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.

08/28/2026

You’ve been checking all the boxes. You had goals, and you achieved them: the degrees, the job, the family. Your life may be full with travel, adventure and friendships. And, yet there’s a voice in the back of your mind asking if there’s something more out there for you.

I know how you’re feeling. I’ve been there. 

This journey started for me officially in 2020, but the nudges and that little voice in the back of my head started nearly 10 years earlier. I dismissed what I was feeling until it became unbearable.

I started by hiring a coach. I was able to have a real conversation with someone who wasn’t in my usual circle who had the tools I needed to work through this stage of my life. 

At the same time, I created space in my life to solo travel, to briefly step outside my everyday surroundings and to change what I was able to see about myself. 

There were many trips along my journey, and these trips are why On Leave Experiences exists today and why I got trained as a coach myself.

I started writing up the idea for On Leave Experiences on the flight home from a trip to Birmingham. This is the story of that trip.

If this resonates, my DMs are open. 

Before I hired my coach years ago, I was high-performing but felt stuck.Deciding to start working with my coach opened u...
08/22/2026

Before I hired my coach years ago, I was high-performing but felt stuck.

Deciding to start working with my coach opened up a version of me that I always wanted to be… one who could handle a work crisis in the middle of a trip to Rhode Island without letting it swallow the whole weekend.

I still hear my coach’s questions in my head and often share them with you too: “What will happen if you do? What will happen if you don’t?”

Over the years, I got good at brushing off the feelings of discomfort. I’d get a great review, a big win, a high from do...
08/20/2026

Over the years, I got good at brushing off the feelings of discomfort. I’d get a great review, a big win, a high from doing work I was proud of, and I’d feel fine again for a while.

But the feelings always came back. I’d built exactly the life I was supposed to want, but some part of me kept insisting it wasn’t enough.

I needed to talk to someone who wasn’t my husband, my friends, my colleagues or my mentors. When I hired my coach, I didn’t know for sure I was going to leave corporate. I just knew I couldn’t let more time pass without seriously considering it.

If this strikes a chord, you might want to explore working with a coach too. Send me a DM.

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.

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Chicago, IL

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