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July 1, 2025 45 mins

Are you prepared if the IRS comes knocking or worse, if you owe more than you can pay? In this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan, a seasoned advisor to high-performing entrepreneurs, sits down with Stephen Weisberg, founder and lead attorney at the W Tax Group. With over a decade of experience navigating IRS disputes, audits, and tax debt resolution, Stephen shares real-world strategies to help business owners avoid costly mistakes and resolve tax issues with confidence. 

This episode is packed with practical insights every entrepreneur should hear, from what to do if you can’t pay your tax bill, to the truth behind “pennies on the dollar” settlements, to how the IRS is using AI and automation to crack down on non-compliance. Whether you're already facing tax debt or you’re focused on staying ahead, this conversation delivers the tools and mindset needed to protect your business, preserve your cash flow, and gain peace of mind. Don’t miss this critical conversation and be sure to visit vitalstrategies.com/tax to start building your own custom tax strategy with Patrick and his team. 

Key Takeaways: 

  • Why filing your return, even if you can’t pay, is crucial to avoid massive penalties 
  • How the IRS is becoming more efficient and aggressive with audits and collections 
  • What to know before setting up a payment plan with the IRS 
  • Common tax strategy traps, including ERC mills and fraudulent conservation easements 
  • The truth about Offer in Compromise programs and who really qualifies 
  • How to prepare your business in case of an audit, with a rock-solid paper trail 
  • Why working with a tax resolution professional early is your best leverage 

Learn More About Stephen: 

  • Direct Phone: (248) 971-0885 
  • LinkedIn: Stephen Weisberg

Resources:   

Visit www.vitalstrategies.com to download FREE resources     

Listen to the podcast on your favorite app: https://link.chtbl.com/vitalstrategies    

Follow on Instagram at https://www.instagram.com/vital.strategies      

Follow on Facebook at https://www.facebook.com/VitalStrategiesPodcast     

Follow on LinkedIn at https://www.linkedin.com/in/patricklonergan/     

Credits:    

Sponsored by Vital Wealth    

Music by Cephas    

Art work by Two Tone Creative 

Audio, video, research and copywriting by Victoria O'Brien

 

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