Have you ever had a dream job—the kind people tell you is the "coolest job in the world"—only to realize that your identity has become so wrapped up in it that you don’t know who you are without the title? How do you walk away from a legacy to build something entirely your own?

Welcome to Making It with Jess Ekstrom. This week, Jess sits down with Lindsay Shookus, the legendary former producer and head of the talent department at Saturday Night Live. After 20 years of discovering stars and managing the chaos of live television, Lindsey made the "wobbly" decision to leave 30 Rock and redefine what success looks like on her own terms.

In this candid conversation, Lindsey opens up about the grit required to survive 20-hour days, the lonely reality of hyper-fame, and the epiphany that led her to co-found Women Work Fing Hard*—a community built on active support rather than just "mentorship."

Tune in for:

The SNL Hustle: How a girl from Buffalo with "Southern-adjacent" roots at UNC-Chapel Hill landed a job at SNL and worked her way from assistant to talent mogul.
The Fame Pedestal: What Lindsey learned about success by watching the world’s most famous people up close, and why "street cred" isn't all it's cracked up to be.
The "Wobbly" Transition: The identity crisis that follows leaving a high-profile career and how to navigate the "data" of who stays in your life when the power of your position is gone.
Receive the Motherfing Data:* Lindsey’s viral-ready advice on relationships and business—how to stop "waiting to be chosen" and start looking at people's actions as objective information.
Women Work Fing Hard:* The accidental origin story of her women’s community and why the goal is always "How can I help you?" rather than "Who can help me?"
The Curse of the Good Girl: Why Lindsey normalizes "bombing" for her 12-year-old daughter and the importance of being uncomfortable to get better.
Building a Boat: What it’s like for an ambitious woman to find a partner who asks, "How can I best support you?"
The Art of the Question: Why being a curious mind is the most undervalued skill in networking and life.

About Lindsay Shookus:

Lindsay Shookus is an Emmy Award-winning producer, speaker, and coach. Best known for her two-decade career at Saturday Night Live, she now uses her expertise in talent and trust to advise hedge funds, produce documentaries, and empower women through her community, Women Work F***ing Hard.

Resources & Links:

Lindsay Shookus’s Website: https://lindsayshookus.com
Women Work Fing Hard:*
Follow Lindsey on Instagram: @Shookusshookus
The Curse of the Good Girl by Rachel Simmons:
Making It with Jess Ekstrom is produced by Walk West and brought to you by Mic Drop Workshop.

How to "Receive the Data" in Your Career

Lindsey talks about treating feedback-and even rejection-as objective data. This shift moves you from an emotional participant to a strategic scientist of your own life.

The SNL Exit Strategy: Lindsay Shookus on Trust, Fame, and Receiving the "Motherfing Data"