Contributor: Gabby Lovelace
Each month at Alterre, we spotlight a woman whose leadership, creativity, and community impact inspire us and others to keep pushing boundaries. Our Mover & Shaker series is all about celebrating real women leading with intention, and this May, during AAPI Heritage Month, we’re honored to feature Cynthia O’Keefe: entrepreneur, hospitality expert, cultural advocate, and proud AAPI business owner.
With 25+ years in hotel operations and a background in classical theatre, Cynthia’s story is rooted in connection across people, places, and creative industries. She’s the founder of O’Keefe Hospitality, where she consults on luxury experiences, cultural projects, and brand development. She’s also the founding chair of the Bass Museum’s Women’s Circle, and a recent investor in The Moore Miami, a new destination at the intersection of art and innovation.
AAPI Women in Leadership
As a fellow AAPI woman entrepreneur, Cynthia joins a growing network of inspiring leaders, including our co-founder and CEO, Shilpa Iyengar. At Alterre, we’re proud of our AAPI roots. Shilpa and former co-founder Harmony Richards founded the company with a mission to create sustainable, ethical fashion for women on the move. Cynthia shares that same spirit of purpose-driven entrepreneurship, particularly when it comes to mentoring women in business and amplifying underrepresented voices.
Cynthia’s Career Mantra
“Breathe gratitude.”
It’s simple, powerful, and speaks volumes about how Cynthia navigates her career. She brings thoughtfulness and preparation to every interaction, values that are central to her leadership style.
Learn more about her background and work on Cynthia’s LinkedIn.
Quickfire Q&A with Cynthia
Heels or Flats? “Platforms, please — I’m vertically challenged!”
Guilty Pleasure? “Bravo TV… especially Real Housewives of Miami”
Secret Weapon? “Being kind, being prepared”
Drink of Choice? “Tequila — Jose Cuervo La Familia Extra Añejo”
When asked who she’d invite to an intimate dinner party, her response was as bold and thoughtful as her career path:
“Belle da Costa Greene, Neerja Bhanot, Alicia Keys.”
Advice for the Next Generation
“When you get to where you're going, turn around and help the girl behind you.”
“Mentor the new girl — you may be working for her one day.”
Cynthia’s advice captures the power of intergenerational mentorship, something we deeply value at Alterre. Whether she’s mentoring rising talent or making space for emerging creatives, Cynthia embodies what it means to lead with generosity and vision.
Why Cynthia Inspires Us
Cynthia O’Keefe is not just a hospitality expert, she’s a connector, a cultural advocate, and a fierce supporter of women. Her story reminds us that leadership isn’t always about taking the spotlight. Sometimes, it’s about amplifying others, being prepared, and creating spaces where everyone feels welcome.
We're proud to feature Cynthia as our May Mover & Shaker, especially during AAPI Heritage Month, as we continue to uplift the voices of Asian American women leading across industries.
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