DiscoverPer My Last EmailSo You Want to Be Your Own Boss? Here’s What It’s Really Like
So You Want to Be Your Own Boss? Here’s What It’s Really Like

So You Want to Be Your Own Boss? Here’s What It’s Really Like

Update: 2025-11-17
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In this episode, Kaila and Kyle sit down with journalist, media executive, entrepreneur, and NKA Media founder Nora Ali to talk about the realities of becoming your own boss. Nora gets extremely candid about what pursuing entrepreneurship really looks like in detailing her transition from the traditional 9 - 5 to founding her former startup Mason Media.  


00:00 Intro


02:09 Nora’s career trajectory


05:15 Why Nora decided to pursue starting her own business when she did


09:09 The unexpected downsides of becoming your own boss


16:21 The physical toll being an entrepreneur took on Nora


18:12 How Nora navigated the transition from a creative career to having to handle the business side of her own business


24:53 On debating whether or not to re-join corporate America


27:06 Advice for people considering making the leap into entrepreneurship 


29:02 The value of having a life or career “theme”


31:40 A final piece of advice for an aspiring entrepreneur


This episode was sponsored by Superhuman. You can check out Superhuman today at superhuman.com/podcast


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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

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So You Want to Be Your Own Boss? Here’s What It’s Really Like

So You Want to Be Your Own Boss? Here’s What It’s Really Like

Morning Brew