My Worst Memory

The Secret Love Triangle


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What do you do when your job prevents you from doing what feels right? In this episode Robin sits down with Tess Gittleman, MA, LMFT and corporate therapist to explore systemic dysfunction, burnout, values and their worst memory that they never saw coming.

Together, they discuss the often invisible emotional infrastructure of organizations: how unchecked emotional labor impacts performance, why misalignment between personal and organizational values fuels burnout, and what leaders get wrong about conflict, communication, and “work-life balance.”

Tess shares a deeply unsettling worst professional memory involving an ethical double bind early in her career—one that still surfaces years later—and unpacks why some professional experiences are supposed to feel unresolved. The conversation expands beyond therapy into leadership, corporate culture, neurodiversity, and the emotional economics of work.

Key topics discussed:

  • Emotional economics: the real cost of disengagement, burnout, and unresolved conflict

  • Why rupture isn’t the problem—failure to repair is

  • The myth of “work-life balance” and what to aim for instead

  • Values conflicts at work and how they quietly erode well-being

  • Navigating ethical gray areas, shame, and radical acceptance

  • Neurodiversity, generational differences, and building inclusive emotional systems

  • Why “radical candor” often fails without trust and skill

  • How leaders can build communication agreements and emotional infrastructure without a big budget

Key takeaways:

  • You can’t avoid conflict—but you can learn how to repair it

  • Values misalignment doesn’t mean failure, but it does require honest reflection

  • Sustainable work isn’t about perfection or balance—it’s about continual recalibration

  • Feeling discomfort or shame can be a signal, not a flaw

  • Every day at work is a data point for what you can tolerate, change, or leave

This episode is for leaders, managers, and professionals who want to do meaningful work without sacrificing their mental health—and who are grappling with the uncomfortable truth that sometimes there is no perfect answer, only the most livable one.

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My Worst MemoryBy Robin Cohen