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Entrepreneurship isn’t for the faint of heart — and nobody knows that better than Joe DiChiara, a lifelong entrepreneur who just happens to have a CPA license. From running a casino in his driveway at age 10 to advising thousands of business owners over four decades, Joe has seen the highs, lows, potholes, breakdowns, breakthroughs, and “temporary defeats” that come with building a business. This podcast is your real-world roadmap to navigating the entrepreneurial roller coaster without losing your mind, your mission, or your money. Each episode mixes street-level experience with hard-earned wisdom, humor, and practical guidance. Joe pulls back the curtain on the actual challenges business owners face: Surviving fear, overwhelm, and those “oh no… what did I just do?” moments Understanding taxes, structures, and the compliance traps nobody warns you about Avoiding the biggest mistakes solopreneurs make Making money doing what you love (yes—even crocheting or selling rags) Staying out of trouble with the IRS Time management when everything is a “top priority” Building systems that keep you sane and profitable Interviews with entrepreneurs who’ve made millions… and lost them… and made them back Joe’s mission? To inform, prepare, and empower entrepreneurs so they can build a business they love—without getting blindsided by the obstacles they will face along the way. If you’re starting a business, scaling one, or rebuilding after a major setback, this show will help you stay grounded, confident, and moving forward. Because success isn’t about avoiding challenges… it’s about knowing how to handle them. Subscribe now and learn how to win big — in business and in life.