The Business Owner's Journey

Full Episode Page: John Barnes: Why Tax Advice Is Not Financial Advice for Business Owners John Barnes is a Certified Financial Planner and the co-founder and CEO of Pendleton Street Business Advisors, an outsourced CFO firm built for entrepreneurs. In this episode, John and host Nick Berry dig into financial planning for business owners: how growth can quietly build you an expensive prison, what...

Full Episode Page: The Middle Is Gone: 5 Leadership Moves Top Experts Are Making in 2026 This is a solo episode of The Business Owner's Journey with host Nick Berry , pulling together insights from six Season 3 guests to map out the leadership moves expert business owners need to make right now. Six months into 2026, AI handles average work and expertise is being commoditized faster than ever...

Full Episode Page: Shireen Hilal: AI, Trust and the Boutique Advantage in Professional Services Firm Growth Shireen Hilal is the CEO and founder of Maior Strategic Consulting, where she advises professional services firms on how to grow. Shireen returns for her third appearance on The Business Owner's Journey with Nick Berry . Shireen breaks down how AI is splitting expertise into commodity i...

Full Episode Page: Katelyn Bourgoin: Buyer Psychology and the Ownable Idea That Grows an Expert Business Katelyn Bourgoin is a buyer psychology expert and founder of Why We Buy. In this episode, Katelyn joins host Nick Berry   to explore how customer research, positioning, and a brainware business model help expert entrepreneurs outpace market shifts. She breaks down how to package a revelatory, o...

Full Episode Page: Joe Gannon: AI, Authority and Personal Branding for Founders Who Have Something to Say Joe Gannon is a personal brand strategist and founder of Amplify known for authority-driven content systems for top founders and creators. Host Nick Berry   and Joe cover the audience path vs leads path, AI's role in personal branding, and the StrateTree framework. Joe built content engin...

Full Episode Page: Ryan Page: How a Financial Operating System Replaces Gut Decisions with Real Agency Profitability Ryan Page is a CPA and founder of Backpocket CPA. Host Nick Berry and Ryan Page dig into the Backpocket Operating System, a practical financial operating system for agency financial management. They cover fractional CFO for agencies vs. agency bookkeeping, a 90-day cash flow forecas...

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...

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 le...

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 messa...

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...

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 scal...

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 sell...

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 i...

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,...

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, exp...

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...

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 leadershi...

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...

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 simplifie...

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 anecd...

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 meaning...

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 deca...

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 scalin...

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 or...

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 le...