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2211 - Chatbots and Beyond The Future of Website Development in an AI World with Commexis' Len Ward

Josh Elledge

Published on: 15/06/2025

In this episode of The Thoughtful Entrepreneur, host Josh Elledge talks with Len Ward, founder and CEO of Commexis, about the shift from traditional marketing to AI-powered strategies. Len shares his passion for Key West and explains how tools like chatbots and AI stacks are reshaping customer engagement and business efficiency. He emphasizes the urgent need for companies to adapt to changing consumer expectations and embrace AI to stay competitive in the evolving marketing landscape.

Business Growth & ScalingEntrepreneurship & StartupsMarketing & BrandingAI and Technology

2208 - Embracing Growth How Today’s Founders Can Thrive in a Fast-Paced World with Andrew Poles

Josh Elledge

Published on: 12/06/2025

In this episode of The Thoughtful Entrepreneur, host Josh Elledge talks with Andrew Poles, founder and CEO of Andrew Poles Executive Coaching, about his passion for mountain biking and training for a 100-mile race in Leadville, Colorado. Andrew shares insights into the unique challenges faced by tech founders and small business owners, especially around growth, leadership, and navigating an AI-driven business landscape. He emphasizes that personal development is just as critical as business strategy, encouraging leaders to pursue holistic growth to truly thrive.

Business Growth & ScalingEntrepreneurship & StartupsLeadershipAI and Technology

2206 - The Essential Role of Insurance in Today's Entrepreneurial Landscape with Flow's Sivan Iram

Josh Elledge

Published on: 10/06/2025

In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Sivan Iram, Co-Founder and CEO of Flow, about the company's mission to help businesses secure commercial insurance. Sivan shares how Flow uses AI to offer specialized products like cyber and professional liability, addressing the unique challenges small and medium-sized businesses face with traditional brokers. The conversation emphasizes the growing importance of cyber insurance and how Flow’s tech-driven solutions are revolutionizing the insurance industry for SMBs.

Business Growth & ScalingEntrepreneurship & StartupsAI and Technology

2204 - From Press Releases to Podcasts Revolutionizing PR in the Digital Age with We Feature You PR's Zachary Bernard

Josh Elledge

Published on: 09/06/2025

In this episode, host Josh Elledge speaks with Zachary Bernard, founder of We Feature You PR, about the future of public relations and the role of AI in enhancing—not replacing—authentic storytelling. They explore how niche publications, compelling narratives, and podcasting offer powerful ways for founders to build visibility and trust. Zachary also shares tips for becoming a successful podcast guest and emphasizes the enduring importance of human connection in an AI-driven media landscape.

Business Growth & ScalingAI and TechnologyPodcastingPublic RelationsDigital Age