Leading Ladies Circle

✨The Leading Ladies Circle: A Midlife & Third Act Meetup for Growth, Connection, and Conversation

The Leading Ladies Circle is a welcoming space for women in midlife and beyond who crave meaningful connection, thoughtful conversation, and authentic community.

Whether you’re navigating change, exploring personal growth, or simply seeking more soulful conversations, you’re in the right place. We’re creatives, professionals, readers, nature lovers, lifelong learners, and deep feelers.

All women are welcome here, regardless of relationship status. This is a judgment-free, alcohol-optional circle designed for genuine connection and light-hearted depth.

🌿 What to Expect

We host a variety of low-pressure, high-vibe events:
• Cultural outings (local theater, art walks, community events)
• Coffee chats, brunches, and sip & stroll evenings
• Book clubs with a growth focus and the fun, fiction ones too
• Seasonal meetups and journaling circles
• Mindful outdoor adventures & creative writing gatherings
• Skill-sharing, game nights, and light movement options like group walks
• Occasional workshops and visioning events

This is a space to share dreams, explore passions, and connect with like-minded women in a warm and welcoming environment.

📍 Where We Gather

We’re based in Waukesha County, with occasional adventures beyond as our circle grows.

✅ A Few Simple Things

We’re for women 40+ who are ready to invest in real-life connections. Please include a clear, natural photo of yourself when you request to join. (We do not approve requests with animal photos, stock images, or no photo.)

When you RSVP yes, we’re counting on you, just like plans with close friends. If there are any changes, please update your RSVP.

If you plan to attend, please RSVP "Yes", this helps us plan for accurate seating and reservations.

🤝 Building Community Together

This is a safe, supportive space built on trust, connection, and consistency. Consistent no-shows make it challenging to plan, especially when we’ve incurred expenses or made reservations on your behalf.

🪷 Membership Policy & Participation Guidelines

New members are invited to a 30-day free trial. This gives you time to attend events, meet the group, and see if Leading Ladies Circle is a good fit.

If you decide to stay after the trial, a $3 membership fee applies. Payment details will be shared directly.

🌟 Come as you are.

We’re so glad you’re here.

“You’re supposed to be the leading lady of your own life, for god’s sake!”
—The Holiday