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Confessions of an Entrepreneur – Playing Small

Four years. That’s how long it’s been since my side gig transformed into an official venture. Four years of leaping into the unknown, driven by a passion to build a legacy for my family and to turn dreams into reality. Four years of unpredictable paths, emotional rollercoasters, and bold ambitions often clashing with my inner perfectionist.


But now, as I embark on the fifth year, a revelation has dawned upon me. It was a truth delivered with the subtlety of a sledgehammer during a recent conference. The crux of my confession today is this: I’ve been playing too small, acting out of fear, and, surprisingly, a bit wild.


Sure, I knew I’ve spent much of my life holding back, haunted by crippling perfectionism, a lack of self-confidence, and that unsettling feeling of being an imposter. But I hadn’t realized the sheer magnitude of it.


Now, here’s where the ‘wild’ part comes in. I’ve made impulsive decisions – from accepting certain clients to revamping my branding, trying out various platforms, and experimenting in every direction. All in the name of bettering my services and outcomes for my clients.


I owe an apology to everyone who’s backed me. I’m remorseful for not showcasing the absolute best of me. Michael Port’s words at the conference, about overwhelming clients with excess information, jolted me. It made me question – have I been doing the same? The epiphany was swift. Despite striving to simplify financials, there have been times I’ve inundated clients with too much data.


Then, as Matthew Pollard took the stage, his statement about many being “stuck in functional expertise and not in transformative abilities” hit home. I’ve played it safe, sticking to what I knew best, sidelining my potential as an advisor – a domain where I excel.


Thus, to everyone I’ve collaborated with, I apologize for camouflaging my strengths behind self-imposed inadequacies.


From this moment on, I pledge to embrace my innate abilities and share them unreservedly with my clients and community.


To my fellow entrepreneurs reading this, I urge you to share your experiences. One fundamental truth I’ve realized is that while entrepreneurship can often feel lonely, in reality, we’re all in this together.


Stay Tuned for More Confessions


This introspection is just the beginning. As I journey further into the world of entrepreneurship, I’ll be sharing more confessions, revelations, and insights. This series aims to shed light on the intricacies, challenges, and joys of being an entrepreneur.


To my fellow entrepreneurs, I invite you to reflect on your journey. What are your confessions? What lessons have you learned along the way? Share your stories and insights in the comments below, and let’s embark on this journey of self-discovery together. Keep an eye out for the next post in the “Confessions of an Entrepreneur” series.

Christina Springstead

Christina Springstead

Christina Springstead blends a passion for financial acumen with a drive to empower business owners. With each article or feature, she unravels the intricate dance of numbers, strategy, and entrepreneurial spirit. Delve into her insights, where business acumen meets heartfelt guidance, and transform your business narrative. Dive deep, learn more, and let Christina's expertise light your path. 🖋️📈

hi! I'm christina!

I’ve been leading small businesses for more than 10 years using my passion for numbers to identify and overcome financial obstacles.

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