Shows
Empower HER Radio with Dr. Corey WinnWhat’s the real cost of staying stuck in a life that no longer fits you? | with Kristen ChimackIn this raw and empowering episode of Empower HER Radio with Dr. Corey Winn, I sit down with Kristen Chimack—best-selling author, transformational coach, and former executive turned Hotel Whisperer—to unpack one of the most pivotal questions you’ll ever face: 💥 “What is the cost of staying where you are?” After 30 years in a high-level corporate role, Kristen made the courageous decision to walk away—not because she had to, but because her soul was begging for more. More joy. More authenticity. More alignment. And ultimately, more peace. This episode is a roadmap for eve...2025-08-1337 min
The Audacious Living PodcastThe Cost of Staying in Your Comfort ZoneIn this episode of the Audacious Living Podcast, host Audley Stephenson sits down with Kristen Chimack, an inspiring author, speaker, and coach, to delve into the transformative concept of "audacious living." Kristen discusses her new book, "The Cost of Staying," and how staying in our comfort zones can often lead to stagnation, unfulfilled potential, and dissatisfaction in both personal and professional realms. This episode of the Audacious Living Podcast is a compelling exploration of courage, self-awareness, and the cost of staying in situations that no longer serve us. Kristen Chimack's journey of transformation resonates with anyone seeking to break...2025-08-0631 min
The Girl With The Purple Hair Talks BusinessThe Courage to Choose You: Kristen Chimack on The Cost of StayingIn today's amazing episode, Kristen Chimack shares her powerful insights on The Cost of Staying! Kristen Chimack, best-selling author of 'The Cost of Staying,' transformed her 30-year executive career into a mission helping others choose authenticity. As founder of Down-to-Earth Insights LLC, she coaches corporate women who seek more fulfilling lives and careers. Also known as 'The Hotel Whisperer,' Kristen provides complimentary worldwide hotel sourcing as a HelmsBriscoe licensee. She connects with her audience through daily LinkedIn insights and her newsletter, 'Kickin' it with Kristen.' Based in Illinois with her husband Mike, this Chicago sports enthusiast and...2025-07-2122 min
Startups in StilettosKristen Chimack on the Power of Pivoting and Building a Life With Purpose“When you work for a large organization, everything is planned out, there's a million committees, a million meetings, things take years sometimes to happen. I knew one of the reasons that I really left was I felt like I had become who they wanted me to be and not who I truly am.”
Welcome back to Startups in Stilettos! In this episode, we dive into the powerful story of Kristen Chimack, a business coach, Hotel Whisperer, and author of "The Cost of Staying." Join us as she shares her journey of deliberate networking, discovering her...2025-05-1335 min
BizBlendRedefining Success: Kristen Chimack on Leaving Corporate America & Building Down to Earth InsightsIn this episode of BizBlend, Kristen Chimack, founder of Down to Earth Insights and author of The Cost of Staying, shares her transformative journey of walking away from a 30-year corporate career to pursue entrepreneurship. Kristen talks about the inner conflict of feeling unfulfilled despite outward success, the fears tied to leaving a steady paycheck, and how redefining success was crucial for her personal growth. She offers actionable insights on how to recognize misalignment in your career, build a strategic exit plan, and cultivate a support system to navigate the uncertainties of entrepreneurship. This is a must-listen for anyone...2025-05-0832 min
"What's Next GenX?"The Cost of Staying — Why Choosing Yourself Isn't SelfishWhat happens when you spend 30 years climbing the corporate ladder…only to realize the top isn't what you expected?Kristen Chimack, bestselling author of The Cost of Staying, joins us for a powerful conversation about choosing yourself — even when it feels scary.Kristen spent decades rising from payment clerk to executive, only to find herself trapped by golden handcuffs, corporate expectations, and a life that didn’t fit anymore. In this episode, she shares the hidden costs of staying too long, the grief that comes with leaving, and how she rebuilt her identity — on her own terms.2025-04-3034 min
Brave Enough to Win with Aly BreatheS2EP06: Letting Go to Lead: Releasing Old Labels to Build New DreamsWhat if the only thing standing between you and your next level of success... was the story you think others are telling about you?In this episode, I sit down with Kristen Chimack — a powerhouse who courageously left the corporate world to launch her own coaching and consulting business. We dive into the emotional weight of being seen differently by old colleagues and how letting go of outdated perceptions can unlock new levels of freedom and confidence.We explore the pivotal moment when Kristen realized the cost of clinging to others' opinions, the "blue box" ex...2025-04-2939 min
LOA Today - Your Daily Dose Of HappyKristen Chimack’s Journey of Breaking FreeHave you ever felt trapped in a job that slowly erodes your soul?Kristen Chimack's powerful story is a beacon of hope for anyone wrestling with the golden handcuffs of corporate life.After 31 years at the same company, rising from a part-time payment clerk to a vice president of public relations, Kristen made a decision that would redefine her entire existence. Her journey wasn't just about leaving a job; it was about reclaiming her authentic self.The turning point came when Kristen realized she was no longer being true to herself. She was...2025-04-2957 min
The Inspired ChoiceAuthenticity and Transformation: Kristen Chimack on Career Transitions and Finding Your VoiceCaroline Biesalski engages with Kristen Chimack as she reflects on her career transition and the pivotal moments that shaped her authenticity in corporate life. Kristen shares her evolving views of success following her corporate career, highlighting themes from "The Cost of Staying" and insights from her audience. The conversation delves into the intertwining of grief and growth during personal transformations and Kristen's dedication to coaching others in finding their voice and path. They discuss the influence of mentorship on Kristen's journey and her future aspirations. The episode concludes with final thoughts and a wrap-up of the discussion.
Meet Kristen...2025-04-2718 min
Personal Development Trailblazers PodcastThere’s Got to Be More to Life With Kristen ChimackWelcome to the Personal Development Trailblazers Podcast! In today’s episode, we’ll explore how to break free from the mundane and tap into the deeper meaning and fulfillment that’s waiting for you.Kristen Chimack, a former Fortune 50 executive, transformed her 30-year career across diverse roles into a powerful story of choosing authenticity over security and a powerful journey of self-discovery. Tired of the toxic corporate environment and feeling the pull for more, she courageously left her six-figure role and founded Down-to-Earth Insights LLC, where she empowers individuals to navigate transitions throug...2025-04-2215 min
WITneSSesFrom Corporate Executive to Empowering Change: Kristen Chimack's Journey of Self-Discovery and TransformationIn this powerful episode, Amb. Elisha is joined by Kristen Chimack, a former Fortune 50 executive turned entrepreneur.
Kristen shares her incredible journey from climbing the corporate ladder to launching her own businesses.
She opens up about her decision to invest in herself, the challenges of transitioning from a secure corporate life to entrepreneurship, and the importance of rediscovering her authentic self.
Kristen discusses how reconnecting with her childhood passions and core values helped her reshape her identity and move towards fulfillment.
She also high...2025-04-1019 min
50, NOT DEADA Bold Leap from Fortune 50 Exec to Inspiring Entrepreneur with Kristen ChimackKristen is a woman in her 50s, the CEO and owner of Down to Earth Insights and she shares her journey of massive changes, both planned and unplanned.She describes turning 50 as a magical transformation, where she became more confident and outspoken. Her career in a Fortune 50 company spanned nearly three decades, where she often faced resistance from the established culture. At 53, she decided to leave and start her own company, focusing on executive coaching and personal branding.As an entrepreneur, Kristen finds immense joy and fulfillment. She highlights the incredible support from the entrepreneurial...2024-07-0536 min