Cassandra Drake in

Cassandra Drake

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Expert-in-Residence – Strategic Advisor at DMZ
📍 Canada

Cassandra is an SMB Mentor and ex-Meta employee who transitioned from architecture to building impact-driven businesses. As an Expert-in-Residence at DMZ, she advises startups on digital marketing and growth, drawing from her experience incubating over 75 businesses. She is currently a Tech MBA candidate at the Schulich School of Business.

With a background in architecture, she possesses a strong aesthetic sense, praised by colleagues for her design skills in branding and graphics. She is also a partner in a functional beverage company, indicating an interest in wellness products. People who have worked with her describe her as brilliant, empathetic, and a master of "system thinking. "

She has supported over 1, 500 entrepreneurs in bringing their visions to life.

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Experience
4 Years
Current Role
Expert-in-Residence – Strategic Advisor
Location
Canada
Personality Overview

How Cassandra shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Cassandra cares about

SMB Growth
As a mentor and consultant, she specializes in developing digital marketing and growth sales channels for small to medium-sized businesses.
Founder Mentorship
She founded The VIZION, a social enterprise and incubator lab dedicated to supporting visionaries and founders in building their businesses.
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Career

Work history

8-2025
Expert-in-Residence – Strategic Advisor
DMZ
1-2026
Deal Partner
Boardy
4-2025
Partner
The World of Yasu
5-2021 - 1-2026
Director
The Vizion
4-2021 - 12-2023
Program Developer
The Vizion
In the press

Media appearances

Cassandra Drake - Experts-In-Residence - DMZ Toronto. Featured in DMZ Toronto
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Education
9-2025 - 12-2026
MBA - Tech & Leadership
Schulich School of Business - York University
2008 - 2012
Bachelor of Architectural Science (BArchSci)
Toronto Metropolitan University
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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