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

The Business Owner's Journey

Author: Nick Berry

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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: 
Anne McGinty, Nick Nanton, Chase Murdock, Jessica Rhodes, 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, Vivien Hudson, Anthony Milia, Romi Wallach and Nicole Mastrangelo.


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 


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

77 Episodes
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Full Episode Page: Jay McCauley: Claude Cowork, Software for One, Ship Ugly, and Fractional Tech Partners Jay McCauley is a fractional tech partner helping non-technical founders scale with confidence. In this episode, Jay joins host Nick Berry to demystify Claude and AI tools for business owners while showing how a fractional tech partner helps founders buy back time. They unpack when to DIY with Claude Cowork or Claude Code versus hiring help, why software for one beats bloated subscription...
Full Episode Page: Jordan DiPietro: The 3H Leadership Framework and Why Every Founder Needs a Coach Jordan DiPietro is a former CEO of Hampton and The Hustle and a founder coach advising CEOs scaling companies. Host Nick Berry explores founder coaching and leadership with Jordan DiPietro. He explains his 3H Leadership Framework and Three Signals diagnostic self, team, model for scaling founder led companies without burnout. Drawing on lessons from Motley Fool and HubSpot, Jordan shows h...
Full Episode Page: Debbie Oster: Messaging Strategy, Marketing Leadership, and Agency Debbie Oster is a messaging and marketing strategist who helps growth-stage B2B and service firms clarify audience and positioning. Host Nick Berry and Debbie Oster unpack why many owners treat marketing like an execution problem instead of a leadership one. They explore how executive decision-making shapes messaging strategy, why a focused ideal client profile accelerates B2B marketing strategy, and how bra...
Full Episode Page: Josh Fertel: Revenue Cycle Management That Drives Private Practice Growth Josh Fertel is a healthcare revenue cycle management expert known for helping private practices grow. In this conversation, Josh joins host Nick Berry to reveal how revenue cycle management is the engine of medical practice profitability. He breaks down common cash flow blind spots, practical billing fixes, and training that increases patient responsibility collections. Josh shares how AI with EHR can...
Full Episode Page: Paul Austin-Menear: Building Customer Feedback Systems That Fuel Innovation Paul Austin-Menear is a business strategist and founder known for building customer feedback and innovation systems for purpose-driven entrepreneurs. In this episode of The Business Owner’s Journey, host Nick Berry and Paul Austin-Menear explore how founder-led companies lose customer signal as they scale and how to build feedback systems that sustain growth. Paul introduces the Innovation Heartbea...
Full Episode Page: Natasha Walstra: Personal Branding and LinkedIn Strategies Designed for Trust Natasha Walstra is a LinkedIn Strategist and Business Coach who empowers entrepreneurs and executives to turn genuine visibility into steady revenue. Host Nick Berry talks with Natasha Walstra about LinkedIn strategy for business owners, covering personal branding, profile optimization, and social selling built on trust. Natasha explains how to simplify content, highlight real credibility, avoid c...
Full Episode Page: Jason Barnard: Brand Representation in AI for Founders, CEOs, and Entrepreneurs Jason Barnard is an award-winning entrepreneur, author, innovator, and CEO and founder at Kalicube. Host Nick Berry explains how brand representation in AI impacts digital due diligence, trust, and deal flow. Jason covers entity strategy, why inconsistent facts hurt referrals, and how digital brand intelligence trains Google and AI on your narrative. Learn to build an entity home, disambiguate n...
Full Episode Page: Jason Feifer: Building Adaptability in Business, Intentions Over Goals Jason Feifer is editor in chief of Entrepreneur magazine and best-selling author of Build for Tomorrow. Jason Feifer joins host Nick Berry to explain how business owners can build adaptability through intentions instead of rigid goals. They explore leadership flexibility, defining identity beyond job titles, transferable skills, and how to use the right kind of fear to drive growth. Jason also shar...
Full Episode Page: Dr. Benjamin Hardy: The Science of Scaling and Why 10x Changes Leadership Dr. Benjamin Hardy is an organizational psychologist who leads business scaling programs for entrepreneurs, executives, and high-performing teams. In this conversation, Dr. Hardy joins host Nick Berry to unpack the science of scaling and the 10x growth mindset. They explore how scale reframes strategy, exposes the founder bottleneck, and requires raising the floor through hard tradeoffs. Hardy explain...
Full Episode Page: Anthony Trucks: Identity Shift, Dark Work, and Leadership Growth Anthony Trucks is a former NFL athlete and entrepreneur known for his work on identity shift and personal transformation. In this episode, Anthony joins host Nick Berry to explore why identity sets the ceiling on your goals. They break down why motivation fades, why mindset alone does not create lasting change, and how leadership identity determines which habits actually stick. Anthony explains how Dark Work c...
Full Episode Page: Season 3 Trailer: The Producer to Leader Shift Nick Berry is an American entrepreneur, business advisor, and host of The Business Owner’s Journey. In this Season 3 trailer, Nick explains why this season goes deeper than ever before into how successful business owners think. The focus is the business owner mindset and the shift from producer to leader. Nick shares why leadership is the growth ceiling, how identity and standards shape results, and why scaling a business...
Full Episode Page: Nick Berry: The Five Stages of the Business Owner's Journey to Scale Your Business A masterclass on the 5 Stages of the Business Owner’s Journey. He shows how to turn chaos into a focused business growth roadmap, build a sales engine and lead generation system for predictable revenue, and evolve from producer to leader using The Business Alignment System. Find Out: How the Five Stages map becomes your business growth roadmapWhat a sales engine and lead system need for predi...
Full Episode Page: Caitlin Johnson: Gamification Strategies for Business Leaders Caitlin Johnson is a Master Certified Performance Coach and gamification specialist. Nick Berry explores how Caitlin uses gamification in business to turn disengaged employees into high‑performing, purpose‑driven teams. From 90‑day “quests” to streaks and mulligans, Caitlin reveals a practical framework that simplifies strategy, sparks motivation, and scales culture across global organizations. Find Out How gamif...
Full Episode Page: Seth Donlin: How Storytelling Builds a Powerful Personal Brand Seth Donlin is a marketing and communications coach and founder of Seth Donlin Coaching. Personal branding is more than a logo; it is the story that convinces ideal clients you are their answer. In this fast‑moving conversation, host Nick Berry and Seth Donlin unpack why narrow messaging converts, how relatable anecdotes build instant trust, and when podcast guesting catapults you into expert territory. You will...
Full Episode Page: Abby Donnelly: Business Succession Planning, Leadership Transitions, and Life After Exit Nick Berry sits down with Abby Donnelly to reveal why true business succession planning starts long before a term sheet appears. They explore values-based selling, internal versus external successors, the messy emotions behind ownership transfer, and Abby’s portfolio life model for a meaningful next chapter. Expect actionable insights and a few “never thought of that” moments. Find Out ...
Full Episode Page: David McCombie: How to Sell Your Business - What Private Equity Knows That You Don’t Episode Summary Host Nick Berry sits down with David McCombie to reveal what really separates regret-free exits from cautionary tales. David is the author of Selling Your Business with Confidence: A Practical Playbook for Mid-Market Owners, and if you plan to sell your business in the next decade - or just want the option - this conversation is your field manual. Find Out How prep boosts s...
Full Episode Page: Tara Landes: Letting Go of Leadership for Your Small Business to Run Without You Host Nick Berry sits down with Tara Landes to reveal how owners can step back without chaos, why managerial accounting is the hidden growth engine, and the systems thinking that keeps seven-figure firms humming. Tara’s 25-year track record and 300-plus client roster make this a masterclass in scaling smart. Find Out How to hand off leadership without burning the house downWhat really makes oper...
Full Episode Page: Bridget Hom: Unlocking Business Growth with Mindset and Alignment Host Nick Berry digs into how Bridget Hom turned a side hustle into six-figure success and now helps leaders master mindset, emotional intelligence, and alignment for rapid business growth. She breaks down hiring and firing your “mental team,” setting success criteria that protect your zone of genius, and using organic market research to validate every next move. Expect plenty of actionable aha moments—plus a...
Full Episode Page: Lindsey Anderson — How Social Media Can Actually Drive Revenue Lindsey Anderson is a social media sales expert and CEO of Build & Monetize Agency. Host Nick Berry unpacks Lindsey’s four-part Social Media Sales Machine: create targeted content, spend 30 daily minutes in meaningful engagement, give followers a crystal-clear next step, then amplify what converts. She reveals lessons from unexpected Netflix fame, explains why most “post and pray” tactics fail, and shows how...
Full Episode Page: Joe Daniels: Using the Point of View Canvas for Business Positioning Joe flips the script by workshopping Nick Berry’s own coaching practice live. Using his four-pillar Point of View Canvas, he reveals why clarity outranks hustle, how a sharper stance attracts ideal clients and where most service founders misread the growth game. You’ll hear candid back-and-forth, quick pivots and the exact questions that expose hidden blind spots. Find Out How precise positioning att...
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