Networking & Relationship Building

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2359 - A Deep Dive into Merchant Services with JELA Payments' Jimmy Estrada

Josh Elledge

Published on: 16/02/2026

Gemini said In this episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge speaks with Jimmy Estrada, Founder of JELA Payments Systems, about the importance of personalized support and integrity in the often-confusing world of merchant services. Jimmy explains how his company differentiates itself from automated platforms by offering transparent pricing, direct advocacy, and educational resources specifically tailored to the needs of B2B businesses. The conversation highlights how a human-centric approach to payment processing can help entrepreneurs resolve issues quickly, eliminate hidden fees, and build more resilient financial systems.

Business Growth & ScalingEntrepreneurship & StartupsNetworking & Relationship BuildingMarketing & BrandingMeaningful Connections & Sales

2358 - Enhancing Marketing and Operations Without Losing the Human Touch with Unlucky Umbrella Studio's Kasandra Murray

Josh Elledge

Published on: 14/02/2026

In this episode of *The Thoughtful Entrepreneur Podcast*, host Josh Elledge speaks with Kasandra Murray, Founder of Unlucky Umbrella Studio, about the critical need to integrate marketing with back-end operations to maximize lead conversion. Kasandra explains how standard operating procedures (SOPs) and strategic documentation serve as the foundation for scaling, sharing a powerful success story where improved call management helped a client double their revenue. The conversation offers a balanced look at leveraging AI for efficiency while maintaining the essential human touch required for long-term customer retention.

Business Growth & ScalingEntrepreneurship & StartupsNetworking & Relationship BuildingMarketing & Branding

2356 - Riding the Waves of Entrepreneurship with Klipboard's Draven McConville

Josh Elledge

Published on: 13/02/2026

In this episode, Draven McConville, CEO and Founder of Klipboard, shares his journey from passionate motorcyclist and antique collector to serial entrepreneur. He discusses building Klipboard, a SaaS platform for field service businesses, and its recent acquisition by Carriage Commercial Systems. Draven offers insights on bootstrapping versus investor funding, the emotional realities of business exits, and his current role leading global field services.

Business Growth & ScalingEntrepreneurship & StartupsNetworking & Relationship BuildingMeaningful Connections & Sales

2353 - The Transformative Power of Integrity in Leadership with Jim Carlough

Josh Elledge

Published on: 10/02/2026

In this episode, host Josh Elledge interviews Jim Carlough, award-winning Chief Sales Officer, bestselling author, and keynote speaker. Jim discusses his leadership journey, the importance of integrity, and insights from his book, "The Six Pillars of Effective Leadership." The conversation also touches on Jim’s love for local live music and the challenges new managers face when transitioning into leadership roles. Jim shares practical advice for aspiring leaders and offers a free copy of his book to the first three listeners who provide feedback on social media.

Business Growth & ScalingEntrepreneurship & StartupsNetworking & Relationship Building