• Guest Episode #3 From Nurse to Entrepreneur: Marge Aviso’s Journey to 1,600 Employees
    Mar 31 2026

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    In this episode of How to Win Big at Business, Joe talks with Marjorie “Marge” Aviso, co-owner of a successful BPO in the Philippines, about the real challenges behind entrepreneurial success.

    Marge shares her journey from being a nurse and young mother to building a company with 1,600 employees, while navigating painful setbacks, financial mistakes, debt, and the hard decisions that come with leadership. She opens up about what happened when unclear bookkeeping and poor financial visibility left her business exposed, and how she fought back by learning her numbers, restructuring operations, accelerating collections, cutting unnecessary costs, and rebuilding with stronger systems.

    This episode is packed with lessons for self-employed professionals and business owners who want to strengthen their cash flow, understand their financials, lead through adversity, and build a business that creates both income and freedom. It also highlights the power of resilience, values-driven leadership, and the loyalty that comes from building the right team culture.

    Subscribe to the Podcast

    If you’re a self-employed professional trying to build a real business, this podcast was created for you.

    New episodes break down the systems, strategies, and structures needed to move from solopreneur to sustainable business owner.

    Subscribe to our Youtube Channel

    https://www.youtube.com/@Bedrock360BusinessSolutions/featured

    Thanks for listening!

    If you want fewer headaches, fewer IRS surprises, and more smart systems running your business (so YOU don’t have to), let’s talk.

    Book a strategy call: www.timewithjoe.com

    Because running a business shouldn’t feel like wrestling an octopus… alone.

    Also check out:
    www.Bedrock360BusinessSolutions.com (Complete Coverage)

    www.Bedrock360TaxSolutions.com (Tax Guard 365)

    www.Bedrock360BusinessTraining.com (Courses)

    #Entrepreneurship #BusinessGrowth #CashFlow #Leadership #SelfEmployed #SmallBusiness #FounderJourney #FinancialClarity #RemoteTeams #Outsourcing

    Thanks for listening!

    If you want fewer headaches, fewer IRS surprises, and more smart systems running your business (so YOU don’t have to), let’s talk.

    Book a strategy call: www.timewithjoe.com

    Because running a business shouldn’t feel like wrestling an octopus… alone.

    Also check out:
    www.Bedrock360BusinessSolutions.com (Complete Coverage)

    www.Bedrock360TaxSolutions.com (Tax Gaurd 365)

    www.Bedrock360BusinessTraining.com (Courses)

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    41 mins
  • Episode #15 AI Is NOT Replacing You — It’s Making You Richer (If You Use It Right)
    Mar 24 2026

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    AI is not replacing self-employed professionals — it is creating one of the greatest opportunities in business history.

    In this episode, Joe DiChiara explains why fear around AI is misplaced and how professionals who embrace new technology consistently come out ahead.

    Using real examples from the introduction of personal computers and QuickBooks, Joe shows how every major technological shift has created MORE opportunity for those willing to adapt.

    Learn how AI can help you:
    • Increase productivity dramatically
    • Create new services for clients
    • Scale your business without hiring more staff
    • Build digital products faster than ever
    • Position yourself ahead of competitors

    If you are a consultant, accountant, freelancer, coach, or independent professional, this episode will help you see AI as a powerful tool rather than a threat.

    Subscribe to the Podcast

    If you’re a self-employed professional trying to build a real business, this podcast was created for you.

    New episodes break down the systems, strategies, and structures needed to move from solopreneur to sustainable business owner.

    Subscribe to our Youtube Channel

    https://www.youtube.com/@Bedrock360BusinessSolutions/featured

    Thanks for listening!

    If you want fewer headaches, fewer IRS surprises, and more smart systems running your business (so YOU don’t have to), let’s talk.

    Book a strategy call: www.timewithjoe.com

    Because running a business shouldn’t feel like wrestling an octopus… alone.

    Also check out:
    www.Bedrock360BusinessSolutions.com (Complete Coverage)

    www.Bedrock360TaxSolutions.com (Tax Gaurd 365)

    www.Bedrock360BusinessTraining.com (Courses)

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    27 mins
  • Episode #14 Why Most Solopreneurs Struggle With Revenue (And How to Build Predictable Recurring Income)
    Mar 18 2026

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    Most self-employed professionals start their business because they are great at what they do.

    But running a business requires more than expertise.

    It requires structure.

    In this episode of How to Win Big at Business, CPA and entrepreneur Joe DiChiara explains one of the biggest mistakes solopreneurs make: relying on large, unpredictable sales instead of building recurring revenue.

    Joe shares a real example of a business owner struggling with cash flow despite having a valuable service. The problem wasn’t the offer—it was the financial structure of the business.

    You’ll learn how to build a reliable revenue engine using communities, sales funnels, and low-barrier offers that convert leads into long-term clients.

    If you’re tired of the feast-or-famine cycle in your business, this episode will show you a smarter path forward.

    What You'll Learn in This Episode

    • Why great services fail without a revenue structure
    • The dangerous “big client” trap many entrepreneurs fall into
    • Why recurring revenue is the foundation of a real business
    • How to create a community that generates leads every day
    • The psychology behind low-cost entry offers
    • How to turn leads into high-value clients over time

    Key Concept From This Episode

    A viable business needs two things:

    1. Revenue
    2. Positive cash flow

    Without both, even great businesses struggle to survive.


    Subscribe to the Podcast

    If you’re a self-employed professional trying to build a real business, this podcast was created for you.

    New episodes break down the systems, strategies, and structures needed to move from solopreneur to sustainable business owner.

    Subscribe to our Youtube Channel

    https://www.youtube.com/@Bedrock360BusinessSolutions/featured





    Thanks for listening!

    If you want fewer headaches, fewer IRS surprises, and more smart systems running your business (so YOU don’t have to), let’s talk.

    Book a strategy call: www.timewithjoe.com

    Because running a business shouldn’t feel like wrestling an octopus… alone.

    Also check out:
    www.Bedrock360BusinessSolutions.com (Complete Coverage)

    www.Bedrock360TaxSolutions.com (Tax Gaurd 365)

    www.Bedrock360BusinessTraining.com (Courses)

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    20 mins
  • Episode #13 The Business Structure Mistake Costing Entrepreneurs Thousands
    Mar 10 2026

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    In this episode of How to Win Big at Business, Joe DiChiara, CPA, tackles one of the most expensive mistakes self-employed professionals make: choosing the wrong legal and tax structure.

    Many entrepreneurs default into sole proprietorship or LLC status without understanding the long-term tax consequences.

    Joe explains:

    • Why 15.3% self-employment tax hits sole proprietors
    • Why LLC does NOT reduce taxes by itself
    • The difference between legal structure and tax classification
    • When to choose an S corporation
    • When a C corporation makes more sense
    • How net operating losses work
    • Why corporations are audited less frequently
    • How to retroactively elect S or C status

    With over four decades of experience serving self-employed professionals, Joe simplifies what most accountants overcomplicate.

    If you're earning 1099 income, this episode is essential.

    To book a discovery call:
    www.timewithjoe.com

    Thanks for listening!

    If you want fewer headaches, fewer IRS surprises, and more smart systems running your business (so YOU don’t have to), let’s talk.

    Book a strategy call: www.timewithjoe.com

    Because running a business shouldn’t feel like wrestling an octopus… alone.

    Also check out:
    www.Bedrock360BusinessSolutions.com (Complete Coverage)

    www.Bedrock360TaxSolutions.com (Tax Gaurd 365)

    www.Bedrock360BusinessTraining.com (Courses)

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    34 mins
  • Episode #12 Pricing Your Services the Smart Way
    Mar 3 2026

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    In this episode of How to Win Big at Business, Joe DiChiara, CPA, tackles one of the biggest challenges self-employed professionals face: pricing.

    How do you avoid undercharging and burning out?
    How do you raise your prices without losing clients?
    How do you know what the market will bear?

    Drawing from over four decades advising entrepreneurs, Joe shares a powerful early-career story about offering $35 tax returns to build trust — and the surprising outcome when he later raised his fees dramatically.

    In this episode, Joe explains:

    • Why trust determines pricing power
    • How a sales funnel supports premium pricing
    • The importance of knowing your ideal client (“avatar”)
    • The 3 core ways to grow a business
    • Why some clients leaving can actually increase profits
    • How to implement strategic price increases
    • Why no complaints about pricing is a red flag

    Joe also discusses his recent pricing adjustments within his Bedrock 360 Tax Solutions model and why transparency builds long-term client loyalty.

    If you are self-employed and struggling with pricing confidence, this episode provides clarity and practical direction.

    To schedule a strategy call:
    www.timewithjoe.com

    Thanks for listening!

    If you want fewer headaches, fewer IRS surprises, and more smart systems running your business (so YOU don’t have to), let’s talk.

    Book a strategy call: www.timewithjoe.com

    Because running a business shouldn’t feel like wrestling an octopus… alone.

    Also check out:
    www.Bedrock360BusinessSolutions.com (Complete Coverage)

    www.Bedrock360TaxSolutions.com (Tax Gaurd 365)

    www.Bedrock360BusinessTraining.com (Courses)

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    15 mins
  • Episode #11 Difficulty Finding Quality Clients? It’s Not the Market—It’s Your Positioning
    Feb 24 2026

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    If you keep attracting price shoppers, problem clients, or people who don’t value your work, this episode is for you.

    In this episode of How to Win Big at Business, Joe DiChiara, CPA explains why most self-employed professionals don’t have a client problem—they have a positioning problem.

    Joe breaks down:

    • Why being “too general” kills client quality
    • How selling services instead of outcomes attracts the wrong people
    • The power of clearly defining who you work with—and who you don’t
    • How better positioning leads to better clients, fewer headaches, and more referrals

    This is a practical, no-hype conversation designed to help you stop chasing clients and start choosing them.

    🎯 Want to see if your positioning is holding you back?
    Schedule a strategy call: https://timewithjoe.com

    If this episode helped you, follow the show and leave a review—it helps more business owners find clarity.


    #HowToWinBigAtBusiness

    #SelfEmployedProfessionals

    #SmallBusinessPodcast

    #ClientProblems

    #MarketingClarity

    #BusinessGrowth

    #EntrepreneurMindset

    #ServiceBusiness


    Thanks for listening!

    If you want fewer headaches, fewer IRS surprises, and more smart systems running your business (so YOU don’t have to), let’s talk.

    Book a strategy call: www.timewithjoe.com

    Because running a business shouldn’t feel like wrestling an octopus… alone.

    Also check out:
    www.Bedrock360BusinessSolutions.com (Complete Coverage)

    www.Bedrock360TaxSolutions.com (Tax Gaurd 365)

    www.Bedrock360BusinessTraining.com (Courses)

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    12 mins
  • Episode #10 The Uneven Revenue Problem
    Feb 17 2026

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    Uneven revenue is one of the biggest stress points for business owners — and almost nobody talks about it honestly.

    In this episode of How to Win Big at Business, Joe DiChiara, CPA and lifelong entrepreneur, tackles the reality of feast-or-famine income and explains how business owners can take control of their cash flow instead of being controlled by it.

    Drawing from his own accounting practice — where half of annual revenue comes in just three months — Joe walks through:

    • Why uneven cash flow happens in almost every industry

    • The first numbers every business owner must know (starting with their personal budget)

    • How to calculate the real monthly income your business must produce

    • Why poor cash flow management destroys otherwise good businesses

    • How to align expenses, revenue cycles, and payment terms

    • Practical steps to smooth cash flow without working harder

    If you’re tired of great months followed by stressful ones, this episode will help you think differently — and operate smarter.

    🎙️ Hosted by Joe DiChiara, CPA
    📊 Straight talk for entrepreneurs who want predictable, sustainable success



    Thanks for listening!

    If you want fewer headaches, fewer IRS surprises, and more smart systems running your business (so YOU don’t have to), let’s talk.

    Book a strategy call: www.timewithjoe.com

    Because running a business shouldn’t feel like wrestling an octopus… alone.

    Also check out:
    www.Bedrock360BusinessSolutions.com (Complete Coverage)

    www.Bedrock360TaxSolutions.com (Tax Gaurd 365)

    www.Bedrock360BusinessTraining.com (Courses)

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    12 mins
  • Guest Episode #2 With Larry Broughton
    Feb 10 2026

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    In this episode of How to Win Big at Business, Joe welcomes Larry Broughton for a candid, no-BS conversation about what it truly takes to succeed as an entrepreneur.

    In January 2001, Larry Broughton founded Orange County, California-based broughtonHOTELS, a leader in the boutique hotel industry. During what proved to be the worst two-and-a-half year period in the hospitality industry since before World War II, Broughton successfully acquired four hotel properties. The company’s portfolio eventually grew to nearly 20 hospitality projects throughout California and Chicago, IL.

    Since its inception, Larry has received several business awards, including Ernst & Young’s Entrepreneur of the Year®; the National Veteran-Owned Business Association’s Vetrepreneur® of the Year; Coastline Foundation’s Visionary of the Year; Passkeys Foundation’s National Business Leader of Integrity; HSMAI’s 2018 Best of the Best Management Company of the Year; Fodor’s Top US Luxury Hotel; TripAdvisor’s Travelers’ Choice Awards; and Entrepreneur Magazine included the firm on their Hot 500 List of Fastest Growing Private Companies. NEWH (Network of Executive Women in Hospitality) says, Larry is among “the most exciting minds of hospitality.”

    He shares insights from real business experience—wins, losses, hard lessons, and the decisions that shaped his journey. Together, they unpack the mindset, strategy, and discipline required to build and sustain a successful business in today’s world.

    This episode is especially valuable for:

    • Small business owners feeling stuck or overwhelmed

    • Entrepreneurs navigating growth decisions

    • Anyone who wants practical insight—not textbook advice

    If you’ve ever wondered why some businesses break through while others stall, this episode will give you clarity, perspective, and actionable takeaways.

    🎙 Listen now and learn how to win bigger—and smarter—at business.



    Thanks for listening!

    If you want fewer headaches, fewer IRS surprises, and more smart systems running your business (so YOU don’t have to), let’s talk.

    Book a strategy call: www.timewithjoe.com

    Because running a business shouldn’t feel like wrestling an octopus… alone.

    Also check out:
    www.Bedrock360BusinessSolutions.com (Complete Coverage)

    www.Bedrock360TaxSolutions.com (Tax Gaurd 365)

    www.Bedrock360BusinessTraining.com (Courses)

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    50 mins