Transitioning from a leadership role in a large organization to becoming a solopreneur was one of the most profound professional changes I’ve experienced. While my years in the corporate world gave me structure, resources, and a clear hierarchy, embracing life as a business-of-one required a new mindset and a willingness to re-learn core aspects of how I work. Here are just a few of the most valuable lessons I’ve learned so far.

When I first made the leap, I felt pretty alone. What surprised me was just how collaborative solopreneurship can be—if you let it. Many others who had previously left corporate life offered a helping hand, words of encouragement, or invaluable advice on navigating early mistakes. Former colleagues and partners, and even new connections have reminded me that building something meaningful is rarely a solitary endeavor.

1. “Solo” Doesn’t Mean You’re on Your Own

I’ve come to value these connections as much as the teams I was a part of and/or the teams I led in my former roles. Sharing experiences with those on a similar path fills the gap left by no longer having an in-house team and ensures that I never truly feel “alone” in the journey.  Thank you to each of you…You know who you are!

2. It’s Okay (and Wise) to Ask for Help

One of the mindsets instilled in me during my corporate years was to do more, be resourceful, and wear multiple hats. As a solopreneur, this quickly became a recipe for overwhelm. Through trial and error, I learned I don’t have to be a web designer, bookkeeper, legal expert, and marketer all at once.

For example, my first attempt at building a website ended in frustration and below-average results. I soon realized my time was better spent working with clients. Outsourcing things like web design and bookkeeping not only gave me better results, but it also freed up my energy for the work I truly enjoy (and can do successfully). There’s a wealth of talent available for hire—tapping into these resources isn’t a weakness but a practical business strategy.

3. Examining (and Shifting) My Mindset

Perhaps the most challenging lesson has been internal. Success in the corporate world required a certain set of beliefs: managing risk, embracing hierarchical norms, and following established protocols. As a solopreneur, I discovered that some of these deeply held assumptions no longer served me.

Working with a few great coaches, I realized that my drive for perfection, tendency to defer bold moves until all stakeholders agreed, and reliance on existing playbooks often slowed my progress. Now, I’ve learned to value agility, trust my instincts, and try things before they’re “perfect.” This inner shift hasn’t been easy, but it’s been crucial in adapting to a world where every decision—and its consequences—rests squarely on my shoulders.

Shifting from a corporate leader to a solopreneur has tested and expanded me in ways I never expected. I’ve learned that success and fulfillment in this new role depend not on stubborn independence but on connection, asking for help, and a willingness to reinvent not just what I do but how—and why—I do it.