113. Stop Climbing, Start Leading: Career Moves That Actually Work with Whitney Faires
Release Date: 11/10/2025
Secrets of the Career Game
High performance rarely looks calm from the inside, especially for the people who are doing everything “right.” Promotions, praise, and visible wins don’t always translate into ease. For many high achievers, success comes with constant pressure, blurred boundaries, and a lingering fear of slowing down. Kendall Berg and Dr. Margie Warrell name what’s driving this pattern: the insecure overachiever mindset. When ambition is fueled by fear, busyness becomes a shield and external validation becomes the scorecard. Over time, this way of working erodes presence, weakens relationships, and...
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Impossible goals are rarely impossible. They just require a different way of thinking, acting, and deciding when things stop feeling obvious. Kendall Berg sits down with Sarah Arnold Hall to unpack why most people abandon big dreams right at the moment progress actually begins. They break down why obstacles are not a signal to pivot, quit, or start over. Obstacles are part of the process. Sarah explains how high achievers mistake discomfort for failure and reset their goals too early. Kendall brings this into the workplace, showing how career momentum is built by staying consistent, acting...
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Success doesn’t stall because you are bad at your job. It stalls because your work becomes invisible by the time it actually matters. Kendall Berg breaks down why high performers forget months of work by review season and how that gap quietly costs them recognition, leverage, and momentum. This episode explains how to track your accomplishments in a way that saves time later instead of creating last-minute stress. Kendall walks through aligning tasks with company goals, articulating impact instead of listing tasks, tracking stakeholder involvement, and using metrics to make your work easy to...
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Hitting every goal should feel like progress. Instead, it often leaves high performers stuck, frustrated, and quietly falling behind. Kendall Berg breaks down why traditional goal setting systems like OKRs and KPIs reward performance optics while hiding the problems leaders actually need to see. In this conversation with Radhika Dutt, author of Radical Product Thinking, Kendall challenges the belief that better metrics lead to better decisions. They unpack why green numbers can create dangerous blind spots, how teams learn to filter bad news, and why leaders become the last to know when...
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Being busy is not the same thing as moving forward in your career. In 2026, growth comes from alignment, not effort. If your goals are not tied to what your company is actually measured on, they will not move your career forward. Kendall breaks down how to set career goals that match company priorities like AI, efficiency, and revenue so your work gets noticed and rewarded. This episode lays out a clear goal-setting playbook for high performers who want impact without burnout. Kendall explains how to use an impact versus effort filter, set boundaries that protect capacity, anchor goals in...
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Strong performance does not automatically translate into influence at work. Many high performers deliver results yet still get misread, underestimated, or quietly sidelined. That gap is where careers slow down, not because of skill, but because leadership presence and perception do not always match capability. Kendall sits down with Tracy Nolan to break down what actually moves careers forward in fast changing corporate environments. Tracy draws from decades of executive leadership across Verizon, Sprint, T-Mobile, and healthcare to explain why continuous learning is nonnegotiable, how leaders...
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Office politics is not optional. It is the job if you want director-level and above. Ignore it, and you stay the hardest working person in the room with the least control over what gets decided. This episode breaks down office politics the way high performers actually need it explained: not gossip or brown-nosing, but influence, stakeholder management, and reputation. Kendall walks you through the three parts that quietly run every organization: conflict management, so another team or a rival does not quietly take ownership of your work; collaboration, so the people who shape decisions are...
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Career growth feels harder when you’re doing everything “right” and still not seeing momentum. Kendall breaks down why traditional goal setting quietly stalls your progress and why the real catalysts for advancement are systems, identity, and daily habits that actually fit your work life. She shares how high achievers unintentionally set themselves up for burnout, why New Year energy fades so quickly, and what sustainable growth looks like for ambitious professionals who want more clarity, confidence, and consistency. Kendall walks through how to design systems that support the...
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Kendall digs into the truth about career growth with Julie DeLucca Collins, a coach who teaches that real leadership begins long before a title. Julie explains why self-leadership, emotional regulation, and a strong leadership mindset are the foundation of confidence at work and mid-career growth. They talk about the discomfort that comes with asking questions, navigating rejection, and showing influence before anyone gives you formal authority. Together, they unpack the tiny habits that create career confidence, sustainable progress, and better work-life integration. Julie shares her evidence...
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If you feel like you’re failing at work and at home, Kendall explains why the problem isn’t you — it’s the myth you’re trying to live up to. She breaks down why “balance” was never realistic, how it fuels guilt and burnout, and why integration offers a more practical, sustainable path forward. Through personal stories and real client examples, Kendall shows how aligning your values, redefining success, and embracing trade-offs can transform both your career trajectory and how you feel day to day. She also shares how to choose one meaningful goal without creating chaos, why...
info_outlineMost 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:
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What are the most overlooked skills when moving from contributor to director?
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How can leaders build influence without self-promotion?
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How do you navigate corporate politics without losing authenticity?
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What’s the right moment to make a lateral move instead of chasing a promotion?
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How can specific feedback requests accelerate leadership growth?
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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
About Your Host: That Career Coach, Kendall Berg
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/