No one pushes you, challenges you, or calls you on your bullshit quite like your best friend.
Farryn’s ultimate boss and best friend of nearly 20 years, Jessica Graboff—an agent at CAA—joins the Farrynheight Podcast for an intimate conversation about friendship, career, and the lessons that shaped them both.
From early days as ambitious twenty-somethings in New York to building brands and storytelling on opposite coasts, Jessica and Farryn unpack what it really means to evolve side-by-side both personally and professionally. This is an intimate, full-circle conversation about loyalty, reinvention, and the beauty of building your life—and your career—with people who see your potential before you do.
Timestamps:
00:00 – Introducing Jessica Graboff: Agent, Mentor, Best Friend
03:29 – Would We Live Together Again? Absolutely
05:49 – Moving to NYC & Becoming Real Friends
06:55 – Early Ambition & Career Drive
08:18 – Discovering We’re Both Storytellers
09:58 – Law, Talent, and the Birth of Brand Storytelling
12:06 – The Rise of Talent-Driven Brands
14:07 – Learning From Each Other’s Worlds
15:59 – Shanghai, Michael Kors & Early Career Lessons
18:21 – Learning Through Failure as a Young Agent
20:31 – Why Moving to LA Changed Everything
21:23 – What Makes a Successful Agent
22:16 – Building Trust With Talent & Brands
24:05 – Defining Your Personal Brand & Lane
25:41 – Working With Powerful Women in Hollywood
27:50 – Motherhood, Ambition & Identity Shifts
29:06 – Returning to Work After Kids & COVID
30:00 – Sacrifice, Guilt & Balance as a Working Mom
31:26 – Growing Careers Side by Side
32:59 – Diverging Paths: Marriage, Divorce & Growth
34:36 – How Motherhood Changes Perspective
40:22 – What’s Next in Brand & Celebrity Marketing
45:15 – Creativity, Growth & Staying Curious
46:09 – Rapid Fire
46:22 – Fear of Scaling & Letting Go of Control
50:47 – Final Thoughts & Outro
Subscribe to The Farrynheight Podcast:
YouTube
Spotify
Apple Podcasts
Follow Farrynheight on social:
Farrynheight Podcast Instagram
Farryn Weiner Instagram
Farrynheight Instagram
Farrynheight LinkedIn
Interested in raising brands? Send us a note at hey@farrynheight.com or visit us at https://farrynheight.com/
