Connected Hearts: A Community for Women Ready to Make Midlife More Fun, More Meaningful, and Fully Their Own
Genuine connection, personal expansion, pure joy.
What is Connected Hearts?
Connected Hearts is an intentional community designed for genuine connection, personal growth, and shared joy.
We refuse to accept midlife as a decline and believe this chapter is full of possibility – a time to reawaken parts of ourselves that slipped into the background beneath years of roles, expectations, and responsibility; a season to stretch ourselves, try new things, and create lives that feel good on the inside, not just look good from the outside.
The heart of Connected Hearts is our guided gatherings – experiences that blend engaging activities, deeper conversation, and moments that invite laughter, self-discovery, and fresh perspective in a space that feels nourishing and fun.
No politics. No religion. Phones put away.
Just presence – and space to be real.
We believe that becoming a better friend to ourselves is the foundation for happiness, and each month, we explore new ways to live that truth.
Our space feels safe, welcoming, and inclusive.
We see, encourage, inspire, and celebrate each other. And leave feeling lighter, more energized, and more like ourselves.
Together, we’re shaping a midlife (and beyond) that feels expansive, vibrant, and fully our own – through a shared journey of growth, connection, and friendship.
A Look Inside The Connected Hearts Experience
While each gathering has its own theme, the experience follows a flow that helps you unwind, settle in, and fully enjoy the evening:
Our consistent flow is the canvas; the changing monthly themes are the art. You always leave with something valuable – a new perspective, a practical tool, or simply a lighter heart.
The Warmth of Real Connection
What Women are Saying
The evenings are so thoughtfully run, and it’s easy to dive into open, honest conversation. I love being in community with these women and look forward to our many meet ups each month.
Connected Hearts has reinforced for me that there is a community of healing support, friendship, and laughter out there if you open yourself up to it.
Participating in Connected Hearts is like receiving a superhero cape. It makes me feel brave, but also wrapped in comfort and warmth.
The membership offers a safe place for women to get together, make new friends, and share of themselves without fear. I have not experienced anything like this before.
Common Questions
Our goal is to create genuine connection and a true community — and that happens through consistent, shared experiences. A membership provides a foundation for those experiences to build on each other month after month. When the same circle of women shows up together, we create a collective history. That consistency builds a layer of trust and ease that simply can’t develop in drop-in events.
By moving beyond the “introduction phase” each time, we can skip surface-level small talk and create a familiar space where you can be yourself, share more openly, and build the kind of authentic friendships that actually last.
Membership also creates continuity between gatherings, allowing conversations, insights, and relationships to deepen over time rather than starting from scratch each month.
While casual social groups can be fun, Connected Hearts is designed to offer a deeper, more intentional experience of connection.
A few things make it different:
- Expertly Facilitated. Unlike casual meetups where conversation is left to chance, each gathering is thoughtfully designed and guided by Cheryl Dillon, whose background in psychology, coaching, and event planning allows her to create experiences where meaningful connection unfolds naturally.
- A Blend of Fun & Personal Growth. Our gatherings combine engaging activities, meaningful conversation, and light self-reflection. The goal isn’t just socializing — it’s creating experiences that leave you feeling inspired, energized, and more connected to yourself and others. This dual focus on connection and personal growth is a hallmark of the Connected Hearts experience.
- Simply Arrive & Enjoy. There’s nothing to organize, host, or coordinate. Every gathering is designed so you can simply arrive, relax, and enjoy the experience.
- An Intentional Community. Women attend first as a guest so they can experience the environment before joining. This helps ensure the space remains welcoming, positive, and filled with women who genuinely value connection and growth.
In short, while many social groups connect people around a shared activity, Connected Hearts brings women together around a shared desire for meaningful connection and a joyful, fulfilling life.
To maintain our focus on genuine connection and personal well-being, this community is not the right fit for:
- Business Networking: While we celebrate each other’s successes, our primary goal is heart-centered connection. If your main objective is to pitch a product or build a lead list, this isn’t the space for you.
- Surface-Level Only: Connected Hearts is designed for those who want to move past small talk. It may not be a fit if you aren’t comfortable exploring fresh perspectives or engaging in conversations with a bit more depth.
- Divisive Topics: To ensure our space remains a sanctuary of peace and positivity, we do not discuss politics or other polarizing subjects. We are here to focus on what connects us, not what divides us.
Many women attend their first gathering without knowing anyone in the room. That’s why Connected Hearts gatherings are intentionally facilitated rather than left to chance. Through thoughtfully designed activities and guided conversations, the evening unfolds in a way that naturally helps everyone feel included and comfortable participating at their own pace. You’re never put on the spot, and there’s no pressure to share more than you want to.
Most women tell us the same thing afterward: they arrived a little unsure… and immediately felt at ease.
