Drinks After Work with Shannon and Deb

The Pool's Empty and Betty Sue's Giving The Ick

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Pop the tab on something cold and settle in — it's time for another round of Drinks After Work!

 

This time, we're talking all about:
  • Power dynamics at work — from Betty Sue in finance to team leads on power trips
  • When to leave corporate America and go out on your own
  • The ick of entrepreneurship: trading one set of problems for another
  • The harsh realities no one tells you (spoiler: healthcare costs will make you cry)
  • Why the system wasn't built to support entrepreneurs — and how to survive anyway
  • How to know if you're built for the solo life (and what to do if you're not)

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    In this episode, Shannon and Deborah dive into the messy reality of leaving corporate America to start your own business. It sounds amazing when you're sitting in your corporate chair collecting a corporate paycheck, but then you realize you're just trading one set of problems. They break down the things nobody warns you about — healthcare costs that want it all upfront, business insurance requirements, wearing every single hat, and the scam artists promising you can make $5 million in a year if you just buy their course. But it's not all doom and gloom — they also share real resources and remind you that failing forward is part of the process, whether you're in corporate or on your own.

     

    So sip, swig, or chug — and get ready to:
    • Recognize power dynamics before they bite you in the @$$
    • Know your strengths and weaknesses before you jump ship
    • Find free resources through the Small Business Association and community colleges
    • Shop around for the right networks (and don't be afraid to leave the wrong ones)
    • Stop trying to perfect everything — it's an iterative process
    • Remember that going back to corporate doesn't make you a failure

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      Because it wouldn't be Drinks After Work without the drinks, here are the FAB:
      Deborah: Rise Mushroom Coffee — With almond milk and sugarcane sugar.
      Shannon: Starbucks Black Coffee — Plus donuts, because sometimes you just need the comfort food of all comfort foods.
       
      Find all our drink recipes and more at our website.

       

       

      Resources:
      • Small Business Administration
      • Chicago Small Business Expo 
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        Hosts: Shannon Tipton & Deborah Harris
         
        Podcast produced by: Obsidian Productions
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        Drinks After Work with Shannon and DebBy Shannon Tipton