
How to Win BIG at Business and Taxes
How to Win Big at Business and Taxes is the podcast for self-employed professionals, entrepreneurs, and small business owners who want to make more money, keep more of what they earn, pay less in taxes legally, and build a business that works for them—not the other way around. Hosted by Joe DiChiara, CPA and entrepreneur, each episode delivers practical, straight-talking strategies for navigating both sides of entrepreneurship: building a better business and making smarter tax decisions. We tackle the issues that can make or break a small business—from profitability, cash flow, pricing, systems, marketing, and growth to tax planning, IRS problems, tax debt, compliance, deductions, entity structure, and avoiding expensive tax mistakes. You'll learn how to: Build a more profitable and sustainable businessUnderstand the numbers that actually drive your successImprove cash flow and make smarter financial decisionsReduce your tax burden through proactive tax planningAvoid costly tax and compliance mistakesUnderstand IRS notices, tax debt, liens, levies, and collection optionsUse systems, technology, and AI to operate more efficientlyMove from overwhelmed solopreneur to confident business owner You'll also hear from entrepreneurs and professionals who share the lessons, mistakes, strategies, and experiences that helped them build successful businesses. Because winning big isn't just about how much your business makes. It's about how much you keep, how well you protect it, and the freedom your business creates. 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, tax strategies, and structures needed to move from solopreneur to sustainable business owner. Subscribe to our YouTube Channelhttps://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.Bedrock360BusinessCourses.com (Courses)
About
Information
- CreatorJoe DiChiara
- Years Active2025 - 2026
- Episodes42
- RatingExplicit
- Copyright© 2026 How to Win BIG at Business and Taxes
- Show Website