Send a text

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)

Send us a text

In Episode 9, Joe DiChiara gets practical and tactical about one of the biggest stress points for self-employed professionals: tax anxiety.

Joe explains that most tax-related stress is self-inflicted, not because people are careless, but because they don’t have systems. Drawing from his experience as a CPA and lifelong entrepreneur, he walks listeners through a step-by-step method to systematize their personal tax return so tax season becomes predictable instead of painful.

This episode focuses on:

• Why tax anxiety comes from confusion, not taxes themselves
  
  
• How reviewing prior-year tax returns eliminates uncertainty
  
  
• Understanding the structure of your tax return (income, adjustments, deductions, payments)
  
  
• Creating a checklist of required tax documents before filing
  
  
• Why third-party documents are often late or wrong — and how to catch errors
  
  
• The dangers of assuming tax forms are always correct
  
  
• How to handle delayed K-1s and corrected 1099s
  
  
• Non-cash deductions most people miss (clothing, furniture, books, cars)
  
  
• Why the home office deduction is a red audit flag for sole proprietors
  
  
• How S-Corp owners legally deduct home office expenses using an accountable plan

Joe reinforces a core principle: personal tax returns don’t change much year to year, and once you understand last year’s return, you’ve already won half the battle.

He closes with a reminder that systems don’t just reduce taxes — they reduce stress, mistakes, and fear.

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 Episode 8, Joe DiChiara tackles the growing anxiety self-employed professionals feel every January when tax season begins.

Joe explains that tax stress doesn’t come from taxes themselves—it comes from lack of structure, poor bookkeeping habits, and not understanding your numbers. He walks listeners through the foundational steps every business owner must take to eliminate surprises, reduce anxiety, and regain control long before a tax return is ever filed.

Key themes in this episode include:

• Why tax season feels overwhelming for small business owners
  
  
• How modern tools (QuickBooks, apps, AI) can create confusion instead of clarity
  
  
• Why accurate books and records are the foundation of stress-free taxes
  
  
• The importance of daily business habits and documentation
  
  
• Understanding your income statement and balance sheet
  
  
• Why tax returns are a once-a-year result, not a strategy
  
  
• The danger of waiting until year-end to think about taxes
  
  
• Why self-employed professionals need an accountant—not just a tax preparer
  
  
• How proactive accounting saves more money than it costs
  
  
• Why knowing your numbers is non-negotiable for real business success

Joe emphasizes that successful entrepreneurs don’t guess—they know their numbers. And if you haven’t done that yet, the best time to start is now.

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)