Meet On Leave Circles
A space to explore what you want alongside women asking the same questions from different angles.
It's where you hear other women's stories and recognize yourself in them.
These aren't commiseration sessions. (Though those have their place!) They're conversations that change how you show up in your life.
Right now, you might be:
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In a transition (kids getting older, career shifting, retirement approaching, etc.)
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Accomplished and busy, and also ready to ask "what's next?" in a new way
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Craving real conversations about boundaries, adult friendships, self-doubt, what you actually want
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Wanting to invest in yourself alongside other women rather than figuring it out alone
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Interested in hearing about other people's journeys, not just your own
The On Leave Circles Experience:
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Scheduled space for the self-discovery you’ve been putting at the bottom of your to-do list
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Connection with women outside your usual circles (because sometimes the best insights come from unexpected places)
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Fresh perspectives on life’s challenges and opportunities
Here's what makes Circles special:
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Intentionally intimate (7 participants plus Liz)
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Thoughtfully mixed groups that cross usual social circles, ages and life phases
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Real conversations about real life, with no other expertise required!
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Virtual connection that fits your life – meaning you can join from home after bedtime routines, during work trips or in your coziest loungewear
Fall 2026 Cohort
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6 75-minute conversations
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Tuesday evenings @ 8:30 p.m. EST / 5:30 p.m. PST Sept. 15, 22 & 29 + Oct. 6, 13 & 20, 2026
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Virtual small group conversations on Google Meet, with no commute needed
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Investment for the full conversation series: $379
“Honestly, I don't know what could have been better. It was perfect, Liz. Right time, right group, right facilitator. It felt like a group I could be part of long-term." – Stacy, Fall 2025 Circle
HEAR MORE FROM OUR PRIOR CIRCLES:
100%
Gained new perspectives
90%
Said they would do something differently as a result
100%
Would recommend Circles to others
Watch Jessica from our Spring 2025 Circle talk about her experience in her own words, from her "I'm in!" moment after reading about On Leave in a friend's LinkedIn post to what surprised her most about the experience.
“It's a great way to step outside your day-to-day roles, share openly, and realize you're not alone in the things you're navigating. I’ll genuinely miss our calls—it was a meaningful reminder that we're all figuring it out, just at different points along the way." – Jessica, Spring 2025 Circle
PICTURE THIS:
You’re in your favorite cozy spot, cup of tea or glass of wine in hand, joining a small group of thoughtful women for conversations that matter. Expect authentic dialogue about the things we’re all navigating, from different perspectives that will expand your own.
What exactly do we talk about?
The first half of Circles focuses on understanding where you are now: the roles you play, what gives and takes your energy, boundaries that protect what matters. The second half shifts to what you want next: your values, your vision for the future, the steps you'll take.
A typical Circle flows naturally:
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A warm welcome and quick check-in
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A thought-provoking theme and questions
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Space for everyone’s voice and experience
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The conversation flows where it needs to go
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A nudge on what to think about ahead of the next week
“I loved the way you came with a focus for each week but truly let the conversation go where it went naturally while also steering us back on track when needed. The organic conversations was awesome but I appreciated the "topics" for each night as well.” – Ellen, Winter 2025 Circle
“The Circle Cohorts can provide a simple message or a deep lesson - sometimes both. It was a solid weekly reminder of the importance of hearing multiple perspectives.” – Jori, Winter 2025 Circle
"It's impacted me more than you know getting out of my comfort zone, meeting new people and sharing things that I may not in other spaces." -- Sarah, Spring 2025 Circle
WHY CIRCLES? WHY NOW?
Liz created On Leave Circles after witnessing something magical during On Leave's February 2024 virtual pre-launch event: women from different walks of life, connecting over shared experiences they rarely get to voice aloud. From guilt about self-care to validating for each other that filling our own cups isn’t selfish but necessary.
Since then, she's facilitated four cohorts and has learned that the magic is in the facilitation and topics, yes -- and also in hearing other women's stories and recognizing yourself in them. As women are navigating all kinds of transitions big and small, these conversations feel more vital than ever.
About Your Guide:
As your facilitator, Liz aims to create a space for everyone with the mix of structure and flexibility On Leave has come to be known for across all of our experiences. She has been trained as a coach and developed the framework for the Circles conversations from her own experience wanting to be more than her roles and creating boundaries and space for other passions.
“You made us all feel so comfortable and prompted amazing discussions each week. I am so glad I signed up for Circles and cannot wait to keep the work going in my life.” – Lauren, Winter 2025 Circle
"Liz has an amazing ability to bring people together and start talking about real things. Tomorrow is the first Tuesday without our circle meeting and to say I'm a little sad is an understatement." – Kate, Spring 2025 Circle
"Liz is a thoughtful facilitator, a wonderful listener and a connector of powerful women - don't miss the opportunity to work with her." – Stacy, Fall 2025 Circle
“I honestly went in blind. At most, I figured I was getting to set aside 60 mins to learn from others and get to meet women outside of the bubble I’ve built around me. This experience ended up being part group therapy, part guidance, part challenging and 100% fun. I looked forward to my Tuesday evenings.” -- AnnMarie, Winter 2025 Circle
WHAT YOU'LL TAKE AWAY:
Practical Wisdom
"No 2 screens at once" (e.g. don't be on your phone and watch TV at the same time) was a favorite suggestion from a member of the Winter/Spring 2026 Circle that was applied by others.
New Perspectives
“I loved the varied perspectives and life experiences of the group. While totally supported and heard, we weren’t in an echo chamber which was both helpful and inspiring!” – Julie, Winter 2025 Circle
Genuine Connection
“It was incredibly powerful to find common ground through shared—though separate—experiences. Being seen and heard in a way that goes beyond everyday conversation felt truly meaningful." – Jessica, Spring 2025 Circle
Self-Discovery
"Go in with no expectations and you will come out surprised at how much you've learned about yourself." -- AnnMarie, Winter 2025 Circle
Real Change
"On Leave has the success of women in its focus. The cohort helped me to feel supported and prepared as I tackle new challenges." – Katie, Fall 2025 Circle
"Drop any doubt and do it! I went in with a vague sense of what to expect and was absolutely blown away by the immediate sisterhood that was felt within the first session." -- Kate, Spring 2025 Circle
HAVE QUESTIONS?
Who is Circles for?
Circles is for women who want to invest in their personal growth. It's especially valuable if you're in a moment where space is opening up in your life -- whether that's kids getting older, retirement on the horizon or a career shift. The women who get the most out of Circles are joining from a place of curiosity and openness and interest in hearing other women's stories.
What makes this different from other group programs?
Liz developed the framework for Circles from her own experience creating boundaries and space in her life, so the sequence of topics we discuss come from lived experience, not theory. And much of the magic is in the group itself. Circles brings together women from different life stages (mid-30s to 70s) and creates the safety for honest conversation. The unique perspectives are where some of the best insights happen.
What if I need to miss a session?
We’ll help you stay connected if you need to miss a session. Most of the participants in prior cohorts had to miss one session for expected or unexpected reasons. To maintain group dynamics, we ask that you seek to commit to at least 5 of the 6 sessions.
Reach out to liz@onleaveexperiences.com with any other questions on your mind.
“The time you’re taking to invest in yourself by connecting with women of various backgrounds is 110% worth it. You won’t regret it.” – Ellen, Winter 2025 Circle