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December 2nd, 2025

Scared And Doing It Anyway: Brittany Kaplan | From a Woman to a Leader #podcast

What does it really take to reinvent your career, move across the country multiple times, and keep saying yes even when you are scared?

In this episode, I talk with Brittany Kaplan, founder of BK Media Strategies, about building a career in news, Entertainment, and sports while staying grounded, kind, and very real.

From being "raised by CNN" and launching shows, to leading celebrity and influencer relations at Madison Square Garden, to starting her own company, Brittany shares the mindset and choices behind each bold move.

In this episode you will learn:

How to stand out early in your career without burning out

What it really looks like to move cities for opportunity (again and again)

How to find mentors and build long term Relationships with them

Why "women can have it all" never matched the reality for many of us

How to be confident while admitting what you do not know

The simple mindset shift that will help you walk into rooms where you know no one

Timestamps:
00:00 Cold Open: Growing Through Discomfort
00:20 Podcast Intro: From a Woman to a Leader
01:17 Why Discomfort Is a Sign of Growth
01:45 Meet Brittany Kaplan
03:11 Starting the Conversation
03:51 Raised by CNN: Brittany’s Early Career
05:40 Seven Cross-Country Moves and Career Reinvention
07:24 The Reality Behind Moving for Work
08:45 The Hustle Is Real: Showing Up and Working Hard
10:12 Saying Yes Before You Feel Ready
11:20 The Myth of “Women Can Have It All”
12:40 Standing Out: Be the Person Who Helps
14:40 Serving Over Self-Promotion
17:18 Confidence by Admitting What You Don’t Know
19:44 How Mentors Changed Her Life
20:11 The Bill Ritter Story: A Phone Call She Never Forgot
24:50 Why Reaching Out Matters (Even If You’re Scared)
27:11 Making Friends by Walking Into the Room Anyway
29:48 Proud Just for Showing Up
31:25 Final Advice: Be Your Authentic Self
32:21 Thank You + Episode Wrap-Up
32:47 Next Week’s Preview: From Tutor to COO

Connect with Brittany:
LinkedIn: https://www.linkedin.com/in/brittanylkaplan/
Instagram: @brittanylkaplan

Connect with Limor:
All podcast episodes and show notes: https://limorbergman.com/podcast/

Substack community for women in tech leadership: https://limorbergman.substack.com/

Leadership accelerator waitlist: https://limorbergman.com/accelerator/

YouTube channel for more episodes and clips: @LimorBergman

Follow me on LinkedIn for daily leadership tips: https://www.linkedin.com/in/limorbergman/

If this episode resonates, hit like, subscribe, and share it with a woman in your life who needs a reminder that she does not have to know everything to get started.

Limor Bergman Gross Executive coach for women in Tech | Podcast Host

I’m Limor Bergman Gross - a leadership coach, speaker, and podcast host passionate about helping women in tech step into their full power. After 20+ years in the tech industry, including leading engineering teams at companies like DigitalOcean, I now coach women who want to grow their confidence, influence, and leadership presence.

I’m also the host of From a Woman to a Leader, a podcast where I share real stories and practical advice to help women break through barriers and thrive. As a mother of four, I understand the juggle, and I’m here to show that it’s possible to lead with courage, clarity, and authenticity.