Driver Retention Supervisor

Werner Enterprises•Omaha, NE

1d•Onsite

About The Position

The primary purpose of this position is to oversee the driver retention team and ensure the execution of strategies designed to maintain a stable and satisfied driver fleet. This role is responsible for supervising Retention Associates, managing escalated driver concerns, and analyzing high-level retention data to drive departmental improvements. The Driver Retention Supervisor will lead a team dedicated to preserving our professional driver relationships and reducing turnover. This role combines people management with strategic analysis, overseeing daily retention operations, handling complex driver escalations, and collaborating with leadership to refine loyalty and engagement programs.

Requirements

Knowledge of Company policies, procedures, and the specific challenges faced by professional drivers.
Strong leadership skills with the ability to motivate a team in a high-pressure, goal-oriented environment.
Exceptional listening and negotiation skills to handle high-stakes driver interactions.
Advanced proficiency in CRM software (e.g., Salesforce) and data visualization tools.
Ability to communicate in a courteous and professional manner with both drivers and executive leadership.
Minimum of high school diploma or General Education Degree (GED).
3–5 years of experience in transportation, driver relations, or high-volume customer retention.
Prior supervisory or lead experience is highly preferred.
In-depth understanding of the transportation industry and DOT regulations is a plus.

Nice To Haves

Bachelor’s degree in Business, Communications, or Supply Chain preferred.

Responsibilities

Oversee assigned retention associates, providing coaching, performance feedback, and professional development.
Manage escalated driver concerns, acting as a secondary point of contact for complex issues requiring higher-level decision-making or financial incentives.
Monitor team performance using CRM dashboards and KPIs to ensure outreach targets and retention goals are met.
Analyze retention trends and churn data to provide actionable insights and reports to senior management.
Refine and optimize retention strategies, including the development of new loyalty initiatives and driver appreciation programs.
Collaborate with Department Leaders in Safety, Operations, and Recruiting to address systemic issues impacting the driver experience.
Facilitate team training on negotiation techniques, conflict resolution, and new software implementations.
Perform additional duties as directed by supervisors to assist in overall fleet stability and departmental growth.