The Lazy CEO Podcast

Paying it Forward: Building Charity into Your Business

by May 20, 2024The Lazy CEO Podcast

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In this Episode About Building Charity into Your Business

  • Integration of Purpose in Business: Jim Schleckser discusses the importance of businesses leveraging their platforms for good, rather than abandoning them after achieving success, using his own insights and a contrasting perspective from the book “Halftime”.
  • Jeff’s Charitable Business Model: Jeff Maine – CEO of Pay Proudly, illustrates how his payment processing company integrates charitable giving right from its inception, aligning their business activities with community support and creating a strong identity around corporate social responsibility.
  • Challenges and Solutions in Charitable Efforts: The discussion also touches on the practical aspects of managing charitable contributions, including the need for efficient processes and the importance of involving employees in the decision-making process to enhance transparency and commitment to the company’s mission.

Here is a Glimpse of Building Charity into Your Business

In this episode of “The Lazy CEO Podcast,” host Jim Schleckser discusses the integration of purpose into businesses as well as building charity in your business. Jim shares his perspective that businesses shouldn’t abandon their platforms once they’ve established success but should instead use them to make positive contributions. He references his midlife insights from the book “Halftime,” which suggests a shift from success to significance in life’s second half, a concept Jim feels could be initiated much earlier in a business lifecycle.

Jim introduces Jeff Maine – CEO of Pay Proudly, a payment processing company that not only focuses on providing clarity in transactions but also embeds charitable giving into its business model. Jeff shares his journey of integrating purpose into his business from the onset, influenced by personal experiences and a desire to give back to the community. He explains how his company asks clients about causes important to them and aligns their charitable efforts accordingly, which has become a significant aspect of their business identity.

Resources mentioned in this episode:

Thank You to Our Guest

Jeff Maine

With over 25 years of experience in the payment processing industry, Jeff Maine is the Founder & CEO of Pay Proudly LLC. Jeff is not just a seasoned professional; he is a visionary leader committed to driving positive change.

Sponsor for this episode…

This episode is brought to you by The CEO Project. The CEO Project is a business advisory group that brings high-caliber, accomplished CEOs together. Our team of skilled advisors comprises current and former CEOs who have run both public and private sector companies across multiple industries. With our experience and expertise, we guide hundreds of high-performing CEOs through a disciplined approach that resolves constraints and improves critical decisions. The CEO Project has helped high-performing, large enterprise CEOs with annual revenues ranging from $20M to over $2 billion to drive growth and achieve optimal outcomes. If you are an experienced CEO looking to grow your company, visit