436 | Andrew Woodruff | When You Bet on Yourself and Build a $370K Business
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436 | Andrew Woodruff | When You Bet on Yourself and Build a $370K Business
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What if the hardest job you ever had wasn’t laying bricks in the blazing sun, but learning how to lead people?
In this powerful conversation, Chris Thomson sits down with Andrew Woodruff, a multi-year veteran of the Student Works Management Program, to unpack the staggering transformation he experienced while balancing Queen’s University engineering with running a business that exploded past $300K in sales.
Andrew shares his chaotic first summer, the painful lessons of leading without a plan, and the breakthrough moments that helped him shift from hard worker to intentional leader. His journey reveals how resilience, feedback, and relentless growth can turn uncertainty into undeniable success.
Listen now because if you’ve ever wondered how to leap from surviving to thriving as a leader, this episode holds the insider playbook you won’t find anywhere else. Miss it, and risk staying stuck in the grind.
About the Guest
Andrew Woodruff is a Queen’s Civil Engineer and Concrete Canoe Team Captain, who is a multi-year operator with the Student Works Management Program. Rising from a small-town background and a start in bricklaying, he has scaled his student-run business into a six-figure operation while balancing one of Canada’s toughest academic programs. A Mexico performer and Presidents Club winner, Andrew is known for his relentless drive, growth mindset, and ability to inspire and lead teams under pressure.
- The Psychology of Money by Morgan Housel
- Alex Hormozi’s content on habits and hard work
- Queen’s University Engineering Concrete Canoe Team
Important Links
- Connect with Chris: Website | LinkedIn
- Learn more about the Student Works Management Program
- Apply to be an Owner / Operator in the Management Program
- Looking for a fun job this summer? Summer Job Opportunities
- Hear more Alumni Success Stories
The Leaders of Tomorrow Podcast is an original production brought to you by Chris Thomson and Podcast Your Brand. Production and editing by Podcast Your Brand.