Joe DiChiara

How to Win BIG at Business With Accountants

Business EN ↓ 32 episodes

Being a solopreneur or small business owner isn’t easy—you’re wearing all the hats, managing clients, handling finances, staying compliant, and trying to grow without burning out. That’s where this podcast comes in. Hosted by Joe DiChiara, CPA, entrepreneur, and business mentor , How to Win BIG at Business With Accountants   delivers straight talk, practical strategies, and real stories that help you cut through the noise and focus on what really moves the needle. Now, Joe is also bringing in insights, advice, and real-world experience from accountants, tax preparers, CPAs, enrolled agents, an...

Author

Joe DiChiara

Category

Business

Latest episode

Jul 11, 2026

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Episodes

The Top 5 Mistakes Self-Employed Professionals Make (And How to Avoid Them) 13.01.2026

Send us Fan Mail 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—no...

Featuring Vincent A. Lanci Expert Podcaster & Podcast Producer 06.01.2026

Send us Fan Mail 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 pod...

Start Small, Start Smart: The Micro-Course Formula for New Entrepreneurs 31.12.2025

Send us Fan Mail 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,...

Monetize Your Genius Through Course Creation 26.12.2025

Send us Fan Mail In Episode 4 of How to Win Big at Business , Joe DiChiara, CPA, reveals why creating online courses is the fastest and easiest way to grow—or even start—a business. Whether you’re an expert, a hobbyist, or someone who thinks they “don’t know enough,” this episode shows how anyone can turn their knowledge into income. Joe shares how he taught accounting remotely long before it was...

The Secret to Staying Motivated: Why Winners Eat Discipline for Breakfast 16.12.2025

Send us Fan Mail Running a business is tough — and some days, so is getting out of bed. In this episode of How to Win Big at Business, Joe DiChiara, CPA and lifelong entrepreneur, pulls back the curtain on one of the biggest struggles every business owner faces: staying motivated when life (and business) keeps throwing haymakers. Joe shares the simple truth: motivation is unreliable… but habits an...

When Your Business Actually Starts (And Why It Matters More Than You Think) 09.12.2025

Send us Fan Mail In this episode, Joe DiChiara, CPA and lifelong entrepreneur, cuts straight to one of the biggest mysteries in the small-business world: When does a business actually begin?  (Here’s a hint — it’s not when you make your first dollar.) Joe breaks down what really happens the moment you have a profit motive and take your first action — whether that’s buying a laptop, driving to Stap...

Welcome to How to Win Big at Business: The Real Truth About Entrepreneurship 02.12.2025

Send us Fan Mail Running a business shouldn’t feel like a constant guessing game — and on this podcast, it won’t. Welcome to How to Win Big at Business , the show where entrepreneurs, solopreneurs, and consultants come to get the clarity, confidence, and straight-talk strategies they need to grow without the overwhelm. Hosted by Joe DiChiara, CPA — a 40-year entrepreneur, bestselling author, AI-po...

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