The Gray Cat Blog

A comprehensive collection of blogs designed to assist small business owners and multiunit operators.

Great Leaders Build Great People

Jun 24, 2026

One of the most rewarding parts of leadership isn’t hitting a sales goal or completing a major project—it’s helping people realize their potential.

Whether someone is a quiet, dependable contributor or an ambitious high performer, my objective has always been the same: How can I help them become better—for the organization and for themselves?

When leaders genuinely invest in developing people, everyone benefits. Employees gain confidence, skills, and new opportunities. Teams become stronger and more engaged. Organizations build a leadership pipeline instead of constantly searching for talent from the outside.

Developing people isn’t a one-way process, however. It requires commitment from both the leader and the employee. The manager provides guidance, coaching, and opportunities, while the employee accepts ownership of their own growth.

When those two commitments align, remarkable things happen.

Build Trust First

Development begins with trust.

People are unlikely to take risks, admit mistakes, or pursue stretch assignments unless they feel psychologically safe.

The best leaders create environments where employees feel respected, valued, and heard. They are approachable, consistent, and authentic in their interactions. They celebrate successes, recognize contributions, and provide support during challenges.

Employees who trust their leaders are far more willing to embrace growth opportunities.

Know the Individual

No two employees have identical aspirations.

Some want to become executives. Others aspire to become technical experts, project leaders, or simply achieve greater work-life balance.

One of the most valuable leadership habits I’ve developed is scheduling brief monthly one-on-one meetings with every member of my team. Those conversations rarely focus solely on projects. Instead, they help me understand what motivates each individual, what obstacles they face, and where they hope their career will take them.

You can’t develop people until you understand what success means to them.

Personality assessments, leadership profiles, and 360-degree feedback can also provide useful insights into communication styles and developmental needs, but they should complement—not replace—regular conversations.

Coach More Than You Direct

Leadership isn’t about having all the answers.

It’s about asking the right questions.

Rather than telling employees exactly what to do, effective leaders coach by helping people think through challenges, evaluate options, and develop their own solutions.

At the same time, expectations must remain clear.

Employees deserve honest, timely feedback that reinforces strengths while addressing areas for improvement. The most effective feedback focuses on behaviors and actions—not personalities—and is delivered consistently rather than saved for annual performance reviews.

People grow faster when feedback becomes part of everyday leadership.

Create Opportunities to Stretch

Growth rarely happens inside someone’s comfort zone.

Throughout my career, I benefited from mentors who gave me assignments well outside my job description. Those opportunities exposed me to marketing, operations, facilities, strategic planning, and executive leadership—experiences that ultimately prepared me to lead Gray Cat Enterprises.

I’ve tried to provide similar opportunities to the teams I’ve led.

During one interim executive assignment, I asked three employees each month to present ideas on three critical business questions:

  • How can we increase revenue?
  • How can we improve gross margin?
  • How can we reduce expenses?

The exercise accomplished far more than generating ideas. It strengthened analytical thinking, built confidence, encouraged collaboration, and gave employees valuable public speaking experience.

Stretch assignments prepare future leaders far better than classroom instruction alone.

Encourage Ownership

Managers shouldn’t own an employee’s career.

Employees should.

The leader’s role is to provide coaching, remove obstacles, create opportunities, and celebrate progress—not micromanage every step.

Regular check-ins keep development on track while allowing employees the freedom to make decisions, solve problems, and learn from experience.

Ownership builds confidence.

Confidence builds leaders.

Measure Growth, Not Just Performance

Organizations often evaluate employees based on results alone.

While performance matters, leaders should also measure development.

Ask questions such as:

  • What new skills has this person acquired?
  • What responsibilities have they taken on?
  • How have they grown as a leader?
  • Are they preparing someone else to succeed?

The strongest organizations create cultures where learning becomes a continuous process rather than an annual event.

Leadership’s Greatest Legacy

Every leader eventually moves on. Promotions occur. Careers evolve. Organizations change.

What remains are the people you’ve helped develop.

Some of my greatest professional satisfaction has come from watching former team members grow into leaders themselves. Their success is far more meaningful than any project or financial result.

Great leaders aren’t remembered simply for what they accomplished.

They’re remembered for the people they inspired, developed, and prepared to accomplish even greater things.

When you make developing people one of your highest priorities, you’re not just building better employees—you are building the future leadership of your organization.

Want more ideas?  For more information on Gray Cat Learning Series, visit: https://www.graycatenterprises.com/gray-cat-learning-series

John Matthews, President & CEO, Gray Cat Enterprises, Inc.

John Matthews is the Founder and President of Gray Cat Enterprises, Inc. a Raleigh, NC-based management consulting company. Gray Cat specializes in strategic project management and consulting for multi-unit operations; interim executive management; and strategic planning. Mr. Matthews has over 30 years of senior-level executive experience in the retail industry, involving three dynamic multi-unit companies. Mr. Matthews experience includes President of Jimmy John's Gourmet Sandwiches; Vice President of Marketing, Merchandising, Corporate Communications, Facilities and Real Estate for Clark Retail Enterprises/White Hen Pantry; and National Marketing Director at Little Caesar's Pizza! Pizza!