Mary Drake

Mary Drake is a dedicated paraprofessional at Monomoy Regional High School in Brewster, Massachusetts, where she has spent over a decade supporting special needs and behavioral students in grades 8–12 and post-graduate programs. With a background in psychology from the University of Manitoba, Mary combines empathy, adaptability, and strong communication skills to create inclusive, supportive learning environments that foster both academic and personal growth.
Before beginning her career in education, Mary spent more than 16 years in the airline industry with Northwest Airlines, Canada 3000, and Cape Air. There, she honed her expertise in customer service, logistics, and problem-solving while working across Canada and the United States. This experience strengthened her ability to remain calm under pressure and adapt quickly—skills that now serve her well in the classroom.
Since transitioning into education, Mary has become a passionate advocate for student safety, self-awareness, and lifelong learning. She believes in the transformative power of empathy and strives to help every student realize their full potential. Her colleagues recognize her not only for her professionalism but also for her heart; she was honored with the AD Lucum Award: Bringing the Light Staff Award for her contributions at Monomoy.
A dual citizen with a love of travel and curiosity about the world, Mary brings a global perspective to her work and interactions. Whether mentoring students, collaborating with teachers, or supporting families, she approaches every role with compassion and a deep commitment to improving lives.
For Mary, education is more than a profession—it is a calling. She finds profound joy in guiding students through their most formative years, watching with pride as they grow into confident, capable young adults.
• University of Manitoba - BA
What do you attribute your success to?
I attribute my success to the relationships I have forged along the way. There is something magical about watching my students walk in as children and emerge as adults, carrying pieces of my guidance with them. Those connections, built over years of teaching and mentorship, are the heart of my work and the truest measure of my impact.
What’s the best career advice you’ve ever received?
Do something that is innately a part of you, then you are what you do.
What advice would you give to young women entering your industry?
The career advice I would give to young women entering the industry is something I now share with aspiring educators: “Lead with immense empathy and the courage to truly listen. If your heart pulls you toward this work, follow it while you are young. It is profoundly rewarding!” This guidance has shaped not only how I teach but also how I approach every challenge and opportunity in education.
What are the biggest challenges or opportunities in your field right now?
Biggest challenge is pay, biggest opportunity is it’s a highly needed role.
What values are most important to you in your work and personal life?
I deeply value my personal life as much as my professional one. I cherish my time with my dog and two cats, who bring so much joy and comfort to my days. I am also incredibly proud of my adult children and the amazing paths they are carving for themselves. Balancing family, personal passions, and my commitment to students is central to who I am.