Josh Elledge · UpMyInfluence.com & PodVerified.com

The Thoughtful Entrepreneur

The Thoughtful Entrepreneur features candid, commercial-free conversations with the founders, CEOs, and B2B leaders building the companies and ideas shaping their industries. Each episode runs 15-25 minutes, built for busy professionals who want substance without the filler. Guests include agency owners, consultants, coaches, and executives with real stories, hard-won lessons, and specific insight for business leaders focused on growth. Host Josh Elledge has conducted 3,000+ interviews, helped launch 300+ podcasts, and has been directly involved in generating $40M+ in client results through re...

Author

Josh Elledge · UpMyInfluence.com & PodVerified.com

Category

Business

Podcast website

PodVerified.com

Latest episode

Jul 5, 2026

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Episodes

2013 – How AI is Transforming Customer Interactions and Contact Centers with Waterfield Tech’s Kerry Robinson 14.09.2024

The Transformative Impact of AI on Customer Service   In a recent episode of our podcast, we delved into the transformative role of artificial intelligence (AI) in customer service, particularly within contact centers. Our guest, Kerry Robinson, the Vice President of Conversational AI at Waterfield Technologies, shared invaluable insights into the advancements in AI technology and its implica...

2012 – Transforming Your Networking Skills for Business Growth with Michael Forman 13.09.2024

Mastering Networking and Communication for Business Success In the latest episode of our podcast, we had the pleasure of hosting Michael Forman, a renowned keynote speaker specializing in networking and communication. Michael shared his wealth of knowledge on how professionals can enhance their networking skills, build meaningful connections, and effectively follow up to maintain relationships. Th...

2011 – Overcoming Limiting Beliefs and Finding Balance in Business Success with Will Steel 12.09.2024

Transformational Leadership: Understanding and Overcoming Limiting Beliefs In a recent episode of "The Thoughtful Entrepreneur," host Josh engages in a thought-provoking conversation with Will Steel, a transformational leadership and business coach. The discussion delves into the profound impact of personal transformation on business success, emphasizing the importance of overcoming limiting belie...

2010 – Why AI Can’t Replace Your Financial Partner in Business with TeKoda Accounting’s Tevia Hoalst 11.09.2024

Navigating the Complexities of Financial Management In a recent podcast episode, host Josh engages in a compelling conversation with Tevia Hoalst, the founder of TeKoda Accounting. The discussion delves into the accounting industry, its current challenges, and the pivotal role of company culture in fostering a successful business environment. Tevia shares her unique perspective on the importance o...

2009 – Unleashing the Power of Human-Centric Content in Social Media Marketing with Dash of Social’s Ashley Mason 10.09.2024

Mastering Social Media Marketing   In a recent episode of "The Thoughtful Entrepreneur," host Josh explores the nuances of social media marketing with Ashley Mason, founder of Dash of Social. This content marketing agency excels in social media management, blog content, email marketing, and overall marketing strategy, particularly for tech startups and smaller companies. The discussion is pac...

2008 – The Power of Uplifting Others in Your Leadership Journey with The Serving Way’s Chris Thyberg 09.09.2024

Leadership Development: Embracing the Growing Edge In a recent episode of the podcast, host Josh delves into the intricacies of leadership with Chris Thyberg, a seasoned leadership coach and the founder of "The Serving Way." The conversation sheds light on the multifaceted nature of leadership, particularly the challenges leaders face as they transition from technical roles to leadership positions...

2007 – Mastering the Art of Personal Branding in a Crowded Market with Allan Draper 08.09.2024

Insights from an Expert on Entrepreneurship and Personal Development In this episode, we delve into the world of entrepreneurship with Allan Draper, a seasoned entrepreneur and business startup expert. The conversation covers a range of topics, including Allan's journey from practicing law to becoming a successful entrepreneur, the significance of personal branding, the necessity of focusing on a...

2006 – Discover the Future of E-commerce: Trends and Tips for Shopify Entrepreneurs with Clayton Bates 07.09.2024

Mastering E-commerce: Expert Shopify Strategies with Clayton Bates In the latest episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Clayton Bates, a seasoned Shopify expert and the founder of Inspire Small Business. With over six years of experience and a portfolio of around 600 clients, Clayton has facilitated over $100 million in sales through the websites his company has d...

2005 – Mastering Retirement: Effective Investment Strategies for Business Owners with Steve Selengut 06.09.2024

Maximizing Retirement Income: Transition from Active to Passive Income In a recent episode of "The Thoughtful Entrepreneur," host Josh engages in a thought-provoking conversation with Steve Selengut, also known as "The Income Coach." Steve, the author of "Retirement Money Secrets" and the mind behind theincomecoach.net, shares his expertise on financial strategies tailored for business owners and...

2004 - Relationships and Their Impact on Doing Business - Building Trust and Authenticity 05.09.2024

In this final episode of our special series, we reflect on the profound impact relationships have on doing business. We discuss how trust and authenticity are key to building strong business relationships that drive success. Key Points Covered: Building Trust in Business Relationships: Trust is fundamental to any successful relationship, especially in business. Josh and Alissa discuss how entrepre...

2003 - Your Network is Your Net Worth - Building Connections That Last 04.09.2024

In this episode of The Thoughtful Entrepreneur , we explore the importance of networking and why your network truly is your net worth. We discuss how building and nurturing a strong network can lead to long-term success and create meaningful business opportunities. Key Points Covered: Aligning with the Right People for Success: The discussion begins with the significance of surrounding yourself wi...

2002 - Storytelling That Sells - Using Stories to Resonate and Succeed 03.09.2024

In this episode of The Thoughtful Entrepreneur , we delve into the power of storytelling in sales. We explore how compelling stories can connect with audiences, build trust, and drive business growth across various industries. Key Points Covered: The Importance of Storytelling in Business: Josh and Alissa discuss why storytelling is more than just a marketing tool—it’s a powerful way to create emo...

2001 – Leading with Generosity: Balancing Giving and Gaining from 2000 Conversations 02.09.2024

In this episode of The Thoughtful Entrepreneur , we kick off our special series celebrating 2000 episodes by exploring the theme of generosity in business. We discuss the importance of leading with generosity and finding the balance between giving and gaining in the world of podcasting and beyond. Key Points Covered: The Evolution of The Thoughtful Entrepreneur : Josh and Alissa reflect on the ori...

2000 – PodCash Leader Network Attraction Mastery Workshop with Josh Elledge 01.09.2024

PodCash Leader Network Attraction Mastery Workshop Reaching the 2000th episode of "The Thoughtful Entrepreneur" is no small feat. Josh Elledge, the host, has spent countless hours conversing with over 2000 leaders, amassing approximately 40,000 minutes of content. This milestone episode is a treasure trove of insights and strategies for B2B business owners looking to attract high-value clients, pa...

1999 – How to Turn Your Agency into a Client Retention Powerhouse with Colby Wegter 29.08.2024

Mastering Agency Growth and Client Retention In the latest episode of "The Thoughtful Entrepreneur," host Josh engages in a compelling conversation with Colby Wegter, the founder of the Delivery Mastery community. The discussion delves into the intricacies of agency growth, the critical importance of client retention, and the common challenges faced by agency owners in today's competitive landscap...

1998 – Navigating the New Era of Leadership with The Success Factory’s Graham Wilson 28.08.2024

A Comprehensive Guide to Modern Leadership   In a recent podcast episode hosted by Josh, listeners were treated to an enlightening conversation with Graham Wilson, a renowned leadership expert and founder of Success Factory. Dubbed a "leadership wizard" by a client, Graham brings over three decades of experience in leadership, from his early days in the British Army to his current role in cor...

1997 – Breaking the Marketing Agency Cycle with LoudMouse’s Marc Ensign 27.08.2024

Navigating the Complexities of Marketing In a recent episode of our podcast, we had the pleasure of hosting Marc Ensign, a fractional Chief Marketing Officer (CMO) specializing in the legal, financial, and medical sectors, and the founder and CEO of LoudMouse. Marc shared his extensive experience and insights into effective marketing strategies, the challenges businesses face with marketing agenci...

1996 – Managing Virtual Assistants and Boosting Engagement with Kirsten Graham 26.08.2024

Mastering Outsourcing and Video Marketing   In a recent episode of "The Thoughtful Entrepreneur," host Josh delves into the intricacies of outsourcing and video marketing with Kirsten Graham, co-founder and co-CEO of Six Figure Business Coaching. Kirsten brings over 16 years of experience in the outsourcing industry, particularly in helping businesses streamline their marketing tasks through...

1995 – The Importance of Financial Leadership in Business Growth with Prosper CFO’s Jay Dotson 23.08.2024

The Importance of Financial Leadership for Small Businesses In the latest episode of our podcast, we delve into the critical role of financial leadership in small businesses, particularly focusing on the transformative impact of fractional CFOs. Our guest, Jay Dotson, a partner at Prosper CFO, shares his wealth of experience and insights on how businesses can enhance their financial health through...

1994 – Overcoming the Connectivity Challenges in the IoT Landscape with Eseye’s Nick Earle 22.08.2024

Unlocking the Future of IoT: Exploring Interoperability in IoT Devices In a recent episode of The Thoughtful Entrepreneur, host Josh sat down with Nick Earle, the CEO of Eseye and the host of the IoT Leaders Podcast, to delve into the intricacies of the Internet of Things (IoT) industry. The conversation was rich with insights on the challenges and advancements in IoT, particularly focusing on con...

1993 – Navigating Rising Advertising Costs and Building Customer Loyalty with Max Bidna 21.08.2024

Navigating the Evolving Landscape of Paid Advertising and Newsletters In this insightful episode of the podcast, the host, Josh Elledge, engages in a deep conversation with Max Bidna, also known as "Marketing Max." The discussion revolves around Max's journey from Wall Street to becoming a marketing expert, focusing on the evolution of paid advertising and the growing importance of newsletters as...

1992 – Enhancing User Experience in Digital Marketing with COLAB’s Morgan Witham 20.08.2024

Unlocking Business Success: The Role of Iteration and AI in Digital Solutions   In a recent episode of "The Thoughtful Entrepreneur," host Josh engages in a thought-provoking conversation with Morgan Witham, the CEO of CoLab, a digital agency renowned for solving business challenges through innovative web solutions. This episode delves into CoLab's services, its history, and the current trend...

1991 – Navigating Sales Tax Obligations in the Digital Marketplace with Peisner Johnson’s Jason Parr 19.08.2024

Navigating Sales Tax in E-Commerce In a recent episode of "The Thoughtful Entrepreneur," host Josh delves into the intricate world of sales tax compliance with Jason Parr, the CEO of Peisner Johnson, also known as "The Sales Tax People." This episode is a must-listen for e-commerce businesses grappling with the complexities of sales tax, especially in the wake of the 2018 Supreme Court case "Wayfa...

1990 – The Power of Intellectual Property for Sustainable Business Success with Think Beyond IP’s Erin Austin 16.08.2024

Unlocking the Power of Intellectual Property for Consultants and Coaches In the latest episode of "The Thoughtful Entrepreneur," host Josh delves into the critical role of intellectual property (IP) for consultants and coaches with Erin Austin, the founder of Think Beyond IP. This episode is a treasure trove of insights on how experts can transform their knowledge into scalable revenue streams by...

1989 – Transforming Leadership Through the Power of Feedback with Lee Povey 15.08.2024

Leadership Insights: Cultivating an Olympic Mindset for Business Success In a recent podcast episode, host Josh engages in a compelling conversation with Lee Povey, a high-performance leadership coach who specializes in guiding founders, startups, and teams to develop an "Olympic mindset." This episode is a treasure trove of insights for anyone looking to enhance their leadership skills and optimi...

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