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Nicholas Whitaker

Guiding Leaders & Founders Through Uncertainty | Be Rebellious: Reclaim Your Time, Energy, Attention & Sense of Alignment | Conscious Leadership & Human BE-ing Coach | Co-Founder @Changing Work | Ex-Google

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Are We Friends or Coworkers? Exploring Relationships at Work

Dispatch: May 30th, 2025 Hey Rebel Reader, The third Changing Work book just dropped:Are We Friends or Coworkers? Exploring Relationships at Work This one’s close to the home. It’s about the blurry lines, quiet tensions, and rare moments of real connection that show up when we try to be human in spaces that often reward the opposite. From ride-or-die friendships that start over bad office coffee to heartbreaks, betrayals, and burnout from messy team dynamics this book has it all. For today...

Dispatch: May 25th, 2025 Hey Rebel Reader, Just a quick note as I shift where (and how) I’m sharing my work. As you may already know, I’ve been peeling back from social media. I’m no longer on Meta platforms... for all the reasons.And while I’m still on LinkedIn, the algorithm makes sure only a fraction of you ever see what I share… while quietly feeding your attention to a machine designed to hijack your time and keep you on platform as long as possible. That’s not the game I’m here to...

May 19th, 2025 Hey Rebel Reader, Ever feel like you're holding everything together... but quietly unraveling inside? If so, you're not alone. I talk to people just like you every day. Over the past few weeks, I’ve been releasing a new series called The Quiet Rebellion Caselogs - real patterns I’ve seen again and again in high performers. Not diagnoses.Not labels. Just deeply practiced strategies that worked… until they didn’t. If you’ve ever felt stuck, exhausted, or just off...there’s likely...

April 30th, 2025 Hey Reader, Dropping in with a quick reminder:Our live event in Boulder is just around the corner. Consciously Coaching Entrepreneurs: An Intimate Conversation 🗓 Thursday, May 8th | 🕓 4–6:30 PM 📍 AVL Growth Partners, Pearl Street 🎟 Just $15 | Save your seat here This isn’t a panel with polished soundbites. It’s a grounded, real-world conversation between three coaches (me, Beck Sydow, and Joseph Logan) about what it actually takes to build a business that aligns with your...

April 22nd, 2025 Hey Reader, A wise friend once told me:“Everything in your life, up to this moment has prepared you FOR this moment.” That phrase keeps ringing in my ears. Especially since getting laid off from big tech in 2023. I’ve been walking the road of reinvention ever since...sharing the journey with as much humility, humor, and honesty as I can. Now, I’m bringing that same realness to an upcoming in-person event in Boulder: Consciously Coaching Entrepreneurs: An Intimate...

March 10th, 2025 Get Unstuck With Group Coaching Hey Reader, If work feels overwhelming, unclear, or just not worth the energy you are putting in, you are not alone. Too many high performers reach a point where they realize: Work no longer feels meaningful, but quitting or pivoting seems out of reach. They keep pushing harder, but it never feels like enough. The clarity and energy they once had is gone, and they do not know how to get it back. That is why we are launching the Changing Work...

Feb 14th, 2025 Checked Baggage: A story from a Hong Kong bathroom floor Hey Rebel Reader!, I never told this story before until now. The hotel bathroom tiles were cold against my cheek. 7,500 miles from home, alone at 3am, I was convinced I was dying. My heart raced, my vision blurred, and all I could think was "I can't let anyone know. Leaders don't break down like this." That night changed everything. Today, that story (along with 24 others just as raw and real) is part of Leading with...

Feb 1st, 2025 Your Attention Is For Sale Hey Rebel Reader!, My wife and I recently moved our bedroom into the basement, where we used to have the guest room, and relocated my office to what was our bedroom. This shift has brought a few unexpected but amazing benefits. First, I’m no longer spending the majority of my day in the smallest, darkest room in our house which used to be my office. Second, my phone now lives a flight of stairs and several dozen steps away from my bed, in my new...

Hello RebelReader !Applications for Book 3 close Monday—there’s still time to join the Quiet Rebellion and share your story with the world. This is your chance to become a bestselling author, explore the book-writing process, and connect with a community of like-hearted professionals committed to changing work for the better. Last year, we published Leading With Self-Awareness: Starting From the Inside Out, which hit the Amazon bestseller list in three categories in under a week. Next up, on...

Dec 30th, 2024 Hello Reader, When I started this newsletter as Needs Improvement, it was an act of defiance...a reclaiming of a phrase from my time in big tech, one often used in performance reviews to diminish rather than uplift. It represented a step toward owning my story after being laid off and navigating a period of uncertainty. But just as I’ve grown and evolved since then, this space must evolve too. Today, I’m stepping fully into my role as a leader, a founder, and someone dedicated...