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.

My coach posed these two questions to me years ago and they’ve stayed with me ever since. Sharing them this weekend in c...
05/16/2026

My coach posed these two questions to me years ago and they’ve stayed with me ever since. Sharing them this weekend in case they’re useful to you too. 🩷

If you don’t already receive my weekly newsletter, the link in my profile is a good place to start!

❤️

She wasn’t the first client to mention it: The voice that runs the calculation. That asks whether you’ve done enough for...
05/14/2026

She wasn’t the first client to mention it: The voice that runs the calculation. That asks whether you’ve done enough for everyone else on your list before you’re allowed to add yourself to it.

Who are you to do something just for yourself?

Stacy heard it before her solo weekend in Birmingham. She almost let it win.

She went anyway. She came back more present. Now, she says she will carve out space for a solo experience every year.

When did you last go anyway?

If you haven’t been putting yourself on your list, do it! It might change something for you too. 🩷And if you don’t recei...
05/09/2026

If you haven’t been putting yourself on your list, do it! It might change something for you too. 🩷

And if you don’t receive my weekly newsletter yet, join via the link in our bio to receive weekly inspiration. When I first launched the newsletter a couple of years ago, I had no idea it would generate the response from you that it has. 

What are you waiting to feel ready for? ✨A trip. A decision. A change you keep telling yourself you’ll get to — when the...
05/05/2026

What are you waiting to feel ready for? ✨

A trip. A decision. A change you keep telling yourself you’ll get to — when the timing is better, when you’re less busy, when someone else is ready too.

Sometimes you don’t need more time. You need space to remember what you actually want.

We’ve been thinking about that a lot this week. About all the things we put on hold — and what it actually takes to stop putting them there.

💫 What’s been waiting for you to show up? (Link in bio)

What have you been telling yourself the conditions aren’t right for? Comment below or DM me if you’d rather share privat...
05/02/2026

What have you been telling yourself the conditions aren’t right for? Comment below or DM me if you’d rather share privately. 

🔗 If you don’t receive my weekly newsletter yet, head to the link in our bio to subscribe for weekly inspiration. When I first launched the newsletter a couple of years ago, I had no idea it would generate the response from you that it has!

Address

Chicago, IL

Website

Alerts

Be the first to know and let us send you an email when On Leave Experiences posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Shortcuts

Share

Category