On Leave Experiences is offering 1-on-1 coaching spots and a waitlist for the next On Leave Circle.
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Last month, I camped out at an embroidery shop in Chicago’s Bucktown neighborhood as parents and kids dropped in to pick up school uniforms for the new year. I was waiti…
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On Leave Experiences
Self-care is NOT one-size-fits-all. 1-day and weekend experiences custom-built so you can Wander, Create and Learn.
- Industry
- Professional Training and Coaching
- Company size
- 1 employee
About On Leave Experiences
Launched on Leap Day 2024, On Leave Experiences is reimagining self-care for ambitious women. We craft personalized experiences that go beyond traditional spa days and retreats, helping women rediscover themselves through active engagement rather than passive escape. Offering both 1-day and weekend experiences across 12 dynamic U.S. cities and towns – from Chicago to New York City, LA to DC, Burlington to Greenville – and growing. Each On Leave experience is thoughtfully curated to spark joy and genuine self-discovery. Our unique approach starts by understanding each woman’s self-care style: Wander, Create or Learn. THE ON LEAVE DIFFERENCE: • Personal Discovery Process: One-on-one consultation to uncover what truly energizes each client. • Thoughtful Curation: Experiences chosen to spark genuine connection with oneself. • Expert Access: Direct connections to local artists, chefs, historians and creators. • Lasting Impact: Guidance on weaving new discoveries into daily life. RECOGNITION & IMPACT: • Featured in Chicago Tribune (Sunday print edition) in just the first year in business. • Highlighted in Chief Network’s 2024 Holiday Gift Guide, recognized among 25 top diverse- and women-owned businesses. • Record-breaking December 2024: Daughters, husbands, and colleagues chose On Leave as meaningful gifts for the women in their lives. • Launched “On Leave Circles” in 2025, creating virtual communities for women to explore self-care and personal growth.
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