Upleveling Work

Michelle Kay Anderson
  • 5.0 (4)
  • Management
  • Updated Weekly

Upleveling Work helps ambitious leaders create a bigger, more meaningful life without burning out or betraying themselves in the process. Executive coach Michelle Kay Anderson shares practical tools, coaching insights, and Enneagram wisdom to help you navigate uncertainty, make aligned decisions, set boundaries, overcome people-pleasing, and create lasting change. Because leadership isn’t about doing more. It’s about becoming more fully yourself. Learn more at uplevelingwork.com.

  1. 12h ago

    23. Why Change Feels Hard

    You already know what you need to do. So why is change still so hard? In this episode, Michelle Kay Anderson explores the hidden psychological immune system that protects us from perceived threats - and often sabotages the changes we want most. Learn why lasting transformation isn’t about more discipline or better plans, but understanding the competing commitments and assumptions operating beneath the surface. If you’ve ever thought, “Why can’t I just follow through?” this episode will change how you see yourself, and your capacity to grow. 🔗 Show notes at https://uplevelingwork.com/23

    21 min

  2. May 12

    22. Living in the Gap: Rethinking Perfectionism

    You've read the books. You know you're a perfectionist. So why is it still running your life? Executive coach Michelle Kay Anderson makes the case that what many high-achieving women are actually living isn't fear-driven perfectionism. It's fidelity to potential: a vivid, almost painful sensitivity to the gap between what is and what could be, shaped by giftedness, women's conditioning, and decades of being rewarded for closing every gap in sight. In this episode: why the standard perfectionism conversation is solving the wrong problem (4:10), three myths that keep sensitive, high-functioning women stuck (9:18), how the Enneagram frustration triad (1s, 4s, 7s) experiences this pattern at a structural level (14:49), and three small practices (including one Michelle is still figuring out herself) (19:11). If you've been trying to fix your perfectionism and it keeps coming back, this episode is not another fix. It's a reframe of what you're actually dealing with. And that changes everything. Written from a woman's experience. Resonates across the spectrum. 🔗 uplevelingwork.com/22

    29 min

  3. 08/13/2025

    21. The People-Pleasing Myths That Keep You Stuck

    Think people-pleasing is just “being nice”? Think again. In this episode of Upleveling Work, Michelle Kay Anderson breaks down five myths that keep managers (especially women and marginalized leaders) locked in overwork, burnout, and approval-chasing. Learn how to spot the patterns, set micro-boundaries, and lead with integrity instead of fear. uplevelingwork.com/21

    10 min

  4. 08/06/2025

    20. You’re Not Indecisive. You’re in the Wrong Conversation.

    When you feel stuck, it’s rarely about indecision—it’s about clarity. Michelle Kay Anderson reframes hesitation, walks you through a 5‑step decision framework, and shares a personal buying-a-house story that uncovers how we lose joy in fear. Plus, Enneagram lessons for leaders. Listen in and turn uncertainty into aligned action. Show notes at uplevelingwork.com/20

    13 min

  5. 07/02/2025

    19. The Missing Key to Better Decisions and Less Burnout

    Ever feel stuck in overthinking, people-pleasing, or burnout? You might be living from just one part of yourself. In this episode, Michelle Kay Anderson explores the Enneagram’s three centers of intelligence—Body, Heart, and Head—and how rebalancing them unlocks clarity, confidence, and real executive presence. Learn how to move from reactivity to resonance, and lead from your whole self. 🎁 Grab the free “Three Center Check-In” download in the show notes at uplevelingwork.com/19

    16 min

  6. 06/18/2025

    18. Capacity is the Cure: How to Grow Without Burning Out

    Feeling stretched thin? In this episode of Upleveling Work, Michelle explores how to grow your emotional, mental, and physical capacity—without burning out. Learn practical tools to lead with clarity, reclaim your energy, and build a life that reflects your deepest values. Capacity isn’t about doing more. It’s about holding more, with care.

    14 min

  7. 06/10/2025

    17. Burnout as a Portal: Reclaiming Rest, Agency, and Purpose

    Burnout isn’t just about overwork—it’s a systemic issue deeply rooted in hustle culture, perfectionism, and mission-driven environments. This episode offers a powerful reframe: rest is resistance. What you’ll learn: The hidden cost of “proving” your worth through productivity How your Enneagram type reveals your burnout pattern Why rest isn’t lazy—it’s revolutionary A 5-step invitation to shift from depletion to presence This episode is for you if: You’re tired of self-care checklists that don’t work You work in a nonprofit or purpose-driven org You’re ready to reclaim your energy and purpose 📥 Bonus: Download the Burnout Pattern cheat sheet in the shownotes: uplevelingwork.com/17 🔗 Book a consult with Michelle or bring her to your team: uplevelingwork.com

    13 min

  8. 05/27/2025

    16. Reauthoring Your Leadership Story

    If you’ve ever felt like you had to prove your worth, play a part, or shrink yourself to succeed—this episode is for you. In the final episode of our imposter syndrome mini-series, we’re talking about what it means to rewrite your internal narrative and why that kind of mindset work is far more than personal development. It’s a political act. Because the stories you’ve inherited—about who you’re allowed to be and how you’re supposed to lead—were shaped by systems that don’t serve you. We explore how coaching can become a powerful, subversive tool to help you unlearn, reclaim, and show up on purpose. You’ll learn: Why your “personality” might actually be an old survival strategy How mindset work can free up energy and agency What reauthoring your leadership story actually looks like Plus, an invitation to go deeper in a free live webinar on Imposter Syndrome next week or book a discovery call to explore coaching together. 🔗 https://uplevelingwork.com/16

    15 min
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Ratings & Reviews

5
out of 5
4 Ratings

About

Upleveling Work helps ambitious leaders create a bigger, more meaningful life without burning out or betraying themselves in the process. Executive coach Michelle Kay Anderson shares practical tools, coaching insights, and Enneagram wisdom to help you navigate uncertainty, make aligned decisions, set boundaries, overcome people-pleasing, and create lasting change. Because leadership isn’t about doing more. It’s about becoming more fully yourself. Learn more at uplevelingwork.com.

Information

  • Creator
    Michelle Kay Anderson
  • Years Active
    2023 - 2026
  • Episodes
    24
  • Rating
    Explicit
  • Copyright
    © Michelle Kay Anderson
  • Show Website
    Upleveling Work