On Leave Experiences

On Leave Experiences Contact information, map and directions, contact form, opening hours, services, ratings, photos, videos and announcements from On Leave Experiences, Travel Company, Chicago, IL.

08/18/2026

We’re women who get the job done. Productivity was a big part of my identity during my corporate career too. We can become so focused on pushing through to get the job done that we don’t stop to process the feelings that pop up. We mask (so many women do) until those feelings become impossible to ignore. 

If you’re feeling an urge for more or something different, let’s talk. I have a few 1:1 coaching spots available this fall for women weighing whether to keep doing what they’re doing or take a different path.

You can head to my bio to learn more or send me a DM.

That feeling isn’t a flaw. It’s recognition. Some part of you noticing that the life you built, the one you were “suppos...
08/15/2026

That feeling isn’t a flaw. It’s recognition. Some part of you noticing that the life you built, the one you were “supposed” to want, isn’t filling exactly the thing you hoped it would fill. It’s more common than you might think. We just have to do something about it.

If you’ve felt that pull lately, On Leave Circles is a great space to start sorting through what that feeling is telling you.

Head to our bio to learn more and sign up for the last spot in our Fall Circle before it’s gone.

Make the call. Send the DM. Sign up for the class. Buy the ticket. Both Pats and I took chances that opened up a new pha...
08/14/2026

Make the call. Send the DM. Sign up for the class. Buy the ticket. Both Pats and I took chances that opened up a new phase of our friendship and the possibility of something new for her. Taking a chance and creating space are the first steps, and so often the rest happens from there.

If you’re feeling the pull for something more, head to my bio to learn more about Circles and my coaching program. We have ✨ ONE SPOT left ✨ in our Fall Circles Cohort so if you’re looking for community, grab it before it’s gone.

08/11/2026

Your circle should reflect where you’re going, not just where you’ve been. You don’t have to leave anyone behind, but you might need to find a new Circle. We have ONE SPOT left in our Fall Circles cohort. Head to our bio to learn more and grab it before it’s gone.

What’s one thing you could do this weekend to step outside your usual routine?
08/08/2026

What’s one thing you could do this weekend to step outside your usual routine?

08/06/2026

While sabbaticals can be life-changing, you don’t need extended time off to change your life. It can be done one step at a time.

If you’re feeling a pull toward something more but don’t know where to start, that’s exactly where I was years ago. I worked through it with a coach, and that changed everything. (Before I first hired my coach, I honestly didn’t know people like her existed who guide on both the professional AND personal sides of life.)

Now I do that work myself, working with women to create change through conversation and one-day and weekend experiences I curate to give you the nudge you want outside your comfort zone.

If you’re feeling the pull for something more, head to my bio to learn more or send me a DM.

Three years ago this week, I gave notice at my last corporate job. And what are the odds that this week, a handful of pe...
08/01/2026

Three years ago this week, I gave notice at my last corporate job. And what are the odds that this week, a handful of people who are in my life now (and weren’t then) asked what I used to do in corporate?

This thing that had been such a core part of my identity was a mystery to them! For a long time, my corporate roles weren’t just what I did. Thought partner to CEOs, a VP title at 34, the room turning toward me during town halls: I built a lot of my identity on top of that.

But, sometimes you can love the story you tell more than the life you’re living. Alignment takes some work. I worked with a coach for 3 years when I decided my life needed a little more alignment.

✨ If you want to work through it one-on-one or talk with women outside your usual orbit in a group setting, head to our bio to learn more about 1:1 coaching and Fall Circles.

Sometimes we don’t recognize the tiny clues that something needs to change until the desire gets louder.Swipe through th...
07/30/2026

Sometimes we don’t recognize the tiny clues that something needs to change until the desire gets louder.

Swipe through the feelings to explore what the clues can look like. If any of these feel familiar, you might benefit from working with a coach or joining our next Circles cohort. 

Head to our bio to learn more.

This fall, imagine you’re in your favorite cozy spot, cup of tea or glass of wine in hand, joining a small group of thou...
07/28/2026

This fall, imagine 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.

✨ We have just a couple spots still open for the Fall 2026 Cohort and the next one won’t start until January. ✨

If you’re looking for a different perspective give and community outside the group chat, head to our bio 🔗 to learn more and sign up before these spots are gone.

My 2017 self had clues: restlessness in one job, a lack of excitement about another. Looking back, the signs were there ...
07/25/2026

My 2017 self had clues: restlessness in one job, a lack of excitement about another. Looking back, the signs were there that I could have benefitted from changing things up.

The version of you who felt restless in 2022 was telling the truth that there might be more out there for you, whether in your professional life or personal life or a mix of both.

Where are you feeling restless today? What do you feel you “should” be excited about, but aren’t? Start there. Follow the clues.

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