Senior Expert Coach
Cassandra Pittman


Highlights & Achievements
- Former Member of the Admissions Teams at INSEAD & London Business School
- Certified Professional Coach with Global Consulting & Business Education Experience
- Columbia Business School MBA Alum
- 13+ Years of MBA Admissions Coaching and Candidate Support
- Specializes in Narrative Development & Storytelling for Top US and Int’l Programs

Cassandra Pittman brings a rare blend of global admissions experience, certified coaching expertise, and narrative intuition to her work with Fortuna clients. A graduate of Columbia Business School and a former member of the admissions teams at both INSEAD and London Business School, Cassandra has a deep understanding of what top-tier programs – both US and international – look for in candidates.
Her career spans management consulting, leadership coaching, and business education, and she’s known for her ability to help clients uncover the most compelling and authentic version of their story. Cassandra’s coaching is both strategic and heartfelt – focused on clarity, confidence, and crafting applications that reflect her clients’ most powerful attributes.
Originally from California and now a long-time Londoner, Cassandra holds a certificate in coaching and brings warmth, curiosity, and insight to every session. She’s helped applicants gain admission to the world’s top MBA programs and is passionate about helping leaders realize their full potential.
Outside of work, Cassandra is the friend you call for a pep talk, an air miles hack, or a last-minute dinner spot in any major city. She once got upgraded to Meghan Markle’s maternity suite thanks to a perfectly timed shower leak. These days, she spends her time parenting her suit-wearing, spy-aspiring six-year-old, listening to podcasts, and absolutely not doing yoga.
Real Reviews From Real Clients
Candidates Love Working With Cassandra

Q&A with Cassandra
What’s your top piece of advice for admissions candidates?
It’s not enough to be great. You have to be both great and different. That’s why storytelling is so important – illuminating the pieces of your biography that will help schools to understand what makes you unique. Approach the process as an opportunity to really think about what influences have shaped you, to articulate your goals and values, and to allow your self-reflection to come through in the application. The best narratives exhibit both self-awareness and authenticity – there’s no magic formula or “right” answer. Not only will your application be stronger for it, but you will most likely find that you will get more out of the MBA experience itself because of it.
What’s your coaching superpower?
Building your narrative. I delight in helping clients to discover, then articulate, the pieces of their identity and experience they might otherwise have overlooked. Each client is different, and each is extraordinary in his or her own way – even when they can’t see it themselves. My gift is to find the threads that make up their own unique story and the voice that helps them tell it to the world.
Want to work with Cassandra?
We always do our best to match you with a coach who fits your needs and preferences. You can also indicate your preference for a specific coach when you sign up for a free consultation.
Meet the Dream Team
At Fortuna, over the past 13 years we’ve assembled an unparalleled team of admissions coaches who used to run the admissions offices at top schools.
Top-ranked Global MBA Admissions Consulting Firm
Read over 1,000 verified 5-star reviews on Poets&Quants