Most professionals chase the next promotion without ever asking if it's the right move. In this conversation, Kendall Berg and executive coach Whitney Faires expose the myth of the linear career path and why the most fulfilled leaders often take strategic sideways moves instead of climbing straight up.

Whitney shares her Courageous Leader Roadmap, a framework for showing up with authenticity, self-awareness, and fearless communication, the traits that separate high performers from true leaders. Together, they unpack the messy middle of leadership transitions, how to navigate corporate politics without selling your soul, and why your reputation starts forming long before you enter the room.

In this episode, we discuss:

• What are the most overlooked skills when moving from contributor to director?

• How can leaders build influence without self-promotion?

• How do you navigate corporate politics without losing authenticity?

• What's the right moment to make a lateral move instead of chasing a promotion?

• How can specific feedback requests accelerate leadership growth?

• What does it mean to lead courageously — and how can you start today?

What's one "corporate game" rule you've learned the hard way?

🎯 Take the full Level Up Leadership Course: https://stan.store/thatcareercoach/p/get-started-with-my-play-the-corporate-game-course

Kendall Berg is a career coach and creator, helping ambitious professionals master the unspoken rules of corporate life. Through Secrets of the Career Game, she shares honest conversations and practical tools to help you communicate clearly, lead confidently, and navigate work with strategy — not stress.

☕️ Want personalized career advice? Book a free 15-minute Coffee Chat with me — let's talk strategy, leadership, or your next move. Book your Coffee Chat → https://calendly.com/thatcareercoach/15-min-follow-up

Want to know more about Kendal Berg, that career coach?

Follow her on Instagram: @thatcareercoach_

Check out her courses on the website: https://thatcareercoach.net/

About Whitney Faires

Whitney Faires is an internationally recognized executive coach, keynote speaker, and leadership advisor with 20 years of experience in the healthcare industry. Formerly Chief of Staff to the CFO at Intuitive Surgical, she led high-impact organizational health initiatives, launched global leadership development programs, and coached rising professionals into senior roles. Her multifaceted career spans sales, finance, and commercial operations, where she spearheaded the creation of a $2 billion international leasing portfolio.

As the founder of Whitney Faires Coaching, she developed the Courageous Leader Roadmap — a practical approach for leaders to show up authentically, navigate adversity, and drive meaningful results. She is an ICF-accredited PCC coach and is passionate about helping leaders elevate their influence and build high-performing teams.

Connect with Whitney:

https://www.linkedin.com/in/whitney-faires-14955a38/

https://www.instagram.com/whitney_faires

https://www.facebook.com/WhitneyFairesCoaching/

https://www.whitneyfaires.com/