Wisdom provides more than answers, it delivers context and connects the dots. And when you’re a professional with decades of experience, you have lots of wisdom to share. Wise up and gain insights from OpenWater experts on a range of topics each week.
Putting the Human Back in Hiring – with Connie "Jo" Loh
For experienced professionals, today's job search can be a frustrating and demoralizing experience, even when they have all the right qualifications. After confronting automated rejections, ghosting, and a frustratingly impersonal hiring process herself, Connie Jo Loh decided to do something about it.
In this episode of Wise Up with OpenWater, “Jo” shares how her experience inspired two complementary ventures: The Workaround Collective, a community providing support and resources for job seekers, and Personally, a new platform designed to reconnect qualified candidates directly with hiring managers.
We explore:
The emotional toll of a prolonged job search, particularly for experienced professionals.
How human connection, community, and a different approach to technology could make hiring work better for everyone.
What experienced job seekers can do, even today, in the face of these realities
If you're looking for your next opportunity, supporting someone who is, or responsible for hiring talent, this conversation offers a fresh perspective on a system that urgently needs rethinking.
The Wise Up! Podcast is your regular dose of business wisdom, brought to you by the members of OpenWater.
28 Oct 2026
Level Up: Finding Your Value in the Age of AI — with David Siegel
As artificial intelligence takes on more of the work we've traditionally been paid to do, where does that leave experienced professionals? Technology entrepreneur, author, and AI advisor David Siegel joins Wise Up to explore how AI is reshaping knowledge work, and why the greatest opportunity may lie not in doing our existing jobs faster, but in scaling our experience to become “engineers” of our own specialties.
We cover topics including:
Understanding what AI can and can't do, why its extraordinary computational capabilities still require human direction, and what that means for our professional value.
Moving from doing the work to directing the work, as AI agents take on increasingly complex tasks and experienced professionals learn to orchestrate them toward meaningful outcomes.
Becoming an “engineer” of your own expertise, using AI to build new capabilities, experiment with opportunities, and create value beyond the boundaries of your traditional role.
David challenges us to think beyond productivity gains and consider what becomes possible when we combine decades of experience with powerful new tools. His message: don't just work faster. Level up.
The Wise Up! Podcast is your regular dose of business wisdom, brought to you by the members of OpenWater.
12 Oct 2026
Question Everything — with Michele Margolin
What if changing direction doesn’t require reinventing yourself at all? Executive and leadership coach Michele Margolin joins Wise Up to challenge some of our assumptions about career change, success, and what it means to keep evolving throughout our adult lives. Drawing on her own nonlinear journey from law to coaching, Michele argues that the goal isn’t to become someone different—it’s to bring more of who you already are into what you do next.
We cover topics including:
Recognizing when it may be time for a change, from feeling disengaged or simply going through the motions to realizing that an old definition of success no longer fits.
Embracing the idea of “multiple adulthoods,” and giving ourselves permission to reconsider the values, priorities, and assumptions that may have guided earlier stages of our lives.
Questioning our own thinking, including the inherited ideas and outside advice that can keep us stuck, and learning to define success on our own terms.
Michele offers a useful alternative to the pressure to dramatically “reinvent” ourselves: keep paying attention, keep questioning, and allow the next chapter to emerge from more of who you already are.
The Wise Up! Podcast is your regular dose of business wisdom, brought to you by the members of OpenWater.
Who has been a guest on Wise Up with OpenWater
Names identified in recent episode analyses. Showing up to five guests.
Karl Stewart
Rachel Burr
Julian Durand
Karen Rose Sommerich
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Apple Podcasts (US)
1.0 / 5
1 ratings
Podcast Authority Score: 15 / 100
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Quality
30
Social presence
0
YouTube
0
Engagement
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