Coach

Cristina Apple Georgoulakis

I arrived at coaching through transition — both my own and others’. I first joined The Grand as part of the inaugural Career Transitions program while seven months pregnant and navigating big questions about work, identity, and purpose. What I found was a community that not only helped me step into my next chapter — from tech worker to venture capitalist — but also showed me the power of investing in yourself through connection. It was in that first Grand experience that I discovered my reason for being: to facilitate growth in people and organizations.

I was honored to be asked to support The Grand’s mission by coaching hundreds of members and helping design curriculum for leadership cohorts. I bring a systems lens and a focus on aligning profit, people, and purpose, with a coaching style that’s curious and candid — equal parts strategy and soul — so members leave with clarity and practical next steps.

I later became one of The Grand’s earliest institutional investors — a full-circle moment of giving back to a community that has given me so much. Together with Anita, I had the chance to spark conversations that evolved into The Grand Pursuit — a space for ambitious working moms to be real about the joys and disorientation of motherhood, and to reclaim their energy. It was a space I deeply needed and knew only The Grand could bring to life. Outside of The Grand, I’m an early-stage investor, former SaaS founder, aspiring seamstress, and lover of good design and a good belly laugh — drawing on years of experience building and scaling teams from the ground up.

At the heart of it all, my work is about asking the right questions, creating spaces for honest conversations, and helping people step into lives and careers that feel true to them.

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Coaches

(In alphabetical order)

Alexa Arnold
Coach

Ally Sprague
Coach

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Cristina Apple Georgoulakis
Coach

Dorit Price-Levine
Coach

Elliot Greenberger
Coach

Jeanette Jordan
Coach

Karen Zelnick
Coach

Lulu Cheng
Coach

Michael Gregor
Coach

Misa Fujimura-Fanselow
Coach

Robert DuBois
Coach

Rodrigo Lopez
Coach

Sam Appel
Coach

Seisei Tatebe-Goddu
Coach

Stephanie Movahhed
Coach

Teni Ayo-Ariyo
Coach

HQ Team

(sorted by employment date)

Anita Hossain Choudhry
Co-founder & CEO

Rei Wang
Co-founder & CPO

Zoe Babian Klein
Product Manager

Ethan Gooding
Senior Software Engineer