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In today’s episode, I break down what I believe are the five biggest mistakes self-employed professionals make—mistakes I’ve seen over and over again after working with thousands of business owners over the last 40+ years.

And here’s the key thing to understand:
These mistakes are all connected. Fix one, and you often start fixing the others.

We kick things off with Mistake #5—not hiring a business-oriented CPA—and why simply having “an accountant” is not enough. I explain what separates a true business advisor from a tax preparer, the exact questions you should be asking before you hire a CPA, and why waiting until tax season to look at your numbers is a recipe for stress and missed opportunities.

From there, we move into:

• Why not understanding your financials (profit & loss, balance sheet, cash flow) keeps you stuck and reactive
  
  
• Why doing everything yourself—especially bookkeeping—is costing you more than money
  
  
• Why not asking for help is not a strength, but a hidden weakness that slows growth
  
  
• How not knowing your own strengths leads to poor hires, burnout, and wasted effort
  
  
• Why the vast majority of business owners are structured incorrectly, and how that mistake alone can cost you thousands in unnecessary taxes
  
  
• And finally, why so many self-employed professionals leave legal tax write-offs on the table, simply because they don’t know what they’re entitled to once they’re “in business”

This episode is especially for consultants, coaches, freelancers, and other self-employed professionals who want less stress, better decisions, and a stronger foundation for growth.

If you’ve ever said:

• “I don’t really know my numbers”
  
  
• “I’ll deal with it at tax time”
  
  
• “I should probably be structured differently”
  
  
• or “I feel like I’m missing something important”

…this episode will hit home.

🎧 Tune in, take notes, and I’ll see you in Episode 7.

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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In this powerful guest episode, Joe DiChiara welcomes award-winning podcaster and author Vincent A. Lanci, whose remarkable story of survival and reinvention has inspired audiences around the world. After being struck by a car, placed in a coma, and told he might never walk or live independently again, Vincent rebuilt his life from the ground up—and eventually built a top-tier podcasting business.

Joe and Vincent dive into:
• The real emotional and financial challenges of entrepreneurship
• How trauma shaped Vincent’s resilience and mission
• The birth of That Entrepreneur Show and A Mental Health Break
• Using networking, resourcefulness, and mentorship to build a business
• The moment Vincent realized he could monetize his skills
• How he overcame a devastating summer downturn, failed payments, and client losses
• Why adversity is often the catalyst for growth
• Practical advice for new and aspiring entrepreneurs

Listeners will walk away with powerful insights on mindset, perseverance, and building a business with purpose.

Connect with the Guest:
Website: VincentALanci.com
Email: info@VincentALanci.com
Podcasts: That Entrepreneur Show, A Mental Health Break, Pod O’Clock

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)

Send us a text

In this episode of How to Win Big at Business, Joe DiChiara, CPA, explains why micro-courses are the most accessible and effective way for entrepreneurs to launch or expand a business—especially if you're short on time, experience, or technical skills.

Joe discusses the emotional roller coaster of entrepreneurship and how micro-courses provide stability, new revenue streams, and increased authority. He breaks down the essentials of building your first course, the equipment you actually need, and the platforms best suited for beginners and growing creators.

Listeners will learn:
• Why your first course should be small, focused, and fast to produce
• How authenticity beats perfection in online education
• How to choose the right platform (Zoom, Loom, Thinkific, Go High Level, Kajabi, Teachable)
• Why short 3–5 minute lessons outperform long presentations
• How to test and refine your course from a student’s perspective
• How micro-courses can evolve into full course series and long-term digital assets

Joe also offers podcast listeners a complimentary 20-minute strategy call to help map out their business or course creation plan. www.timewithjoe.com

This episode is ideal for new entrepreneurs, overwhelmed business owners, and anyone ready to monetize their expertise through simple, scalable digital products.

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)