DiscoverThe Business Owner's Journey
The Business Owner's Journey

The Business Owner's Journey

Author: Nick Berry

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Description

We shorten the learning curve of business ownership by bringing on entrepreneurs, leaders, and innovators to share their stories, challenges, leadership practices, and winning strategies. 


Welcome to ‘The Business Owner’s Journey', the podcast that’s here to help you navigate your way in the world of business ownership. 


Hosted by 20+ year entrepreneur, Nick Berry. 

Nick interviews entrepreneurs, leaders, and innovators to share their personal stories, challenges, leadership, and strategies from their own business owner’s journey. 

Guests like: 
Matt Diggity, John DiJulius, John Jantsch, Roland Gurney, Brett Bartholomew, Kiri Masters, Matt Goebel, Austin Mullins, Dr. Haley Perlus, Kelly Berry, Dana Farber, Steve McFarland, Sara Nay, Scott Fay, Daniel Wakefield, Jessica Yarmey, Shireen Hilal, Phil Putnam, Brooke Lively, Vivien Hudson, Anthony Milia, Romi Wallach, Nicole Mastrangelo, Melissa Darville   


It’s crowdsourced business mentorship in highly concentrated doses.


We’ll cover: 
- Strategy 
- Leadership 
- Ideas & Opportunities 
- Best practices 
- Tools and resources 
- All of the Lessons and experience from our guests 


This podcast for the business owners who are driven to grow and improve,  
+ Who want realistic and actionable insights.
+ Who understand the immeasurable value in lessons learned from others.
+ And that they’re just one lightbulb moment away from a big breakthrough.

  

The goal is to shorten your learning curve so you can get out in front of challenges and be prepared for opportunities.  

The journey for a business owner is hard. It’s complex, it’s stressful, and can be lonely.  

But it can also be exciting, rewarding, and fulfilling, and you don’t have to do it alone.  


Take advantage of insights and experiences of other business owners and how they’re navigating their own Business Owner’s Journeys, so you don't have to figure it all out on your own.  

Learn from businesses like Diggity Marketing, Duct Tape Marketing, Bobsled Marketing Agency, Treacle Marketing Agency, Moonstone Marketing, Vistage, EOS, John Maxwell Team, Life Intended, Top Tier Headshots, Milia Marketing, The Daily Drip, Shiver Caribbean Desert  


#SmallBusiness #Entrepreneur #BusinessGrowth #SmallBiz #Startup #BusinessTips #BusinessLessons #BusinessOwner #OnlineBusiness #SmallBusinessOwner 
#BusinessMentor #BusinessCoach # BusinessMastermind #GrowthHacking #BusinessSuccess #BusinessLeadership #BusinessStrategy #MarketingStrategy

52 Episodes
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Full Episode Page: Chase Murdock: Growing a HoldCo and Attracting and Retaining Great Leaders Summary: Nick Berry interviews Chase Murdock, CEO of Decada Group, on building a diversified holding company. Chase shares his approach to acquisitions, how he makes three bets on every deal, and the challenge of identifying great operators. He also discusses Durable, his new venture supporting small business owners. Takeaways: 🔹 Make 3 key bets—industry, business, and leadership—to drive succe...
Full Episode Page: Anne McGinty: Entrepreneurship, Financial Freedom, and How to Grow My Small Business Podcast Summary: How do you grow a business, achieve financial freedom, and still follow your passion? Anne McGinty, host of How I Built My Small Business, shares her journey from launching multiple businesses - including two successful exits - to building a top 1% global podcast. Anne opens up about the creative process behind her show, balancing passion with business, and why internal val...
Full episode page: Season 2 of The Business Owner's Journey: The Need for Speed Episode Summary: Nick Berry kicks off Season 2 of The Business Owner’s Journey with a preview episode with a short lesson on business growth and the power of speed in entrepreneurship. Nick previews this season’s lineup of top-tier guests - entrepreneurs, experts, and business strategists - who will share game-changing lessons to help you move faster, make better decisions, and lead with confidence. Some of ...
Full Episode Page: Season 1: Reflection and What's Ahead Episode Summary: In this special episode wrapping up Season 1 of The Business Owner’s Journey, host Nick Berry reflects on the lessons learned and what’s to come in Season 2. Nick explores the mental aspects of business, how podcasting can accelerate personal and professional growth, and his strategies for creating value for guests and listeners alike. With a focus on resilience, mindset, and creating lasting connections, Nick highlight...
The '12 Days of Business' Mini-Series Day 12: Dana Farber: How to Use Customer Insight Mapping to Reveal Misconceptions Sabotaging Your Marketing Get all '12 Days of Business' here. Episode Summary: As part of our special "12 Days of Business" mini-series, Nick Berry shares a segment with Dana Farber, Founder of Moonstone Marketing, to explore the power of customer insight mapping. Dana shares how marketers can uncover hidden biases and better understand their customers’ journeys to build au...
The '12 Days of Business' Mini-Series Day 11: Romi Wallach & Nicole Mastrangelo: Empathy, Understanding, and Truly Connecting with Your Customers Get all '12 Days of Business' here. Episode Summary: As part of the 12 Days of Business mini-series wrapping up Season 1 of The Business Owner’s Journey, host Nick Berry is joined by Romi Wallach and Nicole Mastrangelo, co-founders of Daily Drip Media. This dynamic duo shares how empathy in business, listening to customers, and building authe...
The '12 Days of Business' Mini-Series Day 10: Anthony Milia’s Business Journey: 5 Inflection Points That Shaped His Leadership Get all '12 Days of Business' here. Episode Summary: Nick Berry interviews Anthony Milia, founder of Milia Marketing, speaker, and author. Anthony reflects on five pivotal moments that shaped his leadership journey and helped him scale his award-winning marketing agency. From John DiJulius' mentorship to implementing the EOS framework and leveraging peer communities...
The '12 Days of Business' Mini-Series Day 9: Vivien Hudson: Tips for Business Owners to Prioritize Health and Manage Stress in 2025 Get all '12 Days of Business' here. Episode Summary: As part of our 12 Days of Business mini-series, Nick Berry is joined by Vivien Hudson, Stress and Performance Coach and Founder of Brain, Body, and Business. Known as the 'Anti-Pharmacist,' Vivien delivers actionable insights into how entrepreneurs can improve their health, manage stress, and achieve peak per...
The '12 Days of Business' Mini-Series Day 8: Shireen Hilal's Top 3 Trends in Business for 2025 and How to Take Advantage of Them Get all '12 Days of Business' here. Episode Summary: As part of the special 12 Days of Business mini-series, Nick Berry welcomes Shireen Hilal, founder and CEO of Maior Strategic Consulting, back to the podcast. Shireen shares her expertise on the top three trends in business for 2025, including how client disconnect, remote work challenges, and the demand for effi...
The '12 Days of Business' Mini-Series Day 7: Brett Bartholomew: Building Trust, Resolving Conflict, and Communicating Better in Your Business Get all '12 Days of Business' here. Episode Summary: Nick Berry sits down with Brett Bartholomew, a performance coach, best-selling author, and founder of Art of Coaching. Brett brings his expertise in leadership, communication, and power dynamics to share actionable insights for business owners. He explains how social agility, reading the room, and ad...
The '12 Days of Business' Mini-Series Day 6 : Jessica Yarmey: Authentic Personal Branding - Do You Separate the Leader You Are from the Content You Share Get all '12 Days of Business' here. Episode Summary: Nick Berry chats with Jessica Yarmey, an experienced entrepreneur and founder of FlexSociety and SizzleSociety. Jessica shares her journey of building successful brands, from franchising to launching her own startups. As she reflects on her leadership, she opens up about embracing a...
The '12 Days of Business' Mini-Series Day 5: John DiJulius and Nick Berry Discuss How All Business Problems Are Leadership Problems Get all '12 Days of Business' here. Episode Summary: In this insightful conversation, Nick Berry interviews John DiJulius, president of The DiJulius Group and a global authority on world-class customer and employee experience. John breaks down the biggest challenge in business leadership: how unprepared “accidental managers” can sabotage team morale. He also exp...
The '12 Days of Business' Mini-Series Day 4: Sara Nay on Burnout, Delegation, and the Mindset for Entrepreneurship Get all '12 Days of Business' here. Episode Summary: In this episode of The Business Owner’s Journey, Nick Berry speaks with Sara Nay, CEO of Duct Tape Marketing, about the mental toughness required to navigate entrepreneurship. Sara shares her personal experience with burnout and how a mindset shift and strategic delegation helped her overcome challenges. With over a decade of ...
The '12 Days of Business' Mini-Series Day 3: Haley Perlus: The Problem With Resolutions and Why You Should Replace Them With Purpose and Values Get all '12 Days of Business' here. Episode Summary : In this episode of The Business Owner’s Journey, Nick Berry welcomes Haley Perlus, Doctor of Sport and Performance Psychology, speaker, and author. Dr. Perlus shares a transformative perspective on replacing New Year’s resolutions with purpose and values. She dives into practical ways to ref...
The '12 Days of Business' Mini-Series Day 2: Matt Diggity's Hiring Strategy for Identifying and Hiring 'A' Players Only Get all '12 Days of Business' here. Episode Summary: Matt Diggity, a renowned SEO expert and founder of Diggity Marketing, joins The Business Owner’s Journey to share his proven hiring strategies and insights on building high-performing teams. He explains how identifying A players can transform your organization, boost productivity, and maintain an inspiring company culture...
The '12 Days of Business' Mini-Series Day 1: Daniel Wakefield Shares How to Attract Your Ideal Clients by Solving the Problem Everyone Else Ignores Get all '12 Days of Business' here. Episode Summary: In this episode of The Business Owner’s Journey, Nick Berry speaks with Daniel Wakefield, founder of Top-Tier Headshots and an innovative entrepreneur redefining personal branding. Daniel shares how solving overlooked problems helped him build a thriving business and stand out in competitive ...
Full Episode Page: Haley Perlus: Strengthening Self-Belief and Resilience in Business Leadership (Part 2) Episode Summary: In this episode of The Business Owner’s Journey, host Nick Berry continues his conversation with Haley Perlus, Doctor of Sport Performance Psychology. Haley dives into actionable strategies for building self-belief in business leadership, balancing ambition and contentment, and fostering adaptability. She reveals how leaders can harness mental toughness and the "What If" ...
Full Episode Page: Haley Perlus: The Psychology of Risk-Taking and Trailblazing in Business (Part 1) Episode Summary: Join host Nick Berry as he interviews Haley Perlus, Doctor of Sport Performance Psychology, speaker, author, and entrepreneur. In this episode, Haley talks about the psychology of risk-taking in business, sharing her insights on confidence, mindset shifts, and accountability. Haley’s ability to help leaders identify mental barriers and unlock their potential makes her a powerh...
Full Episode Page: Nick Berry: The 3 Pillars of Support Every Small Business Owner Needs Episode Summary: In this solo episode of The Business Owner’s Journey, host Nick Berry shares his 3 essential pillars of support that every small business owner needs to thrive: individualized guidance, a community network, and a peer advisory board. Drawing on over 20 years of experience as an entrepreneur, Nick shares actionable insights to help business owners overcome isolation, build resilience, and...
Full Episode Page: Anthony Milia: Data Driven Marketing and My Best Business Decisions Episode Summary: In this insightful episode of The Business Owner’s Journey, Nick Berry talks with Anthony Milia, founder of Milia Marketing, a Cleveland-based agency specializing in the Stone, Kitchen and Bath industry. Anthony shares his journey from running a generalist agency to creating a niche marketing powerhouse. He discusses the importance of data-driven marketing, the creation of his innovative ma...
Full Episode Page: Romi Wallach & Nicole Mastrangelo: The Daily Drip Formula for Building a Community of Businesswomen Episode Summary: In this episode, Nick Berry sits down with Romi Wallach and Nicole Mastrangelo, co-founders of Daily Drip Media. They share their remarkable path from launching a grassroots platform to growing an influential community supporting South Florida businesswomen. Romi and Nicole emphasize how building a culture of storytelling and vulnerability has led to de...
Full Episode Page: Vivien Hudson: The Anti-Pharmacist Helping Entrepreneurs Handle Stress Better Episode Summary: In this unique episode of The Business Owner's Journey, Nick Berry interviews Vivien Hudson, a former pharmacy owner and now Stress & Performance Coach for leaders. Known as the “anti-pharmacist,” Vivien shares her journey from growing two pharmacies to coaching entrepreneurs on managing stress, breaking negative thought patterns, and achieving work-life balance. Vivien introd...
Full Episode Page : Brooke Lively: Running a Business by the Numbers and Fractional CFO Services Episode Summary: In this episode, Brooke Lively, founder and CFO of CathCap, joins Nick Berry to share her journey of rebuilding after losing 94% of her revenue by firing her largest client. She delves into her six key numbers methodology, which helps business owners manage and grow their businesses strategically. Brooke discusses how the Entrepreneurial Operating System (EOS) can accelerate busi...
Full Episode Page : Daniel Wakefield: How I Grew My Photography Business From Zero To Six Figures In 12 Months Episode Summary: Daniel Wakefield, founder of Top Tier Headshots, shares how he transformed headshot photography into a high-end service, growing his business from a side hustle to six figures in just 12 months. In this episode, Daniel reveals his key strategies for business growth, from de-commoditizing a service to building strategic partnerships and developing confidence in prici...
Full Episode Page: Phil Putnam: How Desire-Based Leadership Sparks Employee Motivation and Performance Episode Summary: In this engaging episode of The Business Owner’s Journey, Nick Berry talks with Phil Putnam, founder of Phil Putnam Coaching. Phil shares his innovative "Desire-Based Leadership" approach, explaining how aligning employee goals with business needs leads to higher performance and retention. He also delves into modern challenges, such as managing Gen Z in the workforce, foste...
Full Episode Page: Matt Diggity: How a World-Class SEO Expert Builds a Digital Marketing Empire Summary: In this episode, SEO expert and entrepreneur Matt Diggity sits down with Nick Berry to discuss the evolution of search engine optimization, affiliate marketing, and how AI is reshaping the industry. From his early days as an electrical engineer to building a portfolio of thriving SEO businesses, Matt shares key strategies for business growth, the importance of hiring 'A' players, and his ...
Full episode page: Shireen Hilal: Growth Strategies for Professional Services Firms Shireen Hilal is the founder and CEO of Maior, a consultancy helping professional services firms overcome their pain points and plateaus. Shireen started her career practicing law, and then served in several executive roles, including COO of a national law firm where she boosted revenue +20%, profits +30%, and secured spots on best places to work lists, leading strategy and operations for divisions of enterpr...
Full episode page: Melissa Darville: From School Founder to Franchise Founder Melissa Darville is the founder of the Shiver Caribbean franchise. She participated in the 2022 Climate Launchpad Green Business Idea Competition, was named a Top 100 Finalist in the Entrepreneurship World Cup, and is a representative for the Global Entrepreneur Network. She credits her involvement with organizations like Gen Global and Caribbean Women in Trade for their support and guidance. Prior to ...
Full Episode Page: John DiJulius: Elevating Customer and Employee Experience to World-Class Standards Episode Summary: In this episode of The Business Owner’s Journey, Nick Berry interviews John DiJulius, the expert on world-class customer and employee experiences. John shares his journey from starting a salon with his wife to becoming a sought-after speaker and consultant, working with top brands like Starbucks and Chick-fil-A. He discusses the importance of personalized customer service and...
Full Episode Page: Jessica Yarmey: Building Brands, Fitness Franchises, and Embracing Resilience Episode Summary: In this episode of The Business Owner’s Journey, Nick Berry chats with Jessica Yarmey, a seasoned entrepreneur who has spent over 25 years in the franchise industry, working with global brands like Gold’s Gym and Burger King. Jessica shares her journey of launching and scaling her own ventures, including KickHouse, FlexSociety, and SizzleSociety. The conversation delves into the i...
Full Episode Page: Nick Berry: Leadership, Intentionality, and the Power of Personal Agency Episode Summary: In this special episode of The Business Owner’s Journey, Nick Berry is interviewed by his wife, Kelly Berry, host of Life Intended. They dive into Nick's entrepreneurial journey from a small-town farm to becoming a successful CEO and mentor. Nick shares his views on leadership, the importance of personal agency, and how intentionality shapes his approach to both business and life. If y...
Full Episode Page: Sara Nay: Continuous Learning & Growth at Duct Tape Marketing Episode Summary: In this episode of The Business Owner’s Journey, Sara Nay, COO of Duct Tape Marketing, shares her insights on effective delegation, company culture, and overcoming burnout. Sara discusses how her role as an integrator complements her father John Jantsch's visionary approach, allowing them to lead Duct Tape Marketing to success. She emphasizes the importance of continuous learning and how qua...
Full Episode Page: Dana Farber: Mindful Marketing for Visionary Leaders and Brands Episode Summary: Dana Farber, founder of Moonstone Marketing, shares her backstory and the challenges of starting her own business. Dana's approach involves getting deep into the minds of her clients, adopting their perspectives, and building strong relationships. She also discusses the significance of carving a unique niche in the market and working with visionary entrepreneurs. Takeaways Understanding the ...
Full Episode Page: Kelly Berry: Six Big Lessons from Our Podcast Guests Episode Summary: Nick and Kelly Berry each bring three big lessons they've taken from their podcast guests. The 6 Takeways are: - Even accomplished individuals can struggle with imposter syndrome (The Power of Inner Work & Breaking Free from Societal Norms with Dr. Margie Serrato) - Creating an ideal day and realizing that she is not far from achieving it (How Entrepreneurs Can Rediscover Their Purpose and Drive wit...
Full Episode Page: Matt Goebel: Scaling a SAAS Solution for Multi-Unit Businesses and Franchises Episode Summary: Matt Goebel shares his entrepreneurial journey, starting with his first job in consulting and the itch to be an entrepreneur. He quit his job during the financial crisis and started his own consulting company, which eventually became Lumarc Solutions. He then had a failed startup in the wedding planning industry before becoming a multi-unit franchisee with Massage ...
Full Episode Page: Mental Toughness and Resilience in Business: Rocks, Jellybeans, and Marshmallows Episode Summary: Nick Berry discusses the importance of mental toughness and resilience in being a successful business owner. He shares how Hall of Fame Coach Beauford Sanders taught him the analogy of rocks, jellybeans, and marshmallows to categorize one's response to adversity. Rocks are solid and unchanging, jellybeans appear solid but crack under pressure, and marshmal...
Full Episode Page: Austin Mullins: Becoming an SEO and Content Craftsman, Agency Builder and Thought Leader Episode Summary: In this conversation, Austin Mullins discusses the importance of effective communication in business and the value of gaining experience and expertise. He shares his journey from copywriting to sales to starting his own agency, Conversion Media. The conversation covers the importance of both tangible and intangible aspects of marketing, the need for prioritizatio...
Full Episode Page: tBOJ Resource: Upleveling Business Strategy with the Strategic Alignment Plan Go here to get your copy of the Strategic Alignment Plan. Episode Summary: Host Nick Berry delves into the Strategic Alignment Plan, a crucial framework for small business owners looking to streamline their vision, goals, and decision-making processes. Learn how this simple yet powerful tool can help you align your core values, set smart goals, and ensure your business stays on track. ...
Full Episode Page: Scott Fay: Turning Distressed Companies into Success Stories Episode Summary: Scott Fay has a successful track record of turning around distressed companies. He has rolled up 17 distressed companies under TCI Rood and has found a formula for success. Part of his formula has been learning that his strength is fixing broken companies rather than creating new ones. Fay also shares his experience with John Maxwell, who called him the father of the John Maxwell team. He...
Full Episode Page: Haley Perlus: The Need for Mental Toughness as a Business Owner Episode Summary: Haley Perlus is a Doctor of Sport Performance Psychology, author, speaker and entrepreneur. Haley works with elite executives, brands and athletes all over the world on mindset and mental toughness in achieving peak performance. Haley encourages individuals to embrace discomfort, take responsibility, and prioritize success over fear of failure. The conversation explores the...
Full Episode Page: John Jantsch: Building a Business on Marketing Strategies, Systems, and Fractional CMOs Episode Summary: John Jantsch, founder of Duct Tape Marketing, shares his journey and the milestones that led to the creation of his marketing methodology. John and host Nick Berry discuss the importance of strategy in marketing and how it can differentiate businesses in a crowded market. Jantsch also discusses the rise of fractional CMOs and the value they bring to businesses in...
Full Episode Page: Steve McFarland: Being an Emotionally Intelligent Business Leader (with full list of resources shared) Episode Summary: Steve McFarland is a Master Chair of CEO Peer Advisory groups and Executive Coach with Vistage International. He’s also a Mental Fitness Coach with Positive Intelligence, and is a small business owner with 5 franchises of the School of Rock. Steve talks about his background in big business and small business, and the lessons he has learned along ...
Full Episode Page: Brett Bartholomew: The Power of Effective Communication and Self-Awareness Episode Summary: Brett Bartholomew, founder of Art of Coaching, shares his journey as an entrepreneur and the evolution of leadership communication. Brett started Art of Coaching, where they focus on guiding and leading people through the messy realities of leadership and life. He emphasizes the importance of understanding communication styles, contextual competence, communication strategy, a...
Full Episode Page: Roland Gurney: Mastering Positioning and Standing Out in a Saturated Market Episode Summary: Roland Gurney, owner of Treacle, a marketing agency for other marketing agencies, shares his perspective on positioning, differentiation, and messaging. He emphasizes the importance of finding what makes each agency unique and valuable, rather than just focusing on how the copy sounds. Roland emphasizes the value of embracing friction, taking risks, and being unafraid t...
Full Episode Page: Kiri Masters (Pt 2): Personal Branding and Overcoming Mental Barriers Kiri Masters (Pt 1): The Challenges of Founding, Building, and Exiting Her Marketing Agency in 7 Years Episode Summary: In Part 2 of the conversation, Nick and Kiri Masters discuss personal branding and the challenges that come with it. Kiri emphasizes the importance of reframing thought patterns and beliefs about oneself and personal branding. Kiri also addresses Nick's aversion to social media a...
Full Episode Page: Kiri Masters: The Challenges of Founding, Building, and Exiting Her Marketing Agency in 7 Years Episode Summary: Kiri Masters shares the story of Bobsled Marketing, the company she built and sold, and discusses her expertise in personal branding. Kiri attributes the success of Bobsled Marketing to leaning heavily into content marketing and building a brand of expertise in the Amazon ecosystem. The conversation covers various entrepreneurial themes, including the impo...
Full Episode Page: A Podcast Episode Entirely About Nick Berry (Business and a bit of Life) (NickBerry.info) Episode Summary: Nick Berry, host of The Business Owner's Journey, offers a high-level overview of his background, and explains his mission to shorten the learning curve for business owners. With over two decades of experience, Nick shares insights into entrepreneurial leadership, business strategy, and mentorship. Learn how Nick’s experiences and strategies can help you ...
Full Episode Page: Make Your Business Core Values Sticky (NickBerry.info) Also check out the Building a Sticky Business Culture Using Five Key Checkpoints blog post. 'The Business Owner's Journey' Episode Overview How do you establish the culture you want in your business? How do you maintain (defend?) it? Nick Berry shares five essential checkpoints for creating awareness and reinforcing a strong business culture - and then making it 'sticky', so it lasts. Learn how to addres...
Full Episode Page: Recognizing Your Leadership Opportunities and Intentions (NickBerry.info) Also check out the Leadership Opportunities and Intentions blog post. Episode Overview In this episode of The Business Owner's Journey, Nick explains how you, as an entrepreneurial leader, can enhance your influence and effectiveness by recognizing and preparing for leadership opportunities. Don't leave your leadership interactions to chance—learn to be intentional and make every interaction count....
The path of a business owner is paved with lessons learned, moments of doubt, big wins, plenty of mistakes... But above all else, the constant pursuit of growth. Welcome to ‘The Business Owner’s Journey', the podcast that’s here to help you navigate your way in the world of business ownership. I’m Nick Berry. I’m a 20 year entrepreneur myself, and this is my podcast. And I’m bringing you Entrepreneurs, leaders, and innovators to share their personal stories, challenges, leadership...
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