Episode 047: Navigating the Path From Corporate to Entrepreneurship

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Episode 047: Navigating the Path From Corporate to Entrepreneurship

corporate to entrepreneurship

As someone who transitioned from the corporate world to striking out on my own, I get people who swoon over my story all the time. “I’d love to do that too,” they tell me, yearning to escape the corporate mentality of burning the candle at both ends, “but I don’t know what I would do / how I would find clients / whether I could make enough to pay the bills…” and the list goes on.


There are so many excuses people make for not trying to work for themselves. And plenty of them are valid—it’s definitely not all sunshine and rainbows (yes, cash flow can be a real issue) and it’s definitely not for everybody.


But for those who are truly curious to try it out, it’s not as hard as you might think, especially because there are so many people who have walked this path before you to learn from. Elaine Pofeldt is one of those people. Over 10 years ago she left her job at Time, Inc. to start a freelancing business and have more flexibility to take care of her children (and herself). In the time since, she’s grown her business to surpass her corporate income, and has also become passionate about empowering others who might want to strike out on their own. And in Episode 47: Navigating the Path from Corporate to Entrepreneurship she share all her secrets to making the transition (including the mistakes she wishes she had avoided!).


In the episode, we’ll dig into:

  • Gaining confidence in your skills and diversifying ways you can make money
  • Ways to start experimenting with entrepreneurship without leaving your full-time gig
  • How to build more stability into an unstable cash flow
  • Using your network to find your first clients
  • The power of automation to free up more time for your business strategy (or your life!)

corporate to entrepreneurship

Plus, for even more insight into how to successfully build a business, three listeners will win a copy of Elaine’s book The Million Dollar One Person Business. Simply follow Elaine on Twitter and The Career Passport on Instagram to be entered to win! Winners will be selected Friday 3/18.


Show Notes (Timings are Approximate):

Elaine’s path (2:35)

Some of Elaine’s early business mistakes (4:45)

Realizing the multiple skillsets you have (12:17)

How freelancing can help you stay stable throughout your career (21:15)

Examples of how people can start to monetize their skills on the side (27:00)

Who the book is good for (33:30)

Travel questions (45:15)


Resources Mentioned on the Show:  

The Million Dollar One Person Business

Elaine on Twitter (follow her as well as @thecareerpassport on Instagram to be entered to win a copy of the book!)

Elaine on LinkedIn