
Gale Force Wins
Gale Force Wins
EP273 Sandy MacDonald | President and CEO Holland College
Join us for a deeply personal and inspiring conversation with Sandy MacDonald, President and CEO of Holland College in Charlottetown, Prince Edward Island. From growing up in a family of 14 children to leading one of Canada's most respected colleges, Sandy shares his remarkable journey through education, public service, and leadership.
In this episode, Sandy reflects on:
• His upbringing in a tight-knit Island community
• The transformative power of education
• Building a career in psychology, justice, and academia
• His vision for the future of skills-based learning and collaboration
• Why Holland College matters more than ever
Whether you're a student, parent, educator, or leader, this episode offers timeless lessons in humility, resilience, and purpose.
👇 Chapters
Use the timestamps below to jump to sections of interest, from Sandy’s early days to his vision for the future of education.
📍 Filmed on-site at Holland College as part of Gale Force Wins’ mission to capture unscripted, authentic conversations that inspire action.
🔗 Learn more: https://galeforcewins.com
Timestamps:
⛰️ Introduction & Setting
00:00 Welcome and introduction at Holland College
00:42 Sandy MacDonald introduces himself
👦 Early Life & Family
01:42 Growing up in Charlottetown with 13 siblings
03:16 Cultural and social divide in Charlottetown
05:24 Darwinian education system and early dropout rates
06:12 Economic migration of Islanders over time
07:46 Family dynamics and early entrepreneurial lessons
11:51 Importance of nicknames and sports in Sandy’s family
🎓 Education & Career
16:03 Academic journey begins – struggles and inspiration
19:54 Career path unfolds: teacher, psychologist, administrator
26:07 The power of mentors and internalising expectations
🎯 Role at Holland College
30:11 Current role and importance of adult education
36:06 Rethinking education systems in PEI
40:57 International partnerships and program innovation
43:04 Collaboration between colleges and universities
47:01 Instructor training and commitment to teaching quality
🚀 Vision for the Future
50:12 Future vision and integration of college-university learning
54:03 Industry-led evaluation and experiential learning
56:12 Permanent skills vs technical skills
58:07 Holland College as a transition point for meaningful careers
🏡 Personal Reflections
63:16 Family support and stories about Sandy’s children
64:01 Final thoughts and Sandy’s advice: Take your work seriously, not yourself
Gale Force Wins started out simply as an inspirational podcast releasing episodes wherever you get your podcasts every Tuesday evening. We continue to do that every Tuesday but have expanded into custom content for clients. We also have perfected a conference and trade show offering where you can receive over 20 videos edited and posted to social media at the same time the event is unfolding.
For businesses and organizations we also create digital content quickly and efficiently.
Visit our services page here:
https://galeforcewins.com/services
To message Gerry visit: https://www.linkedin.com/in/gerrycarew/
To message Allan visit: https://www.linkedin.com/in/allanadale/