166 | Pivot & Prosper: Leadership Through Change – Kevin Calhoun

The Impact of Leadership

Welcome to the Impact of Leadership Podcast (brought to you by CCB Technology – The Best IT Managed Services Provider for Nonprofits & Small Businesses. – Go to CCB Technology today and get connected!

At IOL we believe no one drifts into excellence.

Last episode was with Kevin Calhoun, (Founder of Document Mountain by Cornerstone) where Kevin uncovered the must-have data points for buying a business, dive into acquisition frameworks, and learn from the successes—and failures—that come with this journey. If you missed it – you got to listen to it – it will impact your life on how to buy a business.

This episode is Part 2 with Kevin Calhoun and he talks about his organic growth and leadership style that leads with “Empathy, Humility. It’s Purpose-Driven Leadership Style for him”

We dive deep into the minds of trailblazing leaders and uncover the stories that shape their journeys. Today, I’m thrilled to introduce Kevin Calhoun, a visionary business leader who has turned challenges into stepping stones and transformed his organization through purpose-driven growth.

From navigating the complexities of scaling a company from $3 million to $5 million, Kevin reflects on the enduring struggles we all face—people, cash, sales, and marketing—and shares how these issues magnify as your business grows. With insight into organic growth and customer retention, Kevin highlights the obstacles and opportunities of balancing churn rates and conquering the mysterious realm of digital marketing.

But this interview goes beyond numbers. Kevin opens up about the pivotal moments of his leadership evolution—from a “new sheriff in town” to a leader grounded in humility, respect, and resourcefulness. He candidly shares the lessons he’s learned through trial and error, his shift to empowering his team, and his personal decision to embrace minority business partners as a step toward shared success.

What sets Kevin apart is his approach to business as a ministry, intertwining care, empathy, and connection with strategic growth. He believes that the core of leadership lies in understanding the lives of your team, building trust, and recognizing the value of every individual’s journey.

Join us as Kevin Calhoun delves into his vision, his journey to developing pillars within his company, and how he motivates his team to embrace goals and share in the rewards of success. Whether you’re striving to grow your business, navigate people challenges, or find the right balance between expectations and anticipation—this episode promises insights that are equal parts personal and professional.

Are you ready? Let’s dive in.