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3 Ways I Combat Imposture Syndrome as a Female Business Owner

  • Writer: Kelly Major
    Kelly Major
  • May 3
  • 5 min read
event planner in boston

I, like many business owners, can go down the impostor syndrome rabbit hole. I’ll be the first to admit I’ve spent hours analyzing other planners’ websites, doom scrolling Instagram, and Googling what I should be doing with my business. Studying pricing structures, comparing aesthetics, questioning if my services are positioned “correctly.” It can start as research and quickly turn into self-doubt.


But when I really took a step back, I realized something important: when I first started this “side hustle” - I felt on top of the world. Every new client, every completed event, it all felt exciting, validating, and full of possibility. I wasn’t questioning if I was doing it “right” - I was just doing it.


Back then, everything I created, from my logo to my website and my services, was completely authentic. It came from instinct, not comparison. I wasn’t consumed by social media, and I wasn’t deeply plugged into the events industry. I wasn’t benchmarking myself against others. I was just building something that felt like me.

Ah…ignorance really is bliss.


But maybe it’s not ignorance. Perhaps it’s clarity before the noise sets in.


In a creative industry, it’s incredibly easy to get overwhelmed with what others are doing. There are so many talented planners producing innovative, beautiful, boundary-pushing experiences. Exposure to seeing that in real time can be inspiring! Until it isn’t. Until it turns into comparison. Until you start measuring your behind-the-scenes against someone else’s highlight reel.


For me, the shift happened gradually. The more tapped in I became, the more I started noticing what I wasn’t doing. The scale I hadn’t reached. The clients I didn’t have. The ideas I hadn’t executed. And suddenly, instead of feeling proud of my growth, I felt like I was falling short.


A strange and frustrating side effect of actual success.


A few years ago, I started pushing myself to attend networking events. I wanted to get myself out from behind the screen and form real connections with others in my industry. Before going, I found myself intimidated, anxious about making small talk and introducing myself to a room whom I had convinced myself had no idea who I was. 


After getting through the initial awkwardness - Where do I stand? How do I start a conversation? How do I end the conversation? What I walked away with was a stronger sense of self. With each event, I found more and more that everyone feels the same and is just trying to find their place in the industry. I went from trying to blend into the wall and not be seen to allowing myself to relax and allow myself to be seen as who I am. The truth is, I got myself to where I am because of WHO I am. And so did you. 


In a service-based business, you’re not selling a product - you’re selling you. Your perspective, your taste, your problem-solving ability, your energy. Every consultation requires me to tell my story, showcase my work, and build trust that I’m the right fit. And once we win the business, I have to deliver on that promise - bringing together a team, executing at a high level, and creating an experience that reflects what I sold in that initial conversation.


That’s not something you can fake.


My 100% retention rate is proof that being myself has worked. It’s proof that authenticity is not only enough - it’s effective. But do I remember that when I’m deep in comparison mode or questioning my next move?


Absolutely not. 


So how do we fight impostor syndrome and keep perspective?


event planner in boston

Let’s start with the definition. An impostor is “someone who pretends to be someone else in order to deceive.” When you really break that down, it’s almost jarring what that infers. Entrepreneurs are passionate and hardworking individuals. While dreaming big is part of our business plan, deception is not. So unless you are actively trying to deceive your clients - you’re not an impostor. You’re a business owner who started something because you have a skill, a point of view, and something to offer.


Taking on a project that pushes you. Saying yes to something that feels a little out of reach. Figuring things out as you go. That’s not fraud - that’s growth. That’s entrepreneurship.


But while that logical argument helps, it doesn’t fully quiet the emotional side of it. The insecurity, the comparison, the feeling of “not enough.” Those don’t disappear just because you can define the word differently.


So while I don’t have this mastered, these are the practices I come back to when I need to reset:


Remember your why.

I fell in love with events because I love people and I love logistics—the balance of creativity and structure, vision and execution. But I fell in love with running my own business because I get to make the rules. I get to decide what I take on, how I show up, what success looks like for me.


Of course, that comes with trade-offs. Responsibility, pressure, unpredictability. But at the end of the day, it’s still mine. And that autonomy is the whole point.


It’s important to learn from others, to build community, collaborate, and share ideas. But your business is not meant to be a replica of someone else’s. Your vision is shaped by your experiences, your clients, your strengths. Why would you dilute that by trying to follow someone else’s path too closely?


Be your own inspiration.

Scrolling my OWN Instagram has become one of my favorite remedies. It might feel a little self-indulgent at first—but it’s actually an exercise in perspective.


It reminds me of the events I’ve produced, the details I’ve obsessed over, the clients I’ve supported, and the ideas I’ve brought to life. It reminds me that the things I now consider “normal” were once huge milestones.


We’re so quick to move the goalpost forward that we forget to acknowledge how far we’ve already come.


Looking at your own work allows you to see patterns—what you’re drawn to, what you do well, what makes your approach different. And that’s where confidence starts to rebuild—not from looking outward, but from recognizing what already exists within your own body of work.


It’s okay to stay in your comfort zone.

There’s constant messaging - especially to women in business - that we should always be expanding, evolving, scaling. Launch something new. Add another service. Grow faster. Do more.


And while growth is important, it’s not one-size-fits-all.


For some people, growth looks like expansion. Bigger teams, more offerings, new markets. For others, it looks like refinement. Getting better at what they already do, creating a more intentional, boutique experience, building sustainability instead of scale.


Neither is better. They’re just different.


Seeing what others are doing can make you feel like you’re falling behind if your path doesn’t look the same. But success isn’t defined by how much you’re doing—it’s defined by how aligned you feel with what you’re doing. So whatever feels right for you, it’s okay to stay in that comfort zone. 


event planner in boston


In the end I don’t think there is a cure for the feelings of “imposture syndrome” - because it truly is just a form of battling insecurity (something we all deal with on a daily basis) - there are some ways you can help reframe your mindset to help you stay positive, grateful, and powering forward. If your business feels good, your clients are happy, and your work is fulfilling, you’re not an imposture. Your a business owner and making your dreams come true

 
 
 

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