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Upcoming Offerings Mother Daughter Retreat at Stinson Beach | May 30th Writing to What Matters 9-Week Course | Starts Sept 10th Speaking to What Matters The Book The Retreat The Course CoachingAboutBlogContact
Katherine Kennedy
Speaking to What Matters - Storytelling Coach

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The Practice of Not Getting Ahead of Yourself
Katherine Kennedy
April 25, 2026
The Practice of Not Getting Ahead of Yourself
Katherine Kennedy
April 25, 2026

I was sitting in the window seat, facing the Atlantic.

To my right, just beyond the yellow wingtip, red-speckled roofs adorned the mountainside.

Over the loudspeaker, I heard: “If you’re wearing high heels, please take them off.”

I chuckled and looked down at my black sneakers—the ones I’d thrown on minutes before leaving the house—grateful I wasn’t trying to look like anything but the tourist I was.

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Katherine Kennedy
April 25, 2026
With Both Hands
Katherine Kennedy
March 11, 2026
With Both Hands
Katherine Kennedy
March 11, 2026

A few months ago, I was holding a blue crystal pendulum between my pointer finger and thumb for the very first time. I had just loaded up on coffee, so the persistent shake in my right hand was pronounced.

“It’s okay, Katherine,” the teacher said gently, “You can hold it with both hands.”

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Katherine Kennedy
March 11, 2026
Magic happens when you share your story
Katherine Kennedy
February 11, 2026
Magic happens when you share your story
Katherine Kennedy
February 11, 2026

“I wish I could describe the magic of the retreat,” I said to Duncan as we sipped miso soup at the sleepy neighborhood sushi bar we love as much for the mango caterpillar roll as for the six-minute walk from our house.

The retreat had ended just a couple of hours earlier. The last bit of sand had been swept out the front door. I wanted to come home from the beach and have dinner with my husband—but I also wanted to savor the feeling—so I took the longer way along the coastal road. With no guardrail between me and the Pacific Ocean, I slowed to an unusual pace, buzzing with gratitude and excitement.

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Katherine Kennedy
February 11, 2026
The Gift of Noticing
Katherine Kennedy
December 4, 2025
The Gift of Noticing
Katherine Kennedy
December 4, 2025

I finished making the stuffing—my mom’s simple, comforting recipe I make every year—and realized I had enough time to take a walk before the sun slipped away for the day. Excitedly, I donned my fitted weight vest, my new pink hat, and scooted up Lake Street to my favorite lookout where the bay meets the Pacific Ocean.

By late November the sun sets early—today at 4:52 p.m. With Thanksgiving the next day, more people than usual were milling around the path toward the Legion of Honor: families taking selfies, golfers finishing their rounds, couples marveling at the view.

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Katherine Kennedy
December 4, 2025
Your story holds both the lock and the key
Katherine Kennedy
October 3, 2025
Your story holds both the lock and the key
Katherine Kennedy
October 3, 2025

What did you come in for today?” she asked.
I couldn’t help but stare at her hair, wondering if she knew that particular shade of maroon would sing against the warmth of her brown skin.

“I fried my computer,” I answered.
“I spilled water all over it as I ran out the door.”

I wanted to add that I’d been rushing to a funeral, but this was not the place.

“So, liquid damage?” she paused, adding, “Could be an hour wait.”

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Katherine Kennedy
October 3, 2025
What Makes You Happy?
Katherine Kennedy
August 7, 2025
What Makes You Happy?
Katherine Kennedy
August 7, 2025

Growing up, I remember my dad sitting at the head of our dining room table, leading games of Michigan Rummy. The details are fuzzy—I recently checked the internet to make sure the game actually exists—but the spirit of those evenings still lives inside me: a little jesting, some jostling, and always a lot of laughs.

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Katherine Kennedy
August 7, 2025
On Presence and Letting Go
Katherine Kennedy
June 5, 2025
On Presence and Letting Go
Katherine Kennedy
June 5, 2025

“I think that’s a moth,” I mutter to myself, pausing mid-flight on the second-floor landing. I’ve been racing up and down the stairs to help my 20-year-old son, who’s home for the summer, get out the door when I notice a tiny flutter. With a slight bend of my knees, I lean over and gently pinch the spotted brown wings between my index finger and thumb.

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Katherine Kennedy
June 5, 2025
The Power of Speaking Your Truth
Katherine Kennedy
April 26, 2025
The Power of Speaking Your Truth
Katherine Kennedy
April 26, 2025

Have you ever found yourself answering “I’m fine” when you’re anything but?

Or putting on a brave face when what you’re really craving is connection, understanding, and a space to be fully seen?

I had the opportunity to talk about this with Jen Marples on The Jen Marples Show. Together, we dive into the courage it takes to speak your truth — and why doing so is one of the greatest gifts you can give yourself and those around you.

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Katherine Kennedy
April 26, 2025
Wading into What Matters
Katherine Kennedy
April 5, 2025
Wading into What Matters
Katherine Kennedy
April 5, 2025

One Sunday morning, I stood at Horseshoe Cove—a little inlet just beneath the Golden Gate Bridge—where I meet my cold-water dipping crew every day at 7 a.m.
 
I arrived early that day and found Annie already there—a weekend warrior who drives an hour up the 101 to meet us. Somehow, she’s always the first to arrive.
 
“I’m leading a mother-daughter circle this afternoon,” I told her. “And honestly, the stakes feel high.”

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Katherine Kennedy
April 5, 2025
Listening to the Little Girl Inside
Katherine Kennedy
February 19, 2025
Listening to the Little Girl Inside
Katherine Kennedy
February 19, 2025

“Take care of that little girl,” I heard Katy say.

I had just moved the pillow beneath my hips to under my head. Out of the corner of my right eye, I could see six other bodies stretched out on their mats, resting in quiet surrender. The sun was shining—a gift. At Stinson Beach, the fog can be so thick and heavy that you don’t know where you are. But this morning, I knew exactly where I was: hosting a two-day retreat, a space I had envisioned to fill us up through deep connection.

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Katherine Kennedy
February 19, 2025
Speaking to What Matters Wins Litarary Titan Gold Award
Katherine Kennedy
February 14, 2025
Speaking to What Matters Wins Litarary Titan Gold Award
Katherine Kennedy
February 14, 2025

I'm thrilled to share that Speaking to What Matters has just won the Literary Titan Gold Award! Thank you to everyone who has supported this journey.

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Katherine Kennedy
February 14, 2025
Speaking to What Matters with Literary Titan
Katherine Kennedy
January 31, 2025
Speaking to What Matters with Literary Titan
Katherine Kennedy
January 31, 2025

Exciting news! I recently had the pleasure of chatting with Literary Titan about the journey of Speaking to What Matters—what inspired it, the impact it’s had, and why these conversations are more important than ever.

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Katherine Kennedy
January 31, 2025
(Here's) What it takes to change and grow 🌱
Katherine Kennedy
January 15, 2025
(Here's) What it takes to change and grow 🌱
Katherine Kennedy
January 15, 2025

I was standing in the waiting room. I didn’t want to take a seat because I knew I’d be sitting for the next 90 minutes.
I’d reached out to my therapist, working through his new automated system. As I drove to Sacramento Street, I pulled my car over to double check I had the right time and address. 

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Katherine Kennedy
January 15, 2025
The Year of Stepping Up and In
Katherine Kennedy
December 30, 2024
The Year of Stepping Up and In
Katherine Kennedy
December 30, 2024

There was no strategic plan–a joke that’s funny only because it’s true! And yet the response to my little book was SO big, I'm so grateful to have been able to step up and into this moment in wondrous ways.

Every single second of tender sharing, honest reflection, and deep connection happened because YOU stepped up and in and gave each other the gift of listening to each other’s authentic stories. Thank you for showing up with such an open and kind heart.

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Katherine Kennedy
December 30, 2024
Building the Inner Muscle of Self-Expression
Katherine Kennedy
November 2, 2024
Building the Inner Muscle of Self-Expression
Katherine Kennedy
November 2, 2024

I had the pleasure of being interviewed by Dr. Doreen Downing on her podcast, where we explored a journey that's been deeply meaningful for me: finding the strength to express my true self. Growing up, I felt the need to keep up a “perfect” appearance, often avoiding difficult conversations and hiding behind a smile. Over time, especially through my work with first-generation college students, I realized the importance of speaking my truth and letting go of old masks.

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Katherine Kennedy
November 2, 2024
Katherine Kenndey
San Francisco, CA
katherine@katherinekennedysf.com

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 © Katherine Kennedy - all rights reserved 2024