Say the Hard Things Masterclass

Communicate effectively and feel proud of yourself afterward, no matter how big your feelings are or how messy it gets.

Next Masterclass:

Tuesday, July 14, 4:00PM Central Time

Recording of the event will be available for 30 days afterward.

Register today!

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Ready to stop avoidingĀ hard conversations?

It's time to be assertive, set boundaries, andĀ address tough topics with ease.

Register today for the Say the Hard Things masterclass, and start showing up like the person you want to be.

Join the masterclass

Why is it so hard...

ToĀ address what's bothering you? To set boundaries for yourself? To be assertive without being aggressive?

What would it unlock for you to be able to:

  • Stop the negative self-talk that tricks you into thinking you can't have hard conversations
  • Get clarity on the person you want to be in this world
  • Navigate interpersonal interactions with clarity, compassion, and confidence?

The Say the Hard Things framework was designed to empower you to communicate effectively and feel proud of yourself afterward, no matter how big your feelings are or how messy it gets.

Join Jess Kyle for this live, 90-minute Say the Hard Things masterclass. You'll walk away with concrete steps that you can put into practice starting TODAY and take control of how you're showing up in the world.

Can't make it at that time?

Don't worry! There will be a recording available for 30 days after the event.

It's time to become the person you want to be, one conversation at a time.

Register

Josh D.

ā€œI had three Zoom sessions with Jess Kyle, and they were incredibly impactful. We worked through a past situation that had been very triggering for me, and she helped me see how I could have approached it differently using her practical communication tools. Even something as simple as pausing to control my breathing has made a meaningful difference. Jess creates a grounded, thoughtful space and teaches skills you can apply in real time. I now feel far more equipped to handle difficult conversations moving forward and am truly grateful for what I learned from her.ā€

Srijita G.

ā€œJess’s coaching gave me a practical, relatable framework for approaching difficult conversationsĀ with more clarity and confidence. Rather than offering generic communication advice, she provided tools and language that I could apply immediately. The ā€˜container’ framework especially changed the way I think about hard conversations. It gave me a way to approach them with more intention and stay grounded instead of becoming reactive.

As a woman navigating the additional layers of expectation and stereotype that often shape how we are perceived in leadership, I especially appreciated Jess’s nuanced guidance on how to remain firm, and self-respecting without sacrificing empathy. Her coaching, better equipped me to be a stonger communicator and a better leader.ā€

Lila G.

ā€œWhen my therapist told me to do an assertiveness training I didn't know where to look. I found Jess in a networking group I'm part of and am so glad I did! I feel so much more comfortable having hard conversations now with the frameworks she gave me. What I appreciated most was how BS free her approach is and how efficiently I was able to improve my skills and come to some major realizations with her guidance. Thank you, Jess!ā€

Join the masterclass

90 minutes is all you need to start building a new mindset and habits.

Register today

About Jess Kyle

I am not a therapist, I don't work in HR, and IĀ claim no expertise in human behavior. I'm just a real human being, out here getting my ass kicked like everyone else. The only thing that makes me different is that I have figured out how toĀ like myself - toĀ recover from mistakes and move through hard moments without letting my shame trick me into thinking I'm not good enough.

I want to help you do that, too.

All the techniques I teach in Say the Hard Things areĀ based on the hard lessons I'veĀ learned as I made mistakes in my personal and professional life.

I know what it feels like toĀ ignoreĀ boundaries I knew I needed becauseĀ I was afraid of destroying the relationship, to avoid addressing things that were bothering me because I didn't want anyone to be mad at me, and to have trouble finding the balance between being assertive and comin' in hot.

After years spent watching the people around me fumble the ball when it came to effective communication, as well as the many mistakes, painful experiences, and shame spirals I had myself, I set about finding a better way to show up in the world. I wanted to like myself moreĀ and feel proud of myself after a hard conversation - even if I didn't get what I wanted from the other person. And, I wanted a reliable, repeatable process that I could follow any time I was faced with a difficult situation.

That's how Say the Hard Things was born.

These are frameworks and tools that I still practice on a daily basis; they've made a huge difference in my life, as well as the lives of friends, family, colleagues, and clients. And I bet they can make a difference for you too!