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In this episode of How to Win Big at Business, Joe DiChiara, CPA, tackles one of the biggest challenges self-employed professionals face: pricing.

How do you avoid undercharging and burning out?
How do you raise your prices without losing clients?
How do you know what the market will bear?

Drawing from over four decades advising entrepreneurs, Joe shares a powerful early-career story about offering $35 tax returns to build trust — and the surprising outcome when he later raised his fees dramatically.

In this episode, Joe explains:

• Why trust determines pricing power
• How a sales funnel supports premium pricing
• The importance of knowing your ideal client (“avatar”)
• The 3 core ways to grow a business
• Why some clients leaving can actually increase profits
• How to implement strategic price increases
• Why no complaints about pricing is a red flag

Joe also discusses his recent pricing adjustments within his Bedrock 360 Tax Solutions model and why transparency builds long-term client loyalty.

If you are self-employed and struggling with pricing confidence, this episode provides clarity and practical direction.

To schedule a strategy call:
www.timewithjoe.com

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 a text

If you keep attracting price shoppers, problem clients, or people who don’t value your work, this episode is for you.

In this episode of How to Win Big at Business, Joe DiChiara, CPA explains why most self-employed professionals don’t have a client problem—they have a positioning problem.

Joe breaks down:

• Why being “too general” kills client quality
• How selling services instead of outcomes attracts the wrong people
• The power of clearly defining who you work with—and who you don’t
• How better positioning leads to better clients, fewer headaches, and more referrals

This is a practical, no-hype conversation designed to help you stop chasing clients and start choosing them.

🎯 Want to see if your positioning is holding you back?
Schedule a strategy call: https://timewithjoe.com

If this episode helped you, follow the show and leave a review—it helps more business owners find clarity.

#HowToWinBigAtBusiness

#SelfEmployedProfessionals

#SmallBusinessPodcast

#ClientProblems

#MarketingClarity

#BusinessGrowth

#EntrepreneurMindset

#ServiceBusiness

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 a text

Uneven revenue is one of the biggest stress points for business owners — and almost nobody talks about it honestly.

In this episode of How to Win Big at Business, Joe DiChiara, CPA and lifelong entrepreneur, tackles the reality of feast-or-famine income and explains how business owners can take control of their cash flow instead of being controlled by it.

Drawing from his own accounting practice — where half of annual revenue comes in just three months — Joe walks through:

• Why uneven cash flow happens in almost every industry
  
  
• The first numbers every business owner must know (starting with their personal budget)
  
  
• How to calculate the real monthly income your business must produce
  
  
• Why poor cash flow management destroys otherwise good businesses
  
  
• How to align expenses, revenue cycles, and payment terms
  
  
• Practical steps to smooth cash flow without working harder

If you’re tired of great months followed by stressful ones, this episode will help you think differently — and operate smarter.

🎙️ Hosted by Joe DiChiara, CPA
📊 Straight talk for entrepreneurs who want predictable, sustainable success

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)