Nick DeGregorio

Nick DeGregorio is a faith-driven entrepreneur whose journey from football to leadership in roofing and real estate is grounded in integrity, community impact, and personal growth. Guided by his faith in Jesus Christ, Nick integrates professional success with a mission to uplift lives and foster authentic connections. Through strategic collaborations, thought-provoking podcasts, and impactful events, he inspires others to pursue success while staying true to values of faith, love, and service.

Recent Posts

Michael Fassnacht on Leadership, Economic Growth, and the Power of Showing Up

Posted by Nick DeGregorio on February 27, 2025 at 5:00 AM

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Topics: Real Estate Moguls, Real Estate Moguls Podcast, Nick DeGregorio Podcast

Speak Life: How Your Words Shape Your Faith and Walk with God

Posted by Nick DeGregorio on February 27, 2025 at 5:00 AM

Your words hold extraordinary power. Every time you speak, you plant seeds, seeds of life or seeds of destruction. The Bible makes it clear: “The tongue can bring death or life; those who love to talk will reap the consequences” (Proverbs 18:21, NLT). What you say isn’t just a reflection of your thoughts, it’s a reflection of your faith.

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Topics: Modern Spirituality, Modern Spirituality - Foundations

Your Frustrations Are the Key to Your God-Given Gifts

Posted by Nick DeGregorio on February 26, 2025 at 5:00 AM

If you have ever found yourself silently critiquing something in your church, wondering why no one has stepped up to fix it, you may be closer to discovering your purpose than you realize. That area stirring frustration within you is often the exact place where you have been gifted to make a difference. What may feel like an annoyance could be the clearest invitation you will ever receive to step into your role with purpose.

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Topics: Modern Spirituality, Modern Spirituality - Community

How Inverting Problems Can Unlock Smarter Solutions

Posted by Nick DeGregorio on January 29, 2025 at 5:00 AM

When you’re faced with a problem, your first instinct is usually to look for solutions. You map out goals, brainstorm next steps, and focus on the outcome you want. But what if the real key to solving a problem lies in flipping it on its head? What if, instead of thinking about what you want, you focused on what you absolutely don’t want? This simple yet powerful approach is called inversion, and it’s one of the most underrated tools for rational thinking.

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Topics: CEO Roundtable, CEO Roundtable - Leadership

Why Taking Action Beats Endless Debating Every Time

Posted by Nick DeGregorio on January 27, 2025 at 5:00 AM

Sometimes the hardest part of moving forward is simply starting. Whether you’re running a company or tackling a personal goal, the temptation to overthink your decisions can be paralyzing. But here’s the truth: action produces information. It’s the only way to clear the fog and figure out what’s next.

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Topics: CEO Roundtable, CEO Roundtable - Leadership

Mentorship, Work Ethic, and Mastering Industrial Real Estate with Steve Kohn

Posted by Nick DeGregorio on January 20, 2025 at 5:00 AM

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Topics: Real Estate Moguls, Real Estate Moguls Podcast, Nick DeGregorio Podcast

Dan Spiegel on Building Long-Term Success in Real Estate

Posted by Nick DeGregorio on December 19, 2024 at 5:00 AM

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Topics: Real Estate Moguls, Real Estate Moguls Podcast, Nick DeGregorio Podcast

Michael McLean, Jr: Leadership, Trust, and Building Communities

Posted by Nick DeGregorio on December 11, 2024 at 5:00 AM

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Topics: Real Estate Moguls, Real Estate Moguls Podcast, Nick DeGregorio Podcast

Fritz Kaegi Talks Leadership, Reform, and Transparency

Posted by Nick DeGregorio on December 2, 2024 at 5:00 AM

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Topics: Chicagoan, Chicagoan Podcast, Nick DeGregorio Podcast

Brad Tietz: Inside Chicago’s Business Pulse

Posted by Nick DeGregorio on November 14, 2024 at 5:00 AM

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Topics: Chicagoan, Chicagoan Podcast, Nick DeGregorio Podcast

Maj. Gen. Alex Fink on Leading Through Transformation and Building Influence

Posted by Nick DeGregorio on November 11, 2024 at 5:00 AM

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Topics: CEO Roundtable, CEO Roundtable Podcast, Nick DeGregorio Podcast

Dan Wagner Discusses Real Estate Innovation and Community Impact

Posted by Nick DeGregorio on October 10, 2024 at 5:00 AM

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Topics: Real Estate Moguls, Real Estate Moguls Podcast, Nick DeGregorio Podcast

Mark Denzler on Manufacturing's Future

Posted by Nick DeGregorio on August 9, 2024 at 5:00 AM

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Topics: CEO Roundtable, CEO Roundtable Podcast, Nick DeGregorio Podcast

Carmen Rossi: From Frankfort to Chicago's Top Tables

Posted by Nick DeGregorio on July 26, 2024 at 5:00 AM

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Topics: Chicagoan, Chicagoan Podcast, Nick DeGregorio Podcast

Tania Leanos on Balancing Finance and Fashion

Posted by Nick DeGregorio on July 5, 2024 at 5:00 AM

In a recent episode of "The Chicagoan," host Nick DeGregorio delved into an inspiring conversation with Tania Leanos, a multi-talented individual balancing careers in finance and fashion. Born and raised in Chicago, Tania's journey from a criminology major to a financial professional and model showcases her resilience and determination.

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Topics: Chicagoan, Chicagoan Podcast, Nick DeGregorio Podcast

Sean Lyons on Resilience, Success, and the Power of Consistency

Posted by Nick DeGregorio on June 16, 2024 at 5:00 AM

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Topics: Real Estate Moguls, Real Estate Moguls Podcast, Nick DeGregorio Podcast

Blake Zack's Journey from Rejection to Real Estate Success

Posted by Nick DeGregorio on June 3, 2024 at 5:00 AM

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Topics: Real Estate Moguls, Real Estate Moguls Podcast, Nick DeGregorio Podcast

Nick DeGregorio: Revolutionizing Real Estate with Purpose and Giving Back

Posted by Nick DeGregorio on June 21, 2023 at 5:00 AM

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Topics: Real Estate Moguls, Real Estate Moguls Podcast, Nick DeGregorio Podcast