The Business Owner's Journey

The Business Owner's Journey

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

Episodes

February 3, 2026 43 mins

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 y...

Mark as Played

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 ...

Mark as Played

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 requ...

Mark as Played

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 w...

Mark as Played

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, ...

Mark as Played

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 busin...
Mark as Played

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 sc...

Mark as Played

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 po...

Mark as Played

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 ...

Mark as Played

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 - t...

Mark as Played

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 ...
Mark as Played

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 ev...

Mark as Played

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, e...

Mark as Played

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 ...

Mark as Played

Full Episode Page: Arielle Lechner: Executive Coaching, Identity Shifts, and the Quest for Success

Is success a straight line or a winding quest? Host Nick Berry invites Arielle Lechner to map the inner terrain that shapes every outward result. They explore why founders who outgrow the hustle path lean on executive coaching to translate failure into data, reframe limiting beliefs, and shift identity from scrappy builder to strategic...

Mark as Played

 Full Episode Page: Daniel Wakefield: The Accelerate Equation for Creative Entrepreneurs

From a sixty‑dollar first month to a six‑figure creative business inside a year, Daniel unpacks the frameworks that fueled his meteoric rise. Host Nick Berry digs into the Accelerate Equation, the Hype Tornado, and the mindset shifts that turn followers into superfans. Whether you sell pixels, products, or professional services, you’ll leave wit...

Mark as Played

Full Episode Page: How to Build a Transferable Business That Runs Without You

Austin Peterson is a Comprehensive Financial Planner and Co-Founder of Backbone Planning Partners.

In this episode, he shows owners how to build a truly transferable business that can outlive you, fund your lifestyle, and still fetch a premium price when you’re ready to step back. Expect straight talk on exit timelines, Profit First cash‑flow discipline, an...

Mark as Played

Full Episode Page:  Nick Nanton: Learning to do Business to Earn the Right to Be Creative 

Nick Nanton is an entrepreneur and a 22-time Emmy Award-winning director and producer known for telling powerful human stories across entertainment, business, and personal development.

Nick shares how mastering business leadership allowed him to build a creative career on his own terms. He dives into the critical lessons he learned about design...

Mark as Played

Full Episode Page: Bradley Hamner: How to Go From Rainmaker to Architect of Your Business

 What if the business operating system you're building is the very thing holding you back? In this episode of The Business Owner’s Journey, Nick Berry is joined by Bradley Hamner, founder of BlueprintOS and host of the Above the Business podcast. Bradley works with business owners doing $300K to $3M in annual revenue and helps them make th...

Mark as Played

Full Episode Page: Nick Berry: Multiple Exits and Using Equity-for-Advisory Partnerships to Build a HoldCo

In a unique role-reversal, Interview Connections founder Jessica Rhodes steps in as guest host to interview Nick Berry—entrepreneur, advisor, and founder of Redesigned.Business—about his own business owner’s journey. Nick opens up about building and exiting multiple companies, the difference between creating a scalable asset ve...

Mark as Played

Popular Podcasts

    Two Guys (Bowen Yang and Matt Rogers). Five Rings (you know, from the Olympics logo). One essential podcast for the 2026 Milan-Cortina Winter Olympics. Bowen Yang (SNL, Wicked) and Matt Rogers (Palm Royale, No Good Deed) of Las Culturistas are back for a second season of Two Guys, Five Rings, a collaboration with NBC Sports and iHeartRadio. In this 15-episode event, Bowen and Matt discuss the top storylines, obsess over Italian culture, and find out what really goes on in the Olympic Village.

    iHeartOlympics: The Latest

    Listen to the latest news from the 2026 Winter Olympics.

    Milan Cortina Winter Olympics

    The 2026 Winter Olympics in Milan Cortina are here and have everyone talking. iHeartPodcasts is buzzing with content in honor of the XXV Winter Olympics We’re bringing you episodes from a variety of iHeartPodcast shows to help you keep up with the action. Follow Milan Cortina Winter Olympics so you don’t miss any coverage of the 2026 Winter Olympics, and if you like what you hear, be sure to follow each Podcast in the feed for more great content from iHeartPodcasts.

    NFL Daily with Gregg Rosenthal

    Gregg Rosenthal and a rotating crew of elite NFL Media co-hosts, including Patrick Claybon, Colleen Wolfe, Steve Wyche, Nick Shook and Jourdan Rodrigue of The Athletic get you caught up daily on all the NFL news and analysis you need to be smarter and funnier than your friends.

    Stuff You Should Know

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2026 iHeartMedia, Inc.