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June 25, 2025 27 mins

About Christopher Filipiak: Christopher Filipiak helps CEOs succeed at their own sales work by building Sales Ready Organizations that generate consistent, profitable revenue. With a background in engineering, data analytics, and Fortune 100 consulting, he combines strategy, execution, and mindset transformation to drive measurable growth. Drawing on his expertise in sales, entrepreneurship, lean systems, and personal development, Christopher has helped businesses 12x their sales, increase deal flow by 500%, and scale client acquisition dramatically. He teaches that selling is not something you do to someone, but for someone — a mindset shift that gives CEOs the confidence, clarity, and freedom to scale their business and life.


In this episode, Ryan and Christopher Filipiak discuss:

  • The critical role of CEOs in the sales process
  • Challenges and failures associated with hiring salespeople
  • Building a structured, “sales-ready” organization
  • Treating revenue growth as a managed, ongoing project


Key Takeaways:

  • A failed sales hire can cost a company around $400,000 when factoring in onboarding, salary, lost revenue, and the cascading impact of demotivating others in the organization who may mistakenly step back from sales efforts.
  • Most small businesses operate without a clear definition of their ideal customer, core problem-solving value, messaging strategy, or structured sales conversation process, which creates friction, inefficiency, and wasted sales efforts.
  • CEOs who haven’t yet mastered sales themselves are often unable to build effective sales teams or scale revenue reliably, making it critical that they first gain the skill and confidence to generate income on demand without emotional resistance.
  • Treating sales as an organized, ongoing internal project—complete with metrics, assessments, archiving of outdated material, and dedicated project management—ensures consistency, clarity, and long-term revenue scalability.


"Sales is actually pretty simple. It's about being able to profitably create conversations and profitably have conversations." — Christopher Filipiak

 

Connect with Christopher Filipiak:.css-j9qmi7{display:-webkit-box;display:-webkit-flex;display:-ms-flexbox;display:flex;-webkit-flex-direction:row;-ms-flex-direction:row;flex-direction:row;font-weight:700;margin-bottom:1rem;margin-top:2.8rem;width:100%;-webkit-box-pack:start;-ms-flex-pack:start;-webkit-justify-content:start;justify-content:start;padding-left:5rem;}@media only screen and (max-width: 599px){.css-j9qmi7{padding-left:0;-webkit-box-pack:center;-ms-flex-pack:center;-webkit-justify-content:center;justify-content:center;}}.css-j9qmi7 svg{fill:#27292D;}.css-j9qmi7 .eagfbvw0{-webkit-align-items:center;-webkit-box-align:center;-ms-flex-align:center;align-items:center;color:#27292D;}

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