473: I Left My Goldman Sachs Role to Write Fiction Novels: Here’s Exactly How I Did It

What if the “dream job” you worked so hard to earn… wasn’t your dream anymore? In this episode, Natalie sits down with Lindsay MacMillan - a former VP at Goldman Sachs who walked away from a prestigious Wall Street career to follow a lifelong dream of becoming a published author. Since leaving Wall Street, Lindsay has signed major book deals with Penguin Random House, taken the TEDx stage four times, and created a multi-faceted creative business aligned with her values. Together, they unpack what it really takes to leave a good job, why the “Plan B” trap keeps so many women stuck, and how to navigate the financial, emotional, and identity shifts that come with choosing the creative path. This conversation is an honest, vulnerable, and deeply empowering look at what happens when you stop settling for a life that looks good on paper, and start creating one that actually feels good. TIMESTAMPS 00:00 - Why Natalie cut her trip short + the power of honoring your season 01:03 - From Wall Street to writing: How Lindsay made the leap from VP to published author 02:32 - The real reason people are quitting corporate (hint: it’s not burnout) 04:47 - Walking away from a “good on paper” job to follow your dream 06:58 - How Lindsay earned a VP promotion, and still knew it was time to go 09:05 - The simple shift that helped her unlock work-life balance (and still get promoted) 10:32 - Why prioritizing creativity made her better at her corporate job 12:31 - A realistic financial game plan for leaving a high-paying job 17:00 - How to build a portfolio career that funds your creativity and freedom 21:00 - The mindset shift that helped Lindsay stop working like she was still in corporate 23:01 - How to say no to misaligned money (and trust you’ll be okay) 26:17 - Why “pretty good” is the most dangerous place to be 29:21 - What it really looks like to build a creative career on your own terms RESOURCES + LINKS Get Lindsay’s New Novel: Summer On Lilac Island Imagine Having Natalie As Your CMO, On Call 24/7 To Help You Make The Right Moves In Your Business. That’s Exactly What You Get With Bossbabe AI The Freedom Engine™: AI-Powered Strategy And Systems That Show You What To Sell, How To Sell It, And How To Scale - Without All The Guesswork. Learn More And Unlock It Here. Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).