Take The Leap

#109: Ditching the One-Size-Fits-All Business Advice with Alayna Weimer

Victoria Proppe & Ashlan Glazier-Anderson Season 3 Episode 23

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0:00 | 38:47

In this episode, Ashlan and Tory sit down with Alayna Weimer, HR and business consultant and co-owner of the Herringbone Bookstore in Redmond, Oregon. Alayna shares her journey from a long corporate HR career into entrepreneurship, what it’s really like to be married to another entrepreneur, and why human-centered leadership matters more than ever.

This is a must-listen if you’re a small business owner or nonprofit leader who feels overwhelmed by “HR stuff,” wants to build a healthier workplace culture, or needs reassurance that you don’t have to follow someone else’s formula to succeed.

Some of our favorite takeaways from this episode include: 

  • Entrepreneurship offers control, not chaos. While you can’t control the market, owning your business gives you flexibility and agency, especially during economic shifts or life changes.
  • Fail fast (and with grace). Alayna emphasizes learning quickly, letting go of perfectionism, and not dwelling on mistakes as a key to long-term success.
  • People don’t care how much you know until they know how much you care. This principle applies to leadership, HR, client relationships, and community work.
  • Many business problems aren’t what they seem. What looks like a bookkeeping or systems issue is often a leadership, capacity, or people-alignment challenge underneath.
  • The best systems are the ones you’ll actually use. Whether it’s HR processes or productivity tools, simplicity and consistency matter more than fancy platforms.

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The Take the Leap course contains everything you need to know to successfully launch your business now. Sign up today to join the course and get support from Ashlan & Tory who will guide you through your journey as a new entrepreneur.

Sign up here: https://www.taketheleap-today.com/the-course 

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