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Senior Customer Success Manager

LEEO Insurance Services Open · verified Oct 24, 2026
Remote United States Full-time Senior Customer Success

At a glance

Senior Customer Success role at LEEO Insurance Services. Remote, United States · full-time · no salary stated · we estimate $117,500–$160,000 across the United States.

Estimated pay

LEEO Insurance Services has not published a salary for this role. The figure below is our estimate, not theirs.

$117,500 – $160,000
What the middle half of senior customer success roles in the United States paid, among postings that did state a salary.
Worked out from 273 postings that stated pay, median $139,020. Last updated Oct 24, 2026.
RoleCustomer Success
SenioritySenior
LocationUnited States
WorkplaceRemote
EmploymentFull-time
PostedOct 16, 2026 · 8d ago
Role brief

remoteroles summary, based on the employer's posting.

What you'll do

  • Guide insured customers from initial setup through telematics activation for their drivers and devices
  • Check account status and follow up to close gaps in activation or address equipment problems
  • Handle customer questions about policy changes, billing, drivers and account upkeep
  • Use fleet and customer data to spot compliance concerns, patterns and ways to improve
  • Work with Product, Engineering and Operations to fix workflow snags, keep CRM records current and improve service processes

What you bring

  • Three to six years in customer success, account management, insurance services or a similar customer-facing operations role
  • Strong writing, speaking and relationship skills for working with customers at different levels
  • Working proficiency in Microsoft Excel
  • Experience supporting complex customers across divisions or locations

Who this fits

This role suits a detail-focused customer success professional who is comfortable with insurance servicing and telematics workflows. It is a remote position in the United States.

From the employer

Introduction:
Fairmatic is on a mission to make roads safer—one fleet at a time. We’re transforming commercial auto insurance with AI and data-driven insights, offering options that reward safe driving and improve outcomes for fleets.

We’re looking for a highly organized and proactive Customer Success Manager to drive value and serve as the primary point of contact for our insureds. Reporting to the Head of Customer Success, this role ensures a seamless customer journey across onboarding, telematics activation, daily servicing, compliance, and renewals.

The ideal candidate is thoughtful, detail-oriented, and comfortable navigating the complexities of insurance and telematics workflows. You’ll thrive in a fast-paced environment, communicate clearly, and continuously improve processes as we scale. If you’re operationally sharp, analytically driven, and excited to help shape Customer Success at a growing insurtech, we’d love to hear from you.

Responsibilities

  • Guide insureds through onboarding and ensure timely telematics activation across drivers and devices.

  • Monitor account “health checks” and proactively reach out to resolve activation gaps or device issues.

  • Serve as a trusted advisor to customers, managing inquiries related to policy servicing, billing, driver changes, and account maintenance.

  • Analyze fleet and customer data to identify trends, compliance issues, and opportunities for improvement.

  • Collaborate cross-functionally with Product, Engineering, and Operations to troubleshoot and remove friction in customer workflows.

  • Document customer interactions, update CRM records, and contribute feedback to improve internal processes and customer experience.

  • Support Customer Engagement Managers (CEMs) in executing monthly loss control reports and customer communications.

  • Contribute to process innovation and scalability initiatives across the Customer Experience organization.

Skills and Qualifications

  • 3–6 years of experience in Customer Success, Account Management, Insurance Services, or similar operational/customer-facing roles.

  • Strong written and verbal communication skills with proven ability to build and manage customer relationships at all levels.

  • Proficiency in Microsoft Excel; experience with Salesforce, HubSpot, Slack, and Atlassian Suite a plus.

  • Highly organized self-starter with strong attention to detail.

  • Experience managing complex, multi-divisional, or geographically distributed customers.

  • Familiarity with commercial auto insurance and/or telematics-based programs preferred.

  • Solutions-oriented, customer-focused mindset with a track record of improving processes and driving outcomes.

Location: Remote

Opportunity

Customer Success work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Customer SuccessRemote

Find me work

By the team behind remoteroles.

Find me work
Opportunity

Customer Success work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Find me work

By the team behind remoteroles.