Transportation Success & Performance Supervisor

Transportation Success & Performance Supervisor Lead drivers. Improve performance. Help people reach life-changing care. Apply At Sendaride, our mission is simple but powerful: Empower individuals so they can transform their lives, their families, and their communities by providing exceptional transportation services for those who need it most. We service communities where dependable transportation can be life changing, and we take pride in raising the bar in an industry often defined by inconsistency and poor service. Every ride matters. Every interaction counts. Position Overview We are seeking an experienced Transportation Success & Performance Supervisor to support and manage performance across our nationwide network of 1099 Non-Emergency Medical Transportation (NEMT) drivers. This is a high-autonomy role ideal for professionals with deep dispatch experience who thrive in fast-paced operations, enjoy coaching drivers, and understand the realities of real-time transportation management. If you have worked as a dispatcher, transportation coordinator, fleet dispatcher, or dispatch supervisor, especially in NEMT, medical transportation, public transit, or logistics, this role will feel familiar and rewarding. What You’ll Do Serve as a primary point of contact for drivers, ensuring clear communication, accountability, and performance consistency Conduct one-on-one coaching and virtual group meetings with drivers to reinforce dispatch standards, scheduling expectations, safety, and service quality Support new drivers early trip activity, and first-ride readiness Monitor performance metrics, escalations, cancellations, and operational alerts to proactively identify drivers needing support Investigate service issues, late trips, cancellations, and rider concerns; document findings and corrective actions Coach drivers on: Route scheduling and trip acceptance Door-to-door service expectations Rider communication and conflict resolution Cancellation procedures App and system usage Act as a technical support resource, troubleshooting mobile app and platform issues in real time Partner cross-functionally with Operations, Care Center, Recruiting, and Compliance to resolve issues through completion Maintain detailed documentation related to driver performance, coaching plans, and compliance actions Supervisory duties will be introduced as organizational needs and team structure develop. Qualifications Strong dispatch-style communication: phone, email, and text Ability to influence driver behavior Excellent time management and multitasking in a remote environment Comfort working with performance data, dashboards, and operational metrics Calm, professional approach to escalations and conflict resolution High attention to detail and documentation accuracy Preferred Experience Experience in Transportation, Public Transit, Logistics, or Non-Emergency Medical Transportation (NEMT) Experience as a dispatcher, transportation coordinator, fleet coordinator, or dispatch supervisor Experience coaching or managing driver or staff performance Experience providing remote technical or operational support Strong computer skills (Windows-based systems, Microsoft Office) What We Offer Salary: $50,000–$60,000 annually Benefits: Medical benefits and 401(k) Paid Time Off Schedule: Monday–Friday, 8:00am–5:00pm CST Transportation services operate outside standard hours, so occasional early mornings, evenings, or weekends may be required In alignment with our commitment to pay transparency, the salary range for this role is $50,000–$60,000. Final compensation will be determined based on factors such as geographic location, skills, experience, and internal equity. The full range represents the total salary for the role; hiring at the top of the range is not typical. Department Transportation Success Locations Remote About SendaRide SendaRide Empowers individuals so that they can transform their lives, their families, and their communities.