Kerry Gifford, from Mahomet, Illinois, has had an incredible career journey, and it’s anything but ordinary. Growing up, he was a cross-country runner at Mahomet-Seymour High School, and that spirit of determination carried him all the way to becoming a Senior Data Analyst. Along the way, Kerry took on every challenge with grit and an open mind, seizing opportunities that came his way and staying committed to helping others.

He’s always had a passion for learning and earning degrees in Business Administration and Computer Science, all while managing a full-time job. But Kerry’s impact goes far beyond the office. He’s a true community leader, dedicating his time to mentoring young entrepreneurs, helping local business owners thrive, and even donating books to uplift and inspire inmates.

For Kerry, real success isn’t about how much money you make or the titles you hold—it’s about making a difference. In this conversation, he opens up about what fuels his drive, shares his thoughts on entrepreneurship and productivity, and discusses why he believes in lifelong learning.

How do you define success, and how long did it take you to find it?

It isn’t about titles or money. It’s about creating a life where you can positively impact others. I found this out after years in the corporate world. Helping someone with data-driven insights or mentoring a young entrepreneur is more rewarding than any financial achievement. It took me about ten years to understand this fully.

What are the qualities of a good entrepreneur?

Curiosity is number one. Entrepreneurs must be lifelong learners. They should ask questions and challenge the status quo. You also need resilience. Mistakes happen. The key is to learn quickly and adapt. Lastly, humility is underrated. No one has all the answers. Good entrepreneurs seek out advice and listen to feedback.

What challenges did you have to overcome at the beginning of your journey?

I struggled with imposter syndrome. I felt like I didn’t belong in meetings where complex data analysis was discussed. I didn’t have a traditional tech background. But I realized experience comes in many forms. My background in business and plumbing taught me problem-solving. I focused on what I could bring to the table. That changed everything.

What’s one trend that excites you?

People are finally realizing the value of simplicity. We tend to overcomplicate data analysis with jargon and unnecessary complexity. The best insights are easy to understand. Making data accessible to everyone, not just the experts, is a trend I’m excited about. It’s democratizing information, and that’s powerful.

What advice would you give your younger self?

Be patient with yourself. I used to think success had to come quickly. That led to frustration. Life is a marathon, not a sprint. Enjoy the learning process. Also, don’t underestimate the power of relationships. Networking isn’t about getting something from someone. It’s about genuine connection. People help you grow in unexpected ways.

What is one habit that helps you be productive?

I plan my week every Sunday. It’s simple but effective. I prioritize three main tasks for the week. This keeps me focused and reduces decision fatigue. I also carve out time to learn something new, even if it’s just 20 minutes a day. Growth keeps me engaged and motivated.

When you feel overwhelmed or unfocused, what do you do?

I take a break. Sounds counterintuitive, but it works. I usually head to the Lake of the Woods Golf Course. Golf clears my mind. It reminds me of discipline and patience. Both are skills you need to work through challenges. Sometimes stepping away helps me come back stronger.

Takeaway

Kerry Gifford from Mahomet, Illinois, shows that success is a journey, not a destination. He learned patience through years of hard work and unexpected career changes. His love of learning never stopped. He used his past experiences to gain confidence when faced with imposter syndrome.

His productivity tips are practical. Planning weekly tasks and taking breaks help him stay focused. Even simple habits, like golfing, can clear the mind and improve work performance. Kerry’s story proves that small, consistent steps lead to big achievements. It’s not about having all the answers—it’s about growing, connecting, and giving back.