How Financial Literacy Saves Thousands for Agency Owners, with Stephen Woessner

Episode 63:

For over 25 years, Stephen Woessner has been in the trenches of agency new business strategy working alongside agencies and consultants — teaching them how to build their authority within the markets they serve, grow their audience, and fill their sales pipeline with a steady stream of right-fit clients so they can win new business.

Stephen founded Predictive ROI in 2009 and remains its CEO and co-owner, along with his business partner, Erik Jensen. Stephen hosts the “Onward Nation” and “Sell with Authority” podcasts with listeners in over 140 countries and over 1,000 episodes. His agency new business and marketing insights have been featured in major media, and he’s the bestselling author of five books, including his latest entitled, “Sell With Authority.”

In this episode of the Progressive Agency Podcast, I interview Stephen about the importance of proactive tax planning for agency owners to maximize deductions and savings. Stephen emphasizes how proper tax planning and financial literacy force agency owners to think differently about money and the business.

We discuss some confusing aspects of running an agency, especially around financial operations like cash flow, overhead costs, AP, and AR. Stephen shares how it took his agency years to implement an effective system for managing invoices and finances. Now they utilize solutions like and consistently check in with their systems and processes.

Stephen later shares his “Big 3” framework for saving time — identifying the 3 priority activities that drive both personal joy and business growth. Everything else gets deprioritized or delegated elsewhere.

What you will learn in this episode:

  • Reframing thinking around money and taxes
  • Assumptions about tax deductions that cost agency owners tens of thousands of dollars
  • Growing operations is a huge part of growing a business
  • Financial education is critical for agency owners
  • Time-saving tactics for agency owners
  • Finding experts who care about the work they do for the benefit of others