My Favorite Mistake: Business Lessons from Failures and Success

The Mistake of Unrealistic Expectations: Mark Struczewski’s Solopreneur Journey


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My guest for Episode #314 of the My Favorite Mistake podcast is Mark Struczewski, also known as “Mister Productivity.” Mark is a Houston-based productivity coach, speaker, and host of The Mister Productivity Podcast, with over 1,300 episodes to his name. He helps overwhelmed professionals cut through distractions and focus on what truly matters.

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But before becoming a go-to expert on focus and effectiveness, Mark made a classic entrepreneurial mistake: thinking that launching a website would instantly attract a stream of clients. Spoiler alert—it didn’t.

Mark’s favorite mistake was stepping into solopreneurship with unrealistic expectations. After being fired from his corporate job in 2005 and officially launching his business in 2011, he quickly found himself burning money on coaches, conferences, and tools he didn’t need—without any real plan or payoff. The financial pressure eventually forced a mindset shift: instead of trying to do everything, he began focusing on the right things at the right time. That turning point not only saved his business—it became the foundation for his productivity philosophy.

In our conversation, Mark shares hard-earned lessons about clarity, focus, and sustainable productivity. We explore how he helps clients move past the illusion of “busyness,” why joy is an essential ingredient for productivity, and why it’s okay to slow down or even stop when your body and brain need a break. Mark also offers insight into how he uses tools like ChatGPT to streamline content creation and why being intentional with time is more powerful than packing your schedule. Whether you're a solopreneur or leading a team, this episode will challenge how you define and pursue productivity.

Questions and Topics:

  • What’s your favorite mistake from your career so far?
  • Where do you think your unrealistic expectations as a solopreneur came from?
  • How did you decide to stick with entrepreneurship instead of returning to corporate life?
  • What specific changes did you make to turn things around in your business?
  • How did you learn to focus instead of trying to be everywhere online?
  • What’s the difference between productivity and effectiveness in your view?
  • How do you help clients decide what’s truly worth their time?
  • Can you share your definition of productivity?
  • How do you tailor your coaching to each client’s unique situation?
  • Why is clarity such a central part of your productivity approach?
  • What’s your advice for getting clarity when feeling overwhelmed?
  • How do you define success without falling into the “always working” trap?
  • What are your thoughts on rest, recovery, and avoiding burnout?
  • Do you believe productivity levels naturally fluctuate day to day?
  • How do you personally manage high- and low-energy days?
  • How do you use LinkedIn and DMs to build real relationships?
  • What’s your take on scheduling content in advance vs. staying spontaneous?
  • Can you tell us about your new ebook and how you used AI to create it?
  • ...more
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    My Favorite Mistake: Business Lessons from Failures and SuccessBy Mark Graban

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