (100% employee coverage, 50% coverage for family)
• 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)
• 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
• Remote working friendly since 2012 #LI-REMOTE