The Enduring Power of Direct Mail: Expert Insights from Zairmail’s Wilson Zehr

In this episode of The Thoughtful Entrepreneur, host Josh Elledge welcomes Wilson Zehr, Founder and CEO of Zairmail, for a deep exploration into why direct mail is still one of the most effective marketing channels in today’s digital-first world. Wilson draws from decades of experience—plus a surprising connection to competitive swimming—to illustrate how businesses can blend digital convenience with physical mail for unmatched engagement and ROI. This episode offers a practical, insightful guide for any leader looking to leverage direct mail to scale...

Mastering Stress and Nervous System Regulation for High Performance: Insights from Kristen Boss

In this episode of The Thoughtful Entrepreneur, host Josh Elledge welcomes Kristen Boss, Founder of Sondera, executive coach, keynote speaker, and host of The Kristen Boss Podcast. Kristen dives deep into the power of nervous system regulation, helping high achievers and leaders understand how to perform sustainably under pressure. Her approach bridges neuroscience, leadership, and emotional intelligence—offering strategies that empower professionals to thrive without burning out.

How Nervous System Intelligence Fuels Resilient Leadership

Kristen opens by revealing how intentional st...

Mastering Business Growth: Insights from Mark Abbott, Founder & CEO of Ninety, on Operating Systems, Culture, and Organizational Maturity

In this episode, host Josh Elledge sits down with Mark Abbott, Founder and CEO of Ninety, for a deep dive into business operating systems, organizational culture, and the journey of scaling small and mid-sized companies. Mark—drawing on decades of experience in entrepreneurship, software development, coaching, and workplace culture—explains how leaders can build high-performing, resilient organizations by implementing the right frameworks at the right time. This blog breaks down the episode’s key insights and practical guidance to help b...

Mastering B2B SaaS Pricing: Expert Strategies from Dan Balcauski of Product Tranquility

In this episode, host Josh Elledge sits down with Dan Balcauski, Founder and Principal Consultant of Product Tranquility, to uncover the true science behind effective B2B SaaS pricing. With over two decades in software and deep expertise in pricing strategy, Dan explains why pricing is often misunderstood, what founders consistently overlook, and how SaaS leaders can turn pricing from a liability into a powerful growth lever. This blog breaks down the episode’s most actionable insights to help SaaS founders and product leaders bu...

Unlocking Global Talent and Founder Freedom: Insights from Sid Jashnani of Rekruuto

In this episode, host Josh Elledge talks with Sid Jashnani, Founder of Rekruuto and certified EOS implementer, about how founders can reclaim their time, scale with confidence, and access high-performing global talent. Sid shares his personal leadership journey, his frameworks for effective delegation, and his expert perspective on hiring senior-level overseas professionals—revealing practical, repeatable systems founders can apply immediately.

The Power of Global Hiring and Delegation for Founders

Sid’s story begins on the golf course with his 14-year-old son duri...

Unlocking the Power of Nearshore Talent: Insights from Rob Levin of WorkBetterNow

In this episode, host Josh Elledge talks with Rob Levin, Chairman and Co-Founder of WorkBetterNow, about how nearshore talent is transforming the way small and mid-sized businesses scale and strengthen their teams. Rob—also the host of the Great Talent Great Business podcast and author of the forthcoming New Talent Playbook—explains why nearshoring offers a competitive advantage and how companies can use it to build high-performing, culture-aligned teams.

Why Nearshore Talent Is Transforming the Modern Workforce

Rob explains that U.S. c...

From Chaos to Clarity — How To Be Limitless Helps You Lead with Discipline and Impact

In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Mick Todd, high-performance coach and Founder of To Be Limitless. Mick shares powerful insights on how to unlock clarity, discipline, and high performance to create lasting success—both personally and professionally. With his background in elite coaching and leadership development, Mick helps entrepreneurs and executives design lives filled with purpose, intentionality, and measurable progress.

Stack Great Weeks, Build a Limitless Life

Mick Todd believes success doesn’t come...

The Science of Ethical Persuasion — Strategies to Hear “Yes” More Often with Patrick Van Der Burght

In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Patrick Van Der Burght, SHIELD Certified Coach, Sydney Institute licensed trainer, and founder of Ethical Persuasion. Patrick shares how ethical persuasion—rooted in behavioral science—can drastically improve how you communicate, sell, and lead. He explains why persuasion isn’t about manipulation but about building trust, creating clarity, and helping others say “yes” to what’s right for them.

Master the Psychology of Persuasion Without Manipulation

Patrick Van Der...

How to Make Bold Decisions and Avoid Burnout — Leadership Lessons from Apollo Emeka

In this episode of The Thoughtful Entrepreneur, host Josh Elledge talks with Apollo Emeka, Founder of Apollo Strategy Group Inc. and former Green Beret, Army National Guard veteran, and FBI intelligence analyst. Drawing from a remarkable journey through elite military service, entrepreneurship, and personal reinvention, Apollo shares a decision-making framework designed for high-impact leadership without burnout. If you're looking to lead boldly, energize your team, and create certainty in uncertain times, this conversation is packed with practical insights.

A Proven Framework for Bo...

Reclaiming Men’s Health: Proactive Wellness, Vulnerability, and the Power of Service — Lessons from Christopher Zaino

In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Christopher Zaino, former Mister America and Mister Universe, and Founder of The Stallion Project. Christopher shares his inspiring journey of overcoming ulcerative colitis and embracing a mission to help men reclaim their health, vitality, and purpose. This episode is a powerful call to action for men ready to live intentionally, with honesty, strength, and holistic wellness at the forefront.

The Stallion Protocol: Realigning Men with Health and Purp...

How Human Design Can Transform Your Business — Insights from Stefanie Carlstedt

In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Stefanie Carlstedt, the founder of Stefanie Carlstedt Coaching, to explore how Human Design can help entrepreneurs make aligned decisions, reduce burnout, and build businesses that honor their natural energy. Stefanie shares her personal transformation and offers practical tools to help founders reconnect with their authentic selves for sustainable success.

Build a Business That Honors Your Energy

Stefanie Carlstedt’s entrepreneurial story began with hustle and burnout. Like many, she foll...

Beyond Emotional Intelligence: Aasha LaCount’s Transformative Approach to Healing, Growth, and Leadership

In this episode, host Josh Elledge interviews Aasha LaCount, CEO of BeyondEQ International, to discuss how emotional intelligence can be used as a gateway to deep healing and authentic leadership. Aasha shares her personal journey from anxiety and illness to empowerment through energy work, movement, and emotional awareness. She offers listeners a new lens on personal development—one that integrates mind, body, and energy for lasting transformation.

Redefining Emotional Intelligence for Modern Leaders

Aasha believes emotional intelligence (EQ) goes far beyo...

Unlocking Business Success: In-Depth Strategies from Joe Abreu’s Profit Optimization Program

In this episode, host Josh Elledge interviews Joe Abreu, founder of GLOVISOR and creator of the Profit Optimization Program. Joe shares practical strategies for business owners to increase profitability, streamline operations, and regain balance in their lives. Drawing on years of experience advising entrepreneurs, he outlines actionable methods to uncover hidden costs, optimize systems, and improve both financial and personal well-being.

The Power of Profit Optimization

Joe explains that most business owners operate in constant motion but lack clarity about where th...

How to Prepare Your Home Services Business for a Successful Sale: Expert Insights from Joe Bergin of Commonwealth M&A

In this episode, host Josh Elledge interviews Joe Bergin, Co-founder of Commonwealth M&A, about how home services business owners—such as those in HVAC, plumbing, electrical, roofing, or landscaping—can prepare their companies for a successful sale. With his blend of blue-collar roots and M&A expertise, Joe shares how to transform years of hard work into a legacy-defining exit. He provides straightforward, actionable advice to help business owners position their companies for maximum value and long...

Navigating the Next Phase: Kelly O’Neil’s Expert Guide for Gen X Entrepreneurs Seeking Purpose and Legacy

In this episode, host Josh Elledge interviews Kelly O’Neil, founder of Phoenix Growth Partners, Inc. and host of the Epic AF Podcast. Kelly draws from her decades of experience helping Gen X entrepreneurs reinvent success, sharing powerful strategies for scaling with purpose and building legacy-driven businesses. She explores how shifting priorities, changing work dynamics, and emotional growth converge in midlife entrepreneurship—and how to align your next chapter with meaning, freedom, and impact.

Redefining Success for the Next...

Unlocking Sustainable Growth for Service-Based Businesses: Insights from Michael Walsh

In this episode, host Josh Elledge interviews Michael Walsh, President and Founder of Walsh Business Growth Institute. Michael shares insights from over 30 years of helping service-based businesses scale successfully while keeping their people, purpose, and processes aligned. The discussion explores the stages where businesses typically plateau, the impact of AI and generational shifts, and how leaders can empower their teams to drive sustainable growth.

Building People-First Growth Systems

Michael explains that most service-based companies hit growth ceilings around $2M, $5M, $10M, and $20M...

How to Scale Your Business with Purpose: In-Depth Insights from Tori Boats

In this episode, host Josh Elledge interviews Tori Boats, business strategist, coach, and founder of toriboats.com. Tori shares how she built and scaled multiple companies—including an eight-figure business with 75 employees—and now helps entrepreneurs grow intentionally without sacrificing fulfillment. The conversation explores mindset, purpose, and systems, revealing how business owners can align personal values with sustainable growth.

Scaling with Purpose: Aligning Mindset, Vision, and Growth

Tori explains that most entrepreneurs don’t stop pushing after reaching success—they keep striving...

Unlocking Healthcare Data: Expert Insights from Jason Bryll of Parable Associates

In this episode, host Josh Elledge interviews Jason Bryll, Founder and CEO of Parable Associates, a company helping healthcare organizations harness their data for growth, efficiency, and better patient outcomes. Jason discusses how healthcare’s complex data systems—spanning patients, payers, and providers—can be transformed into powerful strategic assets. The conversation explores modern data infrastructure, AI adoption, and how healthcare leaders can turn information into action.

Turning Healthcare Data into a Strategic Advantage

Jason explains that healthcare organizations deal with some of the...

Optimizing Software Development in Non-Tech Enterprises: Lessons from Nate Amidon of Form100 Consulting

In this episode, host Josh Elledge interviews Nate Amidon, Founder and CEO of Form100 Consulting and Lieutenant Colonel in the Air Force Reserves. Nate shares how his background in both military leadership and enterprise consulting informs his approach to optimizing software development in non-tech organizations. From process mapping to team structure, he offers practical strategies for business leaders looking to improve efficiency, clarity, and scalability in their software operations.

Optimizing Software in Non-Tech Environments

Nate explains that many organizations—manufacturers, se...

Raising Capital and Building Sustainable Companies: Insights from Dr. Thomas Powell of The Founder’s Office

In a recent episode, host Josh Elledge sat down with Dr. Thomas Powell, founder and CEO of The Founder’s Office, to discuss what it really takes to raise capital, refine business models, and build sustainable ventures in today’s competitive market. With decades of experience in entrepreneurship, investment, and advising founders, Dr. Powell offers a rare blend of strategic insight and practical wisdom for business leaders at every stage of their journey.

Navigating the Founder’s Journey

Dr. Po...

How Outsourced Accounting Empowers SMBs: Insights from Rhett Molitor, CEO of Basis 365 Accounting

In this episode, host Josh Elledge interviews Rhett Molitor, CEO and co-founder of Basis 365 Accounting, to explore how outsourced accounting is transforming small and mid-sized businesses. Rhett shares how fractional accounting services help companies move beyond simple bookkeeping to strategic financial management. He also discusses how AI and automation are reshaping the accounting landscape and why proactive financial oversight is the key to scaling with confidence.

The Shift to Strategic, Outsourced Accounting

Rhett Molitor founded Basis 365 Accounting in 2012 to fill...

How to Build a Sustainable, Scalable Business: Insights from Young Han, Fractional COO/CFO

In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Young Han, multi-entrepreneur, founder of Always Han and Thesis, and host of The Girl Dad Show. Young shares his experience as a fractional COO/CFO, helping companies between $10M and $100M in revenue make data-driven, sustainable growth decisions. The discussion dives into how founders can scale methodically, balance emotion with logic, and build systems that create long-term stability instead of short-term excitement.

Building a Sustainable Business Model

Young...

The Power of Personalized Employee Benefits: Insights from Jordan Peace, CEO & Co-founder of Fringe

In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Jordan Peace, CEO and Co-founder of Fringe, a platform transforming how companies design and deliver employee benefits. Jordan shares how Fringe helps employers create personalized, meaningful, and easy-to-manage benefit programs that boost engagement and retention. The conversation explores the rise of lifestyle benefits, the limitations of traditional programs, and why personalization and simplicity are key to supporting today’s workforce.

Rethinking Employee Benefits for the Modern Workforce

Jordan ex...

Proactive Financial Strategy for Business Owners: Insights from Claudio Gambin of GFG Solutions

In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Claudio Gambin, CEO and Founder of GFG Solutions, about transforming the way business owners approach financial planning. Claudio shares how his flat-fee, strategy-first model helps entrepreneurs—especially in construction and trades—optimize taxes, protect assets, and plan for the future with transparency and confidence. The discussion focuses on actionable strategies for smarter business finances and building companies with long-term value in mind.

Redefining Financial Strategy for Business Growth

Claudio expl...

Unlocking Business Growth with Yuliia Solovyeva of CSV Group

In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Yuliia Solovyeva, CEO of CSV Group, about how companies can accelerate growth through smarter strategy, psychology, and AI integration. Yuliia shares her expertise in helping startups and global brands enter new markets, win public tenders, and scale operations sustainably. The discussion offers actionable advice for business leaders looking to combine human insight with data-driven systems for measurable results.

How Understanding People and Processes Drives Growth

Yuliia explains that sustainable business growth starts with...

Mastering Modern PR in the Age of AI: Expert Insights from Amy Rosenberg of Veracity

In an era where AI and digital media are rewriting the rules of communication, modern PR demands more strategy, agility, and authenticity than ever. In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Amy Rosenberg, Founder and President of Veracity, to explore how small businesses and PR professionals can adapt to today’s fast-changing media landscape. Amy shares actionable tactics for building credibility, leveraging AI, and crafting stories that truly resonate with audiences.

The Future of PR...

Maximizing Business Efficiency with Outsourcing and AI: Insights from Adam O’Connor of Gear Inc.

In today’s fast-paced business world, balancing growth, customer satisfaction, and operational efficiency is more challenging than ever. In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Adam O’Connor, Chief Commercial Officer at Gear Inc., to explore how outsourcing and AI can help businesses scale without sacrificing quality. Adam shares how Gear Inc. combines global expertise and advanced technology to deliver customer support solutions that strengthen operations and empower internal teams.

Building Smarter Businesses Through Outsou...

The Five Human Skills AI Cannot Automate: Insights from Steff Vanhaverbeke

As AI continues to reshape industries and redefine the future of work, many professionals are asking the same question: what makes us truly irreplaceable? In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Steff Vanhaverbeke, AI Adoption Coach, lecturer, and author of Being Replaced: The Five Human Skills AI Cannot Automate. Steff explains how humans can thrive alongside AI by developing key meta-skills—flexible thinking, emotional intelligence, collaboration, intuition, and innovation—that machines simply can’t replicate.

Thriving in the Age of...

How to Safely and Strategically Adopt AI in Your Organization: Expert Insights from Lexi Reese, CEO of Lanai

Artificial intelligence is reshaping the modern workplace faster than any technology before it. But as companies rush to integrate AI, many leaders struggle with how to adopt it responsibly—balancing innovation, security, and ethics. In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Lexi Reese, Co-Founder and CEO of Lanai, an AI-native observability and security platform. Lexi shares practical insights on how organizations can safely manage, monitor, and scale AI adoption without compromising data integrity or trust.

How to Automate Payroll Review and Prevent Costly Mistakes: Insights from Yuval Brot, CEO of Celery

Payroll is one of the most complex and error-prone functions in any business, yet it’s critical to get it right every time. In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Yuval Brot, Co-Founder and CEO of Celery, to explore how automation is reshaping payroll management. Yuval discusses how Celery helps organizations detect payroll errors before they happen, improving accuracy, compliance, and financial efficiency for teams of all sizes.

The Future of Payroll: Why Au...

The Transformative Power of Whole-Person Mentoring: Lessons from Ryan King of Ardent Mentoring

In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Ryan King, Co-Founder and CEO of Ardent Mentoring, a nonprofit organization that connects impact-driven entrepreneurs with faith-based mentors. Ryan shares how Ardent’s “whole-person” mentoring approach helps leaders integrate faith, family, and purpose with professional growth. The conversation explores how mentorship can restore balance, build resilience, and inspire generosity in both business and life.

Mentoring the Whole Person

Ryan explains that true success goes beyond revenue—it’s about becoming t...

The Power of Purpose-Driven Storytelling: Expert Insights from Renee Frojo

In this episode of The Thoughtful Entrepreneur, host Josh Elledge interviews Renee Frojo, Founder of A Good Reputation and a leading brand storyteller and content strategist. Renee shares her journey from journalism to entrepreneurship and explains how purpose-driven storytelling helps brands build emotional connections, inspire loyalty, and stand out in a crowded marketplace. Her insights empower business owners and marketers to create narratives that not only attract attention but also drive authentic engagement and trust.

Building an Authentic Brand Through Storytelling

Renee’s ca...

Navigating Payroll and HR in the Cannabis Industry: Insights from Marc Rodriguez of Green Leaf Payroll & Business Solutions Inc.

The cannabis and hemp industries are growing rapidly but face some of the most complex compliance and regulatory challenges in business today. In this episode, host Josh Elledge speaks with Marc Rodriguez, Co-founder and CEO of Green Leaf Payroll & Business Solutions Inc., about how cannabis companies can overcome payroll, HR, and benefits hurdles. Marc shares how his firm helps businesses navigate industry-specific issues like federal restrictions, Section 280E taxation, and labor peace agreements—offering a roadmap for building co...

How AI and No-Code Tools Are Transforming Business: Insights from Sean Weisbrot of We Live to Build

Technology is evolving faster than ever, and businesses that don’t adapt risk falling behind. In this episode, host Josh Elledge interviews Sean Weisbrot, Founder and CEO of We Live to Build, to explore how artificial intelligence and no-code tools are revolutionizing business operations and software development. Sean, who has interviewed more than 260 founders and investors, shares powerful insights on how these tools are reshaping entrepreneurship, empowering non-technical founders, and creating scalable opportunities for growth.

Building Smarter, Faster, an...

How to Scale and Exit Your Business the Right Way: In-Depth Insights from Josh Davis

Many founders and CEOs find themselves caught in the day-to-day grind, unsure how to grow their business sustainably—or how to prepare for an eventual exit. In this episode, host Josh Elledge interviews Josh Davis, five-time founder, Chairman and CEO of JL Davis Enterprises, and one of Canada’s Top 40 Under 40. Drawing from his own entrepreneurial journey and experience selling a fast-growing logistics company, Josh shares a step-by-step guide for scaling, systemizing, and ultimately creating a business that can thrive independently of its...

Unlocking E-Commerce Success: Expert Insights on Shopify, AI, and B2B with Mac King of Domaine

In today’s fast-changing digital landscape, success in e-commerce requires more than great products—it demands innovation, strategy, and adaptability. In this episode, host Josh Elledge interviews Mac King, Co-Founder and Chief Revenue Officer of Domaine, a leading Shopify agency, to explore the latest trends transforming online retail. From the power of AI-driven shopping and B2B growth on Shopify to the revival of branded mobile apps, Mac shares proven strategies for brands aiming to elevate their digital presence and thrive in 2...

Mastering Personal Branding in the Age of AI: Insights from Lauren Davis

In a world increasingly shaped by digital visibility and AI-driven search, personal branding has become a necessity—not a luxury. In this episode, host Josh Elledge interviews Lauren Davis, Founder of Lauren Davis Creative, who shares her five-step framework for building an authentic, memorable, and future-proof personal brand. From storytelling and search visibility to nurturing community and staying adaptable, Lauren offers actionable advice for professionals and entrepreneurs who want to stand out and connect meaningfully in 2024 and beyond.

Building a Personal Brand That Gr...

Mastering LinkedIn in 2024: Expert Strategies from MAIA Digital

LinkedIn has become more than just a job-hunting platform—it’s now the go-to space for business growth, personal branding, and professional influence. In this episode, host Josh Elledge interviews Shay Thieberg and Eli Igra Serfaty, co-founders of MAIA Digital, to discuss how individuals and companies can maximize their visibility and results on LinkedIn. They explore the platform’s latest features, user behavior trends, and actionable strategies that turn casual networking into meaningful business opportunities.

The Future of LinkedIn: Engagement, Authenticity, and Opportunity

According to Shay a...

How to Build a High-Performing Sales Team in a Founder-Led Business: Insights from Nicholas Loise

For many small and midsize business owners, sales can be both the engine and the bottleneck of growth. Founder-led sales will only take a company so far before scalability demands process, structure, and leadership. In this episode, host Josh Elledge speaks with Nicholas Loise, Founder of Sales Performance Team, who shares practical strategies for transitioning from founder-driven selling to building a high-performing, self-sustaining sales organization.

Building a Scalable Sales System

Nicholas Loise explains that most founders struggle with...

Navigating Digital Transformation in Construction: Expert Insights from Huw Roberts, CEO of PMWEB

The construction industry is evolving at a critical pace—balancing traditional processes with the rise of AI, automation, and digital transformation. In this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Huw Roberts, CEO of PMWEB, to discuss how construction firms can modernize operations, improve efficiency, and adopt outcome-driven technology strategies. Huw shares actionable insights for leaders navigating uncertainty, highlighting the need for clear goals, practical innovation, and consistent learning to build resilient, future-ready organizations.

The Digital Shift in Co...