Customer Success Manager - Fleet

Mudflap•Austin, TX

6d•$105,000 - $115,000•Hybrid

About The Position

Mudflap is seeking a Customer Success Manager, Fleet to drive consistent activation, engagement, and retention within its growing fleet business. This is a high-volume account management role designed for an individual who excels at managing a hybrid portfolio of customers with urgency, structure, and a data-informed approach. The role involves owning a book of over 400 mid-market fleet accounts, converting onboarded customers into active users, and re-engaging underperforming accounts through efficient, playbook-driven outreach. The position will leverage automation tools and AI to scale reach intelligently, discerning when personal interaction is more effective than automated sequences. Mudflap is a fast-growing marketplace business focused on improving the trucking industry.

Requirements

3+ years of experience in Customer Success, Account Management, or a similar customer-facing role with ownership of activation, retention, expansion, or revenue outcomes—ideally within SaaS, fintech, or the trucking and logistics industry.
Proven ability to manage a high-volume portfolio (150+ accounts), with strong organizational systems that ensure consistent follow-up, prioritization, and execution at scale.
Data-driven mindset with the ability to interpret dashboards, customer usage signals, and account health metrics to proactively prioritize work—and the resourcefulness to build your own reporting views when needed.
Hands-on experience with customer engagement and automation platforms such as HubSpot, Outreach, Salesloft, or similar, with a clear understanding of when to automate and when a personal touch drives better outcomes.
Excellent written and verbal communication skills across phone, text, and email, with the ability to build trust through authentic, conversational interactions with fleet managers and dispatchers.
Strong sense of ownership and urgency, consistently taking initiative to move accounts forward, overcome obstacles, and prevent customers from becoming inactive.
Experience supporting SMB or mid-market customers is required.

Nice To Haves

Familiarity with fleet operators, owner-operators, or the trucking industry is strongly preferred.

Responsibilities

Manage a high-volume portfolio of mid-market fleet accounts (5+ trucks), driving strong activation rates, sustained monthly engagement, and measurable customer savings across the book.
Execute targeted re-engagement campaigns to reactivate dormant or underutilized accounts and restore consistent platform usage.
Develop and maintain a dynamic account tiering strategy using transaction data, login activity, and customer health signals to prioritize outreach effectively across a large portfolio.
Identify high-growth accounts with strategic potential and proactively elevate them for deeper engagement and long-term relationship development.
Leverage AI tools such as Claude Code, ChatGPT, and AI Assistants to intelligently scale customer engagement, balancing automation with high-value personal interactions.
Engage customers through the communication channels that work best for them—including phone, text, and email—recognizing that fleet managers and dispatchers are rarely desk-bound.
Identify recurring customer trends, operational friction points, and product feedback, partnering with Product and Operations teams to drive meaningful improvements and close the feedback loop.