Operations Systems Manager - Trucking / Fleet Operations

Speedy Cargo LLC is looking for a strong, tech-forward Operations Systems Manager to work directly under ownership and help lead the daily operation of our trucking company.

This is not a basic dispatch role. This is not just a scheduling position. This is a leadership role for someone who can manage people, improve systems, track performance, organize workflows, solve operational problems, and help create structure inside a fast-moving trucking operation.

We are looking for someone who is comfortable using technology, spreadsheets, reports, dashboards, scheduling tools, and communication systems to make the company run better.

The right person must be a strong leader, a strong communicator, and a strong problem solver.

About the Role

The Operations Systems Manager will be responsible for helping manage the full day-to-day operation under ownership.

This person will help oversee driver communication, safety follow-up, performance tracking, scheduling, dispatch coordination, recruiting support, documentation, and operational systems.

The goal of this role is not just to react to problems. The goal is to build better systems so problems are caught earlier, tracked properly, communicated clearly, and fixed faster.

This role requires someone who can lead drivers, manage accountability, improve processes, and use data to make better operational decisions.

Our Operating Priorities

This role must lead the operation in this order:

1. Safety First
2. Performance Second
3. Scheduling and Work Execution Third

Covering the work matters, but it cannot come before safety, accountability, and company performance.

The goal is not just to fill routes. The goal is to run a safe, reliable, organized, data-driven, high-performing trucking operation.

Operations Systems & Process Improvement

This role is responsible for improving the systems that keep the company organized.

Responsibilities include:

• Building and improving daily operational tracking systems
• Maintaining schedules, driver availability trackers, attendance trackers, and performance dashboards
• Using Google Sheets, Excel, reports, and other tools to organize the operation
• Creating better workflows for scheduling, driver communication, safety follow-up, and performance tracking
• Identifying repeated problems and building systems to prevent them
• Helping create standard operating procedures for the team
• Making sure important issues do not get lost, forgotten, or handled without follow-up
• Turning messy operational problems into clear processes
• Helping ownership see what is happening in the business through clear reporting

The right person should be comfortable with technology and should enjoy making operations cleaner, faster, and more organized.

2. Leadership & Driver Accountability

This is a leadership role. The person in this position must be able to lead people, not just manage tasks.

Responsibilities include:

• Leading drivers with professionalism, structure, and consistency
• Communicating expectations clearly
• Holding drivers accountable for attendance, communication, safety, performance, and professionalism
• Addressing problems early before they become bigger issues
• Coaching drivers when needed
• Having direct conversations without avoiding conflict
• Building trust with drivers while still protecting the company
• Creating a culture of accountability, follow-up, and professional standards
• Working directly with ownership on driver issues, performance concerns, and operational improvements

We are looking for someone who can be firm, fair, and consistent.

A strong leader in this role does not wait for problems to become emergencies. They notice issues early, communicate clearly, and follow up until they are resolved.

3. Safety First

Safety is the first priority in this operation.

The Operations Systems Manager must help make sure drivers are operating safely, following company expectations, completing required procedures, and communicating properly.

Responsibilities include:

• Leading the operation with safety as the top priority
• Making sure drivers complete required pre-trip and post-trip procedures properly
• Following up on DVIR issues, vehicle defects, equipment concerns, and maintenance-related items
• Monitoring driver safety concerns, unsafe behavior, accidents, incidents, and near misses
• Coaching drivers on safe driving habits, trip planning, fatigue management, and professional conduct
• Making sure unsafe decisions are not made just to cover work
• Documenting safety conversations, coaching, warnings, and corrective actions when needed
• Helping ownership reduce risk, prevent accidents, and protect the company

Safety should not be treated as paperwork. Safety must be built into the daily operation.

4. Performance Management

After safety, performance is the second priority.

The Operations Systems Manager will help track and improve company performance through better reporting, communication, accountability, and follow-up.

Responsibilities include:

• Monitoring daily and weekly operational performance
• Tracking driver attendance, reliability, communication, route execution, and repeated issues
• Helping improve service quality, driver performance, and company scorecard results
• Identifying weak points in the operation and creating action plans
• Communicating performance concerns clearly to ownership
• Coaching drivers before small problems become major issues
• Holding drivers and staff accountable in a professional and consistent way
• Helping protect the company's reputation with customers, partners, and drivers

This role requires someone who understands that performance does not improve by accident. It improves through clear expectations, tracking, follow-up, and accountability.

5. Scheduling & Work Execution

Scheduling and execution are a major part of this role, but they must be handled with safety and performance in mind.

The Operations Systems Manager must understand that scheduling is not just putting a name on a route. It is putting the right driver on the right work and making sure the operation is set up to succeed.

Responsibilities include:

• Building, reviewing, and managing driver schedules based on business needs
• Tracking driver availability, callouts, attendance, and coverage gaps
• Making sure scheduled work is covered with qualified and reliable drivers
• Coordinating with dispatch, drivers, and ownership regarding route coverage, delays, callouts, equipment problems, and last-minute changes
• Helping prevent rejected work, uncovered routes, missed loads, late starts, and avoidable service failures
• Supporting the operation during urgent issues
• Making sure schedules support safety, legal compliance, rest requirements, and strong operational performance

The right person must be organized, proactive, and able to stay calm when things change quickly.

6. Reporting, Dashboards & Data-Driven Follow-Up

This role needs someone who can use data and reporting to help the company make better decisions.

Responsibilities include:

• Creating and maintaining reports for ownership
• Tracking key operational issues and trends
• Building dashboards or trackers for safety, attendance, scheduling, driver performance, and route coverage
• Reviewing data to identify patterns and repeated problems
• Providing clear updates, summaries, and recommendations
• Making sure problems are documented and followed up on
• Helping turn company information into action

We are not looking for someone who only talks about problems. We need someone who can track the issue, organize the information, and help create the solution.

7. Recruiting, Hiring & Onboarding Support

This role may also support driver recruiting and onboarding as needed., * Assisting with CDL Class A driver recruiting

• Helping screen applicants and schedule interviews
• Communicating with candidates during the hiring process
• Supporting onboarding for new drivers
• Making sure new drivers understand company expectations, safety standards, attendance rules, communication expectations, and procedures
• Following up with new hires to help improve retention
• Helping ownership identify staffing needs before they become urgent problems

8. Administrative & Business Support

The Operations Systems Manager must also be able to support the administrative side of the operation.

Responsibilities include:

• Maintaining organized records related to safety, performance, scheduling, attendance, driver issues, and operations
• Assisting with payroll review, timecard questions, attendance records, and driver communication as needed
• Preparing updates, summaries, reports, and recommendations for ownership
• Helping improve company policies, systems, procedures, and communication
• Supporting company projects and process improvements
• Stepping into different parts of the operation when needed, * Take ownership instead of making excuses
• Use systems to keep the operation organized
• Put safety before everything else
• Understand that performance matters every day
• Know how to manage drivers professionally
• Can hold people accountable without losing professionalism
• Communicate clearly and quickly
• Stay calm when things go wrong
• Follow up until issues are resolved
• Notice small problems before they become big problems
• Can manage multiple moving parts at the same time
• Can work directly with ownership and be trusted with serious responsibility

Who This Role Is Not For

This role is not for someone who only wants a simple desk job.

This role is not for someone who only wants to dispatch loads.

This role is not for someone who avoids difficult conversations.

This role is not for someone who is uncomfortable with technology, spreadsheets, reports, or systems.

This role is not for someone who needs constant reminders.

This role is not for someone who ignores documentation, follow-up, or accountability.

This role is not for someone who believes covering work is more important than doing it safely and correctly.

Work Environment

This is a fast-paced trucking and logistics environment. The operation runs 24/7, and the Operations Systems Manager must be willing to support the company when issues come up.

This position may include office work, driver communication, dispatch coordination, safety follow-up, scheduling, reporting, administrative tasks, system building, and occasional on-site operational needs.

Do you have experience in Computer skills?, The ideal candidate is organized, confident, dependable, firm, fair, and comfortable managing people in a fast-moving trucking environment.

This person should be able to use systems, spreadsheets, dashboards, and reports to make the operation better.

We need someone who can think ahead, solve problems, communicate clearly, and take ownership without needing constant direction.

This Role Is a Great Fit For Someone Who Is:

• Strong with systems, spreadsheets, dashboards, and reporting
• Comfortable leading drivers and managing accountability
• Able to stay calm under pressure
• Organized and detail-oriented
• A strong communicator
• A strong follow-up person
• Able to build structure in a busy operation
• Comfortable working directly with ownership
• Able to manage multiple problems at once
• Focused on safety, performance, and execution
• Interested in helping build a stronger company, * Previous experience in trucking, logistics, transportation, fleet operations, dispatch, operations management, or business operations preferred
• Experience managing CDL Class A drivers strongly preferred
• Strong computer skills required
• Experience with Google Sheets, Excel, dashboards, reports, or scheduling tools preferred
• Knowledge of DOT safety rules, driver compliance, DVIR procedures, hours of service, or transportation operations is a plus
• Strong leadership and communication skills
• Ability to hold drivers and staff accountable professionally
• Strong problem-solving skills
• Ability to stay calm under pressure
• Strong organization and follow-up skills
• Must be dependable, flexible, and willing to support a 24/7 operation
• Must be able to work directly with ownership and take responsibility for important parts of the business

Preferred Experience

• Amazon Freight Partner experience
• Amazon Relay experience
• Middle-mile trucking experience
• Fleet operations experience
• CDL driver management experience
• Dispatch or route execution experience
• Driver recruiting, onboarding, training, and retention experience
• Experience managing a 24/7 transportation operation
• Experience building trackers, dashboards, reports, SOPs, or operational systems

Key Skills Needed

• Leadership
• Systems thinking
• Driver management
• Safety-first mindset
• Performance management
• Scheduling
• Dispatch coordination
• Data tracking
• Dashboard creation
• Google Sheets / Excel
• Reporting
• Process improvement
• Accountability
• Problem solving
• Clear communication
• Documentation
• Driver coaching
• Strong follow-up
• Organization
• Decision-making under pressure
• Ability to manage multiple priorities, The right person must understand that trucking requires flexibility, urgency, accountability, strong communication, and strong systems., * Our operation is 24/7 including weekends will you be comfortable with this type of availability for escalations?
• Do you have experience in training and in fostering a safety culture in a workforce?

License/Certification:

• Commercial driving license (CDL) (Preferred)

Pulled from the full job description

• Tuition reimbursement
• 401(k)
• Health insurance
• Retirement plan
• Paid time off
• Vision insurance
• Dental insurance, Pay will be based on experience, leadership ability, transportation knowledge, technical ability, operational background, and overall fit for the role., * Weekly pay
• Leadership opportunity
• Direct access to ownership
• Growth opportunity
• Fast-growing transportation company
• Opportunity to help lead, organize, and improve the full operation
• Opportunity to build better systems and processes inside the company, We are looking for someone who is serious, reliable, organized, tech-forward, and ready to take ownership of a major leadership role inside the company.

Pay: $73,000.00 - $77,000.00 per year, * 401(k)

• Dental insurance
• Flexible schedule
• Health insurance
• Life insurance
• Paid time off
• Retirement plan
• Tuition reimbursement
• Vision insurance