
What we’re about
✨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. Some of us are healing. Some are reinventing. Some are just ready for something more. But we’re all showing up for ourselves and each other.
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.
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🌿 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
• 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.
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📍 Where We Gather
We’re based in Waukesha County, with occasional adventures beyond as our circle grows.
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✅ 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 me plan for accurate seating and reservations.
Kindness and respect for one another (and for venue staff) are a must.
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🤝 Building Community Together
This is a safe, supportive space built on trust, connection, and consistency. Consistent no-shows make it hard to plan, especially when we’ve made expenses or reservations on your behalf.
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🪷 Membership Policy & Participation Guidelines
💫 Membership Cap
To support real connection and meaningful conversations, our group will be capped at 75 members for now. This allows us to host events where everyone can feel seen and engaged, not lost in a crowd.
💌 Annual Contribution
To help cover Meetup fees and keep our calendar full of fun, there will be an annual $5 membership contribution, due by January 1st each year.
(You’ll receive a friendly reminder closer to that date.)
👣 Participation & Turnover
If there’s been no activity or attendance in the group for more than 3 months, I may remove inactive members to make room for those on the waitlist.
This is to keep our community active and thriving, nothing personal.
➡️ If life gets busy, shoot me a quick message.
We’re all about grace and communication.
🚪First-Come, First-Served Openings
When space opens up, it will be offered on a first-come, first-served basis to those who’ve requested to join. So if you love what we’re building here, show up when you can, and stay in touch when you can’t. 💫
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🌟 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