
Rebecca Kacaba, Class of 2003
CEO & Co-Founder, DealMaker
What have you been up to since graduation?
Since graduation, my career has been driven by a singular realization: traditional capital markets are fundamentally inefficient, and if we can fix that, we can vastly change the wealth creation that exists for all citizens. I started out as a capital markets attorney, giving me a front-row seat to the action. I knew there had to be a better way to connect great companies with the people who actually care about them. That drive led me to co-found DealMaker, where I now serve as CEO.
Today, the most exciting challenge I’m tackling is fundamentally rewiring how the world raises capital. Our vision at DealMaker is simple but revolutionary: people should own the brands they love. We are tearing down the walls of the private markets, using technology to shift power away from traditional gatekeepers and allowing everyday investors to directly back the companies they believe in.
The momentum behind this shift has been incredible. To date, DealMaker has processed over $2 billion in capital, proving that community-driven funding is the future of growth. It’s been an honour to see our impact and culture recognized — including being one of Fast Company’s 100 Best Workplaces for Innovators and being named to the Deloitte Technology Fast 50 list in Canada. It has been immensely rewarding to watch founders scale their dreams while giving their communities a true stake in their success.
How did Huron’s Psychology program prepare you for your career?
When people hear that a tech CEO studied Psychology at Huron, they often assume it was an unrelated stepping stone. In reality, the two disciplines are very much linked. Building truly great technology is an exercise in understanding human behaviour.
Huron gave me a foundation that I rely on every single day as a founder. It trained me to think critically about motivation, decision-making, and how individuals interact with their environment. The exciting thing about technology is the feedback loop: you build a product, put it out into the world, watch how people adopt it, and ultimately, watch how it changes human behaviour. We see this at DealMaker every day as we shift how people think about investing and brand loyalty.
Beyond shaping our product vision, my psychology background also sharpened my ability to listen, ask better questions, and lead with empathy. Whether I’m aligning a growing team, navigating uncertainty, or communicating with investors and regulators, a solid grounding in how people think and respond has proven to be just as critical as any technical or business training I’ve received.
Do you have a favourite Huron memory?
One of my best memories is the strong sense of community on campus. You were encouraged to really engage with ideas, build close relationships with classmates and professors, and grow not just academically, but personally. That environment gave me the confidence to speak up, challenge assumptions, and collaborate with people who thought very differently from me.
Did you have a favourite class or professor?
My psychology coursework deeply shaped how I understand human behaviour, and it was perfectly complemented by two other classes that left a mark on my day-to-day life as a CEO.
First, I have to give a massive shoutout to the Huron Public Speaking course. I use those skills every single week. It really pushed us out of our comfort zones, teaching us how to articulate a clear message under pressure, read a room, and hold an audience’s attention. When you are constantly pitching investors, rallying a growing team, or communicating a bold vision to the market, that ability to confidently hold the floor is everything.
The other standout was Business 20. It was an incredibly fun class, but more importantly, it gave me the bedrock foundations I still rely on today to run a high-growth tech company. I don’t have an MBA or a formal business degree; my entire formal business education was built on the practical, foundational lessons I took away from Biz 20 and 257. They gave me exactly what I needed to bridge the gap between understanding human behaviour and understanding how to build and scale a successful enterprise.
How have you stayed connected to your classmates and to Huron?
Many of the people I met at Huron are still my closest friends today. Those years living in O’Neil/Ridley Hall, making the trek over to The Wave, and eating in the dining hall together were the kind of shared experiences that forged an unbreakable kind of camaraderie.
The Western community actually runs deep in my family—my husband went to King’s University College, so our household is essentially a permanent affiliate-college merger.
Professionally, it’s amazing how the Huron network continues to sneak up on me. I recently started working with a brilliant advisor, Joy Watson Seon, and during a conversation, we suddenly realized that we had a Huron connection and she was my soph! It was this incredible full-circle moment that really speaks to how connected this community remains over the years. More broadly, I encounter Western and Huron grads everywhere I go in the business world, and they are always doing amazing things. Whenever I see that on a resume, I will always bring them in for an interview. There is a shared DNA of hustle and capability there that I know I can bet on.
What passions/interests motivate you outside of your professional life?
Outside of work, my absolute priority is my family. Building something as ambitious as DealMaker is incredibly demanding, and the honest truth is that it takes a tremendous amount of support. I am incredibly grateful to my family for being my grounding force. Their support and understanding are what allow me to go all-in on my vision every day.
Beyond my family, the extra capacity I do have is directed toward causes I care deeply about. I am a proud supporter of BOOST. Ultimately, having that grounded life and perspective outside the boardroom is exactly what fuels my energy when I’m in it.




Lisa Jones Keenan is the Vice President of Sales at Xplornet Communications, the largest rural fixed wireless broadband service provider in Canada. 
Leigh Allen is the AVP, Global Strategic Research, Reinsurance Group of America Inc., one of the world’s largest global life and reinsurance companies.
Yola Ventresca is a Managing Partner, Lerners LLP, Secretary of Huron’s Board of Governors and a Huron Class of ’02 alumni. Selected as one of Canada’s “Best Lawyers,” she is passionate about the value of Liberal Arts in helping students succeed in their careers.
Susan Farrow is an Assistant Professor in The Temerty Faculty of Medicine at the University of Toronto and a Founding Partner and Co-Director of The Toronto Institute of Group Studies, an organization offering certified training and education in group leadership.
Frank Holmes is CEO and Chief Investment Officer of U.S. Global Investors, as well as a business commentator, philanthropist and Huron Class of ‘78 alumnus. Holmes also serves as the Executive Chairman of HIVE Blockchain Technologies, the first cryptocurrency mining company to go public in 2017.
Kelly Meighen is an experienced philanthropist and volunteer. In her role as president of the T.R. Meighen Family Foundation, she has created a legacy of volunteerism and philanthropic giving in the areas of youth mental health advocacy, environmental conservation and cultural vibrancy.
Ranjita is Executive Chair of the Oxford Global Partnership, advising investors, businesses, family offices and entrepreneurs on sustainable, inclusive and responsible value creation. A Business Fellow at Oxford University’s Smith School, Ranjita engages with companies on pursuing value with values, and teaches a postgraduate “Essentials of ESG & DEI” course.
Caleb Hayhoe is the Founder & Chairman of Flowerdale Group and a Huron Class of ’85 Alumnus. Flowerdale Group is a Hong Kong based family office with a global investment outlook across public markets, real estate and private investment. Hayhoe previously spent over ten years building a global sourcing business together with an exceptional team, and remains committed to entrepreneurialism and helping great ideas become sustainable companies.



