
The Hard Part with Evan McCann
The Hard Part, hosted by Evan McCann, uncovers the stories, strategies, and playbooks of Canada’s most influential founders, investors, and leaders. While Canadian innovators often fly under the radar compared to their American peers, The Hard Part shines a spotlight on their impact, redefining Canada’s role in global entrepreneurship.
Latest episodes

Apr 17, 2023 • 53min
Alex Tong from Information Venture Partners
Alex Tong is a Principal at Information Venture Partners. Information Venture Partners is a Toronto-based venture capital firm focused on early-stage, B2B SaaS applications for the financial services industry. In this episode we discuss Alex’s time spent in corporate development at Hootsuite, what makes a great board member and the importance of founder-led sales.

Apr 14, 2023 • 48min
Pablo Srugo from Mistral
Pablo Srugo is a Partner at Mistral. Mistral is a seed-stage venture capital firm and typically is the first institutional investor in their portfolio companies. In this episode, we discuss Pablo’s time as a founder, his thoughts on VCs being money managers, not company builders and we break down one of Mistral’s latest investments.
Pablo is also the host of a great podcast called The Product Market Fit Show, go check it out.

Apr 7, 2023 • 50min
Alex Norman from N49P Ventures and TechTO
Alex Norman is a partner at N49P Ventures and co-founder of TechTO. N49P is an early-stage venture capital firm focused on Canadian start-ups and Canadian founders. In this episode, we discuss his first business in collectibles, how to build a strong tech ecosystem and advice to founders on how to think about raising capital.

Apr 3, 2023 • 55min
Avi Goldfarb from the University of Toronto’s Rotman School of Management
Avi Goldfarb is a Professor at the University of Toronto’s Rotman School of Management, the Rotman Chair in Artificial Intelligence and Healthcare, as well as the co-author of two bestselling books on AI and its economic impact. In this episode, we discuss Avi's books, the impacts of AI and his work with Creative Destruction Lab.
Avi's personal site with links to his books and work.

Mar 31, 2023 • 50min
Matthew Lombardi from OneEleven
Matthew Lombardi is the Managing Director of OneEleven. OneEleven is home to a community of high-performing technology scaleups, providing unparalleled access to peer networks, investment capital and on-demand services and strategic support. In this episode, we discuss Matthew’s impactful initiative during the pandemic, what it means to build community and what makes OneEleven unique.

Mar 27, 2023 • 52min
Tate Hackert from ZayZoon
Tate Hackert is the Founder and President of ZayZoon. ZayZoon provides Wages On-Demand so employees can access their earned wages before payday and a financial wellness platform that teaches employees how to use those wages wisely and efficiently. In this episode we discuss Tate’s time in Hong Kong, his RV tour across the United States and the major impact ZayZoon creates.

Mar 24, 2023 • 1h 3min
Salim Teja from Radical Ventures
Salim Teja is a Partner at Radical Ventures. Radical Ventures is a venture capital firm investing in entrepreneurs applying deep technology to transform massive industries, with a primary focus on machine learning and artificial intelligence. In this episode we discuss Salim’s background as a founder, he gives me a history lesson on AI in Canada and we discuss where the AI space is going.
Check out Radical's fantastic newsletter.

Mar 20, 2023 • 1h 3min
Sheryl Song from Ryna
Sheryl Song is the co-founder and CEO of Ryna. Ryna is an apartment rental marketplace with the mission to make renting & living easier, safer and more attainable for the new generation of renters. In this episode, we discuss Sheryl’s original focus when starting Ryna, how it has changed and what the future of Ryna looks like.

Mar 17, 2023 • 48min
Mila Banerjee from Pronti AI
Mila Banerjee is the founder of Pronti AI. Pronti recommends retailers' products to the right customer, giving them the right type of exposure. Their apparel products get merchandized with users’ closet items. In this episode, we discuss Mila’s early days in pharma and the difference between machine learning and AI.

Mar 13, 2023 • 1h 1min
Matt Hollingsworth from Align
Matt Hollingsworth is the founder of Align. Align is a remote-first executive recruitment that gives you qualified candidates without wasted effort. In this episode, we discuss Matt's early days at Tiny, strategies founders can use to hire effectively and the discuss the ongoing debate between remote and in-person.