Take The Leap
Take the Leap is the podcast where we get real about the rollercoaster that is entrepreneurship and life.
Sure, some folks make running a business look like a walk in the park, but let's be honest – it's more like a wild ride through a theme park with unexpected twists and turns!
Join us your co-hosts, Victoria & Ashlan, as we spill the beans on our own real-life experiences and shine a spotlight on some amazing guests. From the highs of success stories to the lows of epic failures, and hey, we'll even throw in some cringe-worthy, laugh-out-loud embarrassing moments for good measure!
So buckle up and tune in every week for a dose of raw, unfiltered truth about what it's really like to chase your dreams and build a business. Whether you're a seasoned entrepreneur or just dipping your toes into the startup world, we've got something for everyone. Even if it's just to make you think, "I'm so glad I didn't do what they did!"
Take The Leap
#130: Building Better Workplace Transitions
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In this recap episode, Ashlan and Victoria reflect on their powerful conversation with Naomi Hattaway about leaving well, workplace culture, sabbaticals, succession planning, and the reality that no one stays in a role forever.
They unpack why so many organizations struggle with transitions, why healthy exits are still surprisingly rare, and how businesses can create better systems for both the people leaving and the people staying behind. The conversation also explores entrepreneurship, burnout, rest, and the importance of building sustainable systems both at work and at home.
If you’ve ever left a job awkwardly, struggled with boundaries around time off, or wondered why workplace transitions feel so emotionally loaded, this episode will absolutely resonate.
Key Takeaways
- Most workplaces are not prepared for healthy transitions, even though employee turnover is inevitable.
- Two weeks’ notice is often not enough for meaningful knowledge transfer or relationship closure.
- Organizations should normalize conversations about departures, succession planning, and sabbaticals.
- Asking about offboarding processes during interviews can reveal a lot about workplace culture.
- Knowledge transfer is more about communication and support than creating the “perfect binder.”
- Time off should not require burnout-level preparation just to step away for a few days.
- Entrepreneurs and organizations alike need systems that support rest and recovery.
- Community and relationships require intentional maintenance, especially during busy seasons.
This episode references our conversation with Naomi Hattaway, episode #129 on Apple Podcasts, Spotify, and YouTube. And listen to our first conversation with Naomi episode #35.
Host information:
- Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
- Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies
Connect:
- On YouTube: https://www.youtube.com/@TaketheLeap-Today
- On Instagram: https://www.instagram.com/taketheleap_today
- With Ashlan:
- With Tory:
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