Fleet Manager (Remote) - 64338550820

Location: Remote (South Africa or LATAM)
Contract: Independent Contractor
Schedule: Full-Time, Monday-Friday, EST
 

We are seeking an execution-focused Director of Operations / Fleet Manager to step into an existing, mission-critical operational role. In this position, you will oversee the daily operations of a team of Market Managers, Customer Support, and Sales Representatives to ensure work is performed effectively, efficiently, and in alignment with organizational goals. You will provide guidance, support, and direction to employees while monitoring performance, productivity, attendance, task delegation, and policy compliance.

In addition to driving team workflow and employee development, you will own the day-to-day health, allocation, maintenance, and growth of our national vehicle fleet across multiple US markets. You will oversee vehicle repairs, diagnose issues remotely using photos, videos, and digital inspections, enforce preventative maintenance schedules, and negotiate repair pricing and service agreements with local shops.

As part of our extended leadership group, you serve as the vital link between frontline teams and Executive Leadership—communicating objectives, reporting on performance trends, resolving conflicts, and balancing operational efficiency with employee engagement.

This is not a high-level corporate policy role—it is a hands-on operational management position for a leader who thrives in the weeds, handles high-volume moving parts with precision, and takes extreme ownership. We can teach you our internal systems and software, but we cannot teach dedication, high accountability, or operational grit.

• Radical Ownership & Accountability: Takes personal responsibility for team output, fleet performance, vehicle logistics, and vendor follow-through from detection to completion.
• Execution & Detail Focus: Comfortable diving into daily operational details, tracking complex vehicle statuses, and managing moving parts.
• Team Leadership & Development: Provides clear direction, fosters a safe and engaging work environment, monitors employee attendance, and drives performance standard compliance.
• Proactive Stakeholder Management: Drives seamless communication across remote teams, market leads, dealers, auto repair shops, and Executive Leadership without requiring constant supervision.
• Decisive Problem Solving: Resolves sudden vehicle downtime, maintenance bottlenecks, client disputes, or internal team conflict calmly, quickly, and rationally.
• Commercial Acumen: Balances operational discipline with client retention, fleet growth, budget management, and cost control.

• Team Leadership & Performance Management: Direct, monitor, and support Market Managers, Customer Support, and Sales teams to hit productivity and quality targets.
• Fleet Health & Maintenance Control: Oversee maintenance, remotely diagnose issues via digital media, enforce preventative care, and track fleet uptime across regional markets.
• Vendor & Cost Optimization: Negotiate repair pricing and service agreements with local shops, monitor maintenance budgets, and manage overall fleet cost control.
• Maintenance & Retrieval Efficiency: Coordinate swift vehicle servicing, registration renewals, inspections, titling, and repossession/retrieval logistics.
• Fleet Expansion & Scaling: Partner with leadership to find dealership partners, acquire vehicles, and coordinate tech/GPS hardware installations.
• Account & Credit Management: Make grounded judgment calls on account quality, customer issue resolution, fee adjustments, service credits, and churn prevention.

Team Management & Executive Alignment

• →Supervise daily workflows for Market Managers, Customer Support, and Sales Representatives, ensuring clear task delegation and high output.
• →Track employee attendance, productivity metrics, and adherence to company policies and procedures.
• →Resolve internal conflicts, address team concerns, and foster a positive, accountable work environment.
• →Act as the primary operational link between frontline teams and Executive Leadership—reporting on progress, identifying improvement areas, and cascading strategic objectives.

Fleet Logistics, Diagnostics & Asset Management

• →Maintain real-time tracking of all vehicles categorized by operational status across active US markets.
• →Oversee maintenance and repairs across the national fleet; evaluate digital inspections, photos, and videos to determine appropriate repair actions.
• →Establish and enforce standard preventative maintenance schedules to maximize safety, reliability, and compliance.
• →Analyze fleet data to monitor maintenance trends, track uptime, and maintain precise digital records of all repairs and inspections.
• →Oversee logistics for vehicle reservations, handoffs, retrievals, titling, registration renewals, and offboarding/asset sales for retired vehicles.

Vendor Management, Budgeting & Growth

• →Build and streamline relationships with local repair shops, towing providers, detailers, and transport vendors.
• →Negotiate service agreements and repair pricing to control maintenance expenditures while preserving service quality.
• →Monitor operational budgets, maintain reporting accuracy, and actively contribute to sales growth and churn prevention.
• →Support fleet scaling by identifying regional dealership partners, sourcing vehicle inventory, and managing telematics/GPS installations.

• →Budget Management & Maintenance Cost Control
• →Churn Prevention & Customer Health
• →Leadership Support, Team Feedback & Professional Development
• →Sales Growth & Fleet Scaling Support
• →Fleet Health, Diagnostics & Uptime Optimization
• →Reporting Accuracy & Data Analysis

Required

• Location: Must be physically based in South Africa or South America / Latin America.
• Schedule: Ability to work full US business hours reliably (e.g., Eastern / Central Time alignment).
• Experience: 3+ years of hands-on experience in fleet management, operations management, logistics coordination, or field operations overseeing multi-city assets and direct reports.
• Mindset: Strong work ethic, high accountability, self-motivated, and comfortable balancing team leadership with daily operational tasks.
• Communication: Near-native spoken and written English with clear, concise communication across multi-channel environments (Slack, email, CRM, direct calls).
• Technical Setup: Dedicated quiet home office, high-speed fiber internet connection, noise-canceling headset, and reliable power backup (UPS/Inverter).

Preferred

• Prior experience managing US-based fleet operations, rental vehicle networks, or telematics/GPS platforms.
• Proven track record in remote team management across customer support, sales, and logistics functions.
• Background in auto-repair diagnostics, vendor price negotiation, or vehicle procurement.