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Clark: Your next fleet manager may be closer than you think

June 23, 2025
By recognizing and developing your internal talent today, you lay the foundation for stronger, smarter fleet operations tomorrow.

Fleet managers play a pivotal role in keeping operations efficient, compliant, and cost-effective. Yet, as with drivers and diesel technicians, the fleet management talent pool is thinning. Many current managers are nearing retirement age, and the demand for experienced, forward-thinking leadership is growing fast—especially as technology evolves and electrification reshapes fleet strategy.

So, where will the next generation of fleet managers come from?

You may not have to look far. In fact, your future manager may already be working in your organization—just a few desks away. The key is to identify, train, and nurture that talent before the leadership gap becomes a crisis. Unfortunately, too few fleets have a structured plan in place to develop internal candidates for these critical roles.

Here’s how you can change that.

1. Define the role with clarity

Start by creating a comprehensive, detailed job description that outlines:

  • Technical knowledge (fleet systems, compliance, safety regulations)
  • Problem-solving and analytical abilities
  • Leadership and team management skills
  • Communication and organizational strengths
  • Familiarity with telematics and data analytics tools

This not only sets expectations for candidates but also helps you benchmark internal talent more effectively.

2. Spot potential early

Emerging leaders don’t always stand out right away. They may not yet have the chance to prove themselves in management settings. That’s why you need input from supervisors and other management—people who see these individuals in action every day.

Review performance evaluations, peer feedback, and work habits as well. Look for traits like accountability, initiative, composure under pressure, and willingness to learn. These can be strong indicators of leadership potential.

3. Build a development path

Once you’ve identified promising candidates, give them the resources and support they need to grow. This should go beyond ad-hoc training.

  • Mentorship: Pair future managers with current, experienced leaders to help them learn the ropes and get real-time guidance.
  • Progressive responsibility: Start by assigning them to manage a small project or team. Gradually increase their responsibilities to build confidence and capability.
  • Training programs: Offer internal or external training on management skills, compliance, budgeting, and people leadership.

A formal development track shows employees you’re serious about promoting from within and helps them prepare for the challenges ahead.

See also: Drivers at the center of everything we do—it’s a real business strategy with major ROI

4. Set realistic, measurable goals

New managers, like any employees, need structure. Set clear, attainable goals for them, along with a timeline and metrics for success. This helps them stay focused and confident rather than overwhelmed.

  • Break larger objectives into short-term milestones.
  • Align performance expectations with their experience level.
  • Provide continuous feedback—both constructive and positive—to encourage progress and course-correct when needed.

Avoid setting the bar too high too soon. Unrealistic expectations can lead to burnout and disengagement.

5. Allow room to fail (and learn)

Failure is often the best educator. This may feel counterintuitive, but growth rarely comes without a few missteps. If your internal candidates are afraid of making mistakes, they’ll likely avoid taking initiative—which limits both their development and the department’s success.

Create a culture where intelligent risk-taking is encouraged. Use failures as learning moments. When team members know they have a safety net while training, they’re more likely to think critically and develop resilience—two qualities every great manager needs.

Why promoting from within makes sense

Promoting internal candidates offers several long-term advantages:

  • They’re a known quantity: You’ve already seen how they work and interact with the team.
  • It’s cost-effective: Internal promotions save time and money on external recruiting.
  • It boosts morale: When employees see real growth opportunities, it increases loyalty and motivation.
  • It ensures continuity: Current employees already understand your systems, customers, and culture.

If you want to future-proof your fleet operation, look at your people first. The talent is often already there—you just need to uncover it, invest in it, and give it a path to lead.

The industry is changing; make sure your managers keep pace

The transportation industry will continue to evolve; electrification, automation, and data will demand new skills and leadership styles. But the heart of any successful fleet will always be its people. By recognizing and developing your internal talent today, you lay the foundation for stronger, smarter fleet operations tomorrow. Don’t overlook the potential already sitting within your ranks. Your next great leader may be closer than you think.

About the Author

Jane Clark | Senior VP of Operations

Jane Clark is the senior vice president of operations for NationaLease. Prior to joining NationaLease, Jane served as the area vice president for Randstad, one of the nation’s largest recruitment agencies, and before that, she served in management posts with QPS Companies, Pro Staff, and Manpower, Inc.

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