Unmasking success can feel scary and not just in a creepy, Halloween way. Halloween is the one day a year we’re encouraged to dress up, play pretend, and step into someone else’s shoes. But what about the other 364 days? As professionals, leaders, and even coaches, we often wear invisible costumes—roles, personas, and expectations that shape how we show up in the world. Some empower us. Others conceal who we really are.
Performing and Authenticity
In coaching, we talk a lot about authenticity. Yet many of us are so used to performing—being the “perfect leader,” the “always-available parent,” the “fearless entrepreneur”—that we forget we’re wearing a mask. These identities may have served us at one point, but over time, they can become confining. Like a costume that’s too tight or too heavy, they limit our movement, our voice, and our growth.
Halloween offers a playful metaphor for exploring this. When we choose a costume, we ask: Who do I want to be tonight? What part of myself do I want to amplify or escape? That same curiosity can be applied to our everyday lives. What roles am I playing out of habit? What expectations am I trying to meet that no longer align with my values?
Unmasking Success
Unmasking success means getting honest about what we’re hiding behind—and why. It means asking ourselves: Am I leading from a place of truth, or from a place of performance? Am I chasing goals that reflect my deepest desires, or ones that were handed to me by someone else?
Here are a few coaching prompts to help you reflect this Halloween:
- What “costume” do I wear most often in my professional life?
- What am I afraid people will see if I take it off?
- What part of myself have I been keeping hidden?
- What would it feel like to show up as my full, unfiltered self?
This isn’t about abandoning professionalism or structure. It’s about aligning your outer expression with your inner truth. When we lead from authenticity, we build trust, connection, and impact. We stop performing and start transforming.
Unmasking is Liberating
And just like Halloween, unmasking success can be fun. It can be liberating. It can be the beginning of a new chapter—one where you define success on your own terms. So today, as you help your kids into their costumes or scroll through social media admiring clever disguises, take a moment to reflect: What mask are you ready to take off? What truth are you ready to step into? Because the real magic isn’t in who you pretend to be—it’s in who you’re becoming when you stop pretending. Happy Halloween—and here’s to unmasking success by showing up, as you are, and unapologetic. Reach out if you want to chat more about how to unmask and bring more of your authentic self to your life.
