Coaching

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2326 - The Power of Stacking Great Weeks for Lasting Impact with 2b Limitless' Mick Todd

Josh Elledge

Published on: 22/11/2025

In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Mick Todd, Founder of 2b Limitless, about how clarity, discipline, and engagement drive high performance. Mick shares his personal routines for balance and explains how 2b Limitless helps clients through coaching, leadership retreats, and certification programs. The conversation explores time ownership, defining a “great week,” and how a client-centered approach leads to meaningful, lasting impact.

Entrepreneurship & StartupsLeadershipCoaching

2292 - When Best Practices Become Bad Habits with Town Square Business Advisors' Matthew Person

Josh Elledge

Published on: 20/10/2025

In this episode, host Josh Elledge interviews Matthew Person, Founder & Managing Director of Town Square Business Advisors, about the challenges of building authentic, high-performing workplace cultures. Matthew shares his “Four I’s” methodology—Identity, Instruction, Intercommunication, and Information Feedback—which helps organizations balance structure and freedom through what he calls “constrained independence.” He explains why culture can’t be copied, highlights practical tools and quizzes for leaders on his website, and offers actionable insights for creating adaptable, aligned, and sustainable company cultures.

Entrepreneurship & StartupsLeadershipCorporate CultureCoaching

2272 - Overcoming the Dunning-Kruger Effect and Embracing Vulnerability for True Connection with Marianne Hickman

Josh Elledge

Published on: 22/09/2025

In this episode, host Josh Elledge interviews Marianne Hickman, a top speaker coach and podcaster, about her passion for architecture, Renaissance art, and the role of color and authenticity in today’s digital world. Marianne shares insights on the speaking industry, including the Dunning-Kruger effect, and emphasizes the importance of vulnerability, mindset, and genuine audience connection. She also describes her coaching approach, focusing on personal growth and authentic leadership, and reminds listeners that true impact comes from meaningful, one-on-one connections rather than chasing numbers.

Public RelationsCoachingPublic Speaking

2271 - Creating High-Value Group Coaching Programs That Attract Premium Clients with Success Made Simple's Cailen Ascher

Josh Elledge

Published on: 19/09/2025

In this episode, Josh Elledge talks with business coach Cailen Ascher, founder of Success Made Simple, about her journey from one-on-one coaching to group programs. They explore how group coaching helps entrepreneurs scale their businesses, reclaim time, and design transformational offers, including strategies for pricing and identifying ideal clients. Cailen also shares her approach to building a business that supports a balanced lifestyle, highlighting her three-day workweek and family time at her Berkshires lake house.

Business Growth & ScalingCoaching