A Speaker Who Doesn’t Just Talk About Connection – She Creates It.

Speaker Cheryl Dillon delivers engaging talks and interactive experiences that help audiences rediscover the joy of genuine human connection.

Cheryl Dillon brings warmth, humor, and fresh perspective to every stage, screen, and conversation.

Organizations, communities, and media partners invite her to speak and join podcast conversations on genuine connection, relationship building, and what it takes to show up more fully – in business and in life.

Speaking

Cheryl’s talks are lively, interactive, and tailored to each audience, blending storytelling with practical tools participants can apply right away.

Featured Talks:

  • From Small Talk to Real Talk: The Power of Genuine Connection

    (Ideal for conferences and general audiences)

  • Connection Starts Here: Becoming Your Own Best Friend

    (Ideal for women’s groups, personal growth audiences, wellness communities)

  • Beyond The Business Card: The Networking Mistakes Most Professionals Don’t Know They’re Making

    (Ideal for networking groups and chambers of commerce)

  • Real Friendships in Midlife: Cultivating Connection in a Disconnected World

    (Ideal for women’s conferences, retreats, personal growth audiences)

What Audiences are Saying

Cheryl’s talk on the Power of Genuine Connection was one of the most fun and interactive presentations we’ve had at Rotary. She has a rare ability to speak straight to the heart – her humor, authenticity, and practical wisdom left me with a new perspective on how I show up in my conversations. I’d recommend her to any group looking for a speaker who helps people truly connect while having fun doing it.
Gayle Tweedy, Rotary Club of Carlsbad
I’ll be honest, when Cheryl started leading us through some of the exercises, I wasn’t sure what to expect. It felt a little outside my comfort zone at first. But once we got into it, the value became crystal clear. Two months later, I’m still using what I learned that day in my conversations.

Cheryl has a gift for making practical, meaningful skills genuinely accessible, and even fun. I’d recommend her to any group that wants to walk away with tools they’ll actually use.

Brian Crumbaker, Rotary Club of Carlsbad

Cheryl’s presentation was fabulous – engaging, practical, and honestly a lot of fun. She gave us real tools for going beyond surface-level chatter and building genuine connections, from how to ask better questions and remember the details that matter, to how to gracefully exit a conversation with someone who can’t stop talking about themselves.

I made a new connection right away during the exercises. If your organization is looking for a speaker who is warm, funny, and genuinely changes how people interact with each other – invite Cheryl.

Vicky Kvitek, Woman's Club of Carlsbad

Cheryl’s presentation was both inspiring and useful. She walked us through several techniques for remembering names and personal details – the kind of tools that actually change how you show up in a conversation.

I left with specific strategies I’m already putting to use.

Carolyn Hammel, Woman's Club of Carlsbad

I’ve always wanted to be a better conversationalist, but I didn’t know where to start. Cheryl broke down the actual mechanics of building a real connection with someone you’ve just met. She’s enthusiastic, relatable, and so easy to listen to. I’d recommend this to anyone who wants to communicate more deeply and move past surface-level relationships.

Victor, Carlsbad Senior Center

I noticed I was always the one asking questions while conversations stayed frustratingly shallow. Cheryl changed my perspective on why that happens and what to do about it. Delightful speaker. Just about everyone could benefit from this.

Terri, Carlsbad Senior Center

I recently moved to Carlsbad and was looking for ways to get closer to people. Cheryl gave me real tools for doing exactly that. She’s warm, funny, and so sincere. If you want to deepen even a casual acquaintance into something more meaningful, this presentation is for you.

Laura, Carlsbad Senior Center

Bringing Connection to Life

Podcast Interviews & Conversations

Cheryl is a natural podcast guest – warm, candid, and genuinely fun to listen to. She has a way of making people feel seen in the middle of a conversation, which is exactly what makes her topics land.

She speaks to something most people feel deeply but rarely talk about: how to build relationships that actually mean something, in business and in life.

Topics often explored include:

  • Why genuine connection is the most underrated driver of business success and personal fulfillment.
  • What it actually takes to build genuine friendships as an adult – and why good intentions alone don’t cut it.
  • The networking mistakes most professionals make without realizing it — and what to do instead.
  • The connection between how you show up for yourself and the quality of your relationships with others.
  • What a truly Funderful life looks and feels like – and how to start living it now.

Recent Conversations

Carlsbad Chamber of Commerce: People, Purpose and Impact

Connected Hearts in Carlsbad: Creating Deep Friendships in Midlife

Reinvention Real Talk

Choosing Yourself in Midlife

Book Cheryl

Connection doesn’t happen by accident – it happens when someone intentionally creates space for it.

If you’re looking for a speaker or podcast guest who leaves audiences feeling more inspired and connected than when they arrived, Cheryl would love to be part of it.