Real-World Coaching For Real-Life Success.
Kristen’s Mission
My mission is to empower individuals to choose themselves with courage and authenticity. Through coaching, speaking, and writing, I help others transform their definition of success from fitting someone else’s mold to being exactly who they are meant to be.
Kristen
Hey there! I’m Kristen, and I believe the best conversations happen when we’re being real. After 30 years in corporate America, I learned that success isn’t about fitting into someone else’s mold – it’s about finding the courage to be exactly who you are. My passions are helping others, creating experiences, and travel. Being true to myself, my work now encompasses all this through coaching and the Hotel Whisperer (aka hotel sourcing).
Your Guide to Authentic Success
Work with Kristen
Coaching
Ready to choose yourself and find that sweet spot where authenticity meets success? My one-on-one coaching is like having a chat with someone who’s been exactly where you are and found the way through.
Whether you’re navigating a career crossroads, a toxic work environment, or that nagging “there has to be more” feeling, I’ve flexible packages to match your journey.
The Hotel Whisperer
Need help finding the perfect venue? Whether you’re planning a small team retreat for 10 or a major conference for 60,000, I’ll source and negotiate your hotel contracts anywhere in the world.
Here’s the best part – my services come at no cost to you! It’s like having a hotel sourcing expert on your team without adding to your payroll.
Testimonials
Transformed my life
Working with Kristen was my defining moment. She showed me that you can just be who are and don’t have to be like anyone else to accomplish your goals. I’ll never forget when she said “Be bold. Be brave. Be you.
Shelly
Business Owner
Clarity and Action
I find my conversations with Kristen to be insightful and helpful in charting a career path and next steps. She provided great insight on how to be more competitive, develop better relationships, and how to show up on LinkedIn—very productive and time well spent
Kate
VP, Human Resources
Challenged and pushed me
Kristen did a fantastic job of really listening and asking me questions to push my thinking. She challenged me and now I’m more effective and productive than I’ve ever been.
Gabby
Director, Operations
But it’s in those moments of loss—whether it’s the loss of a relationship, a job,or simply the way things once were—that I’ve found the most significant growth.
Why is choosing yourself so hard? From a young age, we’re taught to put others first, be nice, and not be selfish. By the time we reach adulthood, choosing ourselves feels like a betrayal. What if it’s the most important decision we can make? For years, Kristen Chimack calculated the cost of leaving. Still, she never considered the cost of staying—the toll on her authenticity, peace of mind, joy, and health until she finally decided to walk away from it.
Maybe you’re standing at a crossroads, feeling trapped in a toxic job or relationship. You wonder if it’s just you—why does everyone else seem fine while you feel lost? You’re exhausted from pretending, scared of starting over, and confused. In The Cost of Staying, Chimack will guide you to trusting yourself, setting healthy boundaries, and building a life that aligns with who you truly are. Written like a conversation with a friend, this book is here to remind you: Sometimes, the bravest thing you can do is admit that the life you’ve worked so hard to build might not be the one you’re meant to live.
Questions?
Get In Touch