Take The Leap

Stop Competing, Start Collaborating: Convening Changemakers with Natalia Kay-O'Brien


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Welcome to the 50th episode of Take the Leap's second season. In this powerful conversation, "Stop Competing, Start Collaborating: Convening Changemakers with Natalia Kay-O'Brien,"  season one guest, Natalia, returns to share how she’s building brave, community-centered spaces that foster collaboration, challenge oppressive systems, and invite nonprofit and mission-driven leaders to step into collective strategy and care as the way forward. Listen to Natalia’s season one episode on Apple Podcasts, Spotify, or watch on YouTube

Some of our favorite takeaways include: 

  • Community is the antidote to burnout, scarcity, and fear. Connection and collaboration are vital; don’t let isolation and competition be the norm. 
  • Natalia critiques the individualism and duplication in the nonprofit sector and advocates for shared infrastructure, operational partnerships, and long-term funding strategies to ensure that small nonprofits can thrive and focus on mission delivery. 
  • From corporate rainbow-washing to capitalist structures that undermine equity, Natalia doesn’t hold back on naming the systems that harm. She calls for values-based leadership, long-term thinking, and building power from the ground up. 

Guest & Host Information:

  • Guest, Natalia Kay-O'Brien, Owner of Affinity Projects 
  • Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
  • Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies

Connect with Natalia:

  • Visit the Affinity Projects website: https://www.affinityprojects.net/ 
  • Find Natalia on LinkedIn: https://www.linkedin.com/in/nkayobrien/ 
  • For Portland-area folx, join Gather, a happy hour for social good: https://www.affinityprojects.net/gather 

Connect with us:

  • Subscribe to our YouTube channel: Take the Leap
  • Follow us on Instagram: @taketheleap_today
  • Find Ashlan on Instagram & LinkedIn
  • Find Tory on Instagram & LinkedIn 

The Course
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. 

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Take The LeapBy Victoria Proppe & Ashlan Glazier-Anderson