

The Art of Ambition: Pauleanna Reid (Insiders Only)
Core members: Purchase here
For 10 years, Pauleanna Reid worked as an Executive Assistant in corporate—learning the game, sharpening her instincts, and preparing for her exit. Now, she’s a powerhouse entrepreneur who started a celebrity ghost writing agency, tripled her salary, cleared $50K in debt, and built a career on her terms.
In this fireside chat, Pauleanna will share how to stop playing small in systems that don’t reward your value. We’ll talk about:
Why doing what you’re told isn’t enough to get ahead
How to gain authority and respect—without the title
The mental and financial prep it takes to make a real exit
Why your life should be a purpose portfolio—not just a job description
Proximity to opportunity: why she bet on herself and moved from Toronto to Brooklyn
Get ready for an unfiltered conversation about strategy, self-worth, and building the confidence to walk away from what no longer serves you.
About Pauleanna
Pauleanna Reid is a journalist, entrepreneur, and speaker who turned a decade-long corporate career as an Executive Assistant into a launchpad for something bigger. After paying off $50K in debt and building her brand on the side, she exited corporate and now helps high-profile leaders and rising professionals turn their stories into legacy. Her work has been featured in Forbes, Business Insider, and Essence, and her journey is a blueprint in betting on yourself.