Most people don't struggle with difficult conversations because they lack the words. They struggle because they've spent years avoiding the moment, softening the message until it says nothing, or rehearsing a version of the talk that protects their own comfort more than the other person's dignity. This session is built for that gap. Over one hour, we'll work through why these conversations feel so loaded in the first place, how to tell what actually happened from the story you've built around it, and how to open a hard conversation in a way that lowers defensiveness instead of raising it. You'll leave with a short prep framework you can apply immediately, to one real conversation you've been putting off, not a theory to file away.
By the end of this session, you'll be able to:
Cheryl Dutta is a certified Life and Career Coach with three decades of experience across the Armed Forces, the corporate world, and business. She's a military veteran who went on to become a professional coach, holding credentials from the European Mentoring and Coaching Council (EMCC) and the Certified Coaches Alliance, USA.
Her approach blends military discipline with genuine compassion, something she developed by working in two very different worlds that both demand saying the true thing clearly, at the right time, without losing the person in front of you. Over the years she's coached a wide range of people, including aviators, celebrities, entrepreneurs, and working professionals, guiding them through career transitions, high-pressure moments, and personal breakthroughs. She often brings self-defense awareness into her sessions too, drawing on her military background to build people's resilience and confidence, not just their communication skills.
