The Hard Part with Evan McCann cover image

The Hard Part with Evan McCann

Latest episodes

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Jun 25, 2025 • 49min

Tuner Novak from Banana Capital

Tuner Novak from Banana Capital.Banana Capital is a Pre-Seed/Seed fund, and Turner also hosts The Peel Pod.SupportersFloatBloom SR&ED VanHackTimestamps02:40 - Canadian Roots and Identity07:36 - The Future of Media and Content Creation10:10 - The Importance of Distribution in Venture Capital13:14 - Content Creation and Personal Enjoyment15:40 - The Evolution of Influencer Investing18:40 - Building Relationships and Inbound Opportunities21:21 - Navigating the Investment Landscape24:06 - The Role of Personal Branding in Venture Capital29:05 - Understanding Venture Capital Returns33:54 - Evaluating Founders and Their Potential38:09 - Identifying Market Opportunities42:59 - The Importance of Team Dynamics46:01 - Balancing Work and Family LifeKeywordsCanadian roots, media, venture capital, distribution, content creation, personal branding, investment landscape, founders, market dynamics, work-life balance
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Jun 23, 2025 • 37min

James Clift from Durable

James Clift is the Founder and CEO of Durable.Durable makes owning a business easier than having a job. We’re building the world’s fastest AI website builder and all-in-one business platform, so anyone can launch online in seconds and grow with powerful AI tools.Over 10 million websites generated. Used by business owners in 100+ countries.Chapters02:25 James Clift's Entrepreneurial Journey05:54 The Vision Behind Durable07:51 AI's Role in Business Transformation10:59 Website Functionality and User Experience15:40 The Future of Business Ownership17:37 Trends in Business Creation20:55 Navigating the AI Landscape as a Founder26:07 Venture-Backed vs. Bootstrapped Businesses29:37 Lessons Learned as a Founder33:03 The Future of AI and BusinessKeywordsDurable, James Clift, entrepreneurship, AI, website building, business ownership, venture capital, startup trends, user experience, business transformationSupportersFloatBloom SR&ED VanHack
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Jun 20, 2025 • 46min

Dylan Itzikowitz from South Park Commons

Dylan Itzikowitz is a Principal at South Park Commons.South Park Commons is a community of technologists and builders dedicated to helping each other explore, learn, and figure out what's next—or as they call it, go from -1 to 0. They believe great ideas very rarely come about in isolation. The SPC Fund invests in companies that emerge from their members' explorations, ensuring the community's longevity and supporting the next stage of their founders' journeys.Takeaways- The Brain Drain Debate: Canadians in the U.S. - Commonalities Among Founders- Venture Investing Insights from Expa and SPC- The -1 to 0 Concept at SPC- Identifying Exceptional Talent- Mindset Differences Across Ecosystems (Toronto, SF, London, NYC)- The Evolution of Community Post-COVID - Building Authentic Connections - The Role of AI Tools in Startups - Attracting Talent to South Park Commons - Supporting Founders: The SPC Approach - Scaling Communities: Quality Over Quantity - Maintaining an Edge in Venture Capital - Current Trends in Founding Companies - The NYC Tech Ecosystem Chapters02:41 - Exploring Global Tech Ecosystems 07:13 - The Brain Drain Debate: Canadians in the U.S. 09:08 - Commonalities Among Founders: The Canadian Connection 10:00 - Venture Investing Insights: A Unique Approach 11:23 - Identifying Exceptional Talent: What We Look For 15:25 - Mindset Differences Across Ecosystems 18:02 - The Evolution of Community Post-COVID 20:38 - Building Authentic Connections 22:49 - The Role of AI Tools in Startups 24:02 - Attracting Talent to South Park Commons 25:59 - Supporting Founders: The SPC Approach 27:44 - Scaling Communities: Quality Over Quantity 30:07 - Maintaining an Edge in Venture Capital 32:36 - Current Trends in Founding Companies 34:41 - The New York Tech Ecosystem 36:46 - Key Learnings in Venture Capital 39:36 - The Role of Mentorship in Growth 41:21 - Coping with Hard Times: A Personal Approach KeywordsCanadian talent, venture capital, brain drain, community building, networking, AI tools, startup trends, New York tech, mentorship
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Jun 19, 2025 • 35min

Anton Solonnikov from VitaminLab

Anton Solonnikov is the Founder and CEO of VitaminLab.VitaminLab is truly personalized supplementation designed by you—custom formulations for practitioners, patients and anyone looking to optimize their wellness.Takeaways- Personalization in Supplements- Building V1- Manufacturing and Machinery Innovations- Consumer Behavior and Ingredient Transparency- The Wellness Trend and Personalization- Operational Challenges and Growth- Pricing Strategy and Value Proposition- Distribution and Customer Experience- Navigating Regulations- The Future of Personalization and DataChapters00:00 The Spark of VitaminLabs06:43 Personalization in Supplements08:58 Building the First Version12:01 Manufacturing and Machinery Innovations14:38 Consumer Behavior and Ingredient Transparency17:13 The Wellness Trend and Personalization20:12 Operational Challenges and Growth22:58 Pricing Strategy and Value Proposition25:28 Distribution and Customer Experience27:57 Navigating Regulations30:49 The Future of Personalization and Data33:41 Dealing with Challenges and Personal Growth40:05 Introduction and Importance of Following the PodcastKeywordsVitaminLabs, personalization, supplements, health, wellness, manufacturing, consumer behavior, education, pricing strategy, operational complexity
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Jun 18, 2025 • 43min

Izzy Rosenzweig from Portless

Izzy Rosenzweig is the Founder and CEO of Portless.Portless fulfills e-commerce orders directly from China, shaving months of time and saving you $$$ along the way.Takeaways- Understanding Portless and the Direct Supply Chain Model- Challenges in Traditional Supply Chain Operations- Localizing the Customer Experience- Navigating Tariffs and Cash Flow- The Evolution of Cash Flow in DTC Brands- Current Trends in the DTC Space- The Future of Supply Chain and E-commerce- The Role of Brand Storytelling in E-commerce- Understanding Duties and Taxes- Optimizing Supply Chain Strategies- Navigating Manufacturing and Minimum OrdersChapters00:00 Understanding Portless and the Direct Supply Chain Model05:41 Challenges in Traditional Supply Chain Operations10:24 Localizing the Customer Experience15:49 Navigating Tariffs and Cash Flow20:55 The Evolution of Cash Flow in DTC Brands23:34 Current Trends in the DTC Space27:21 The Future of Supply Chain and E-commerce31:33 The Role of Brand Storytelling in E-commerce33:49 Understanding Duties and Taxes35:01 Optimizing Supply Chain Strategies38:02 Navigating Manufacturing and Minimum Orders39:21 Dealing with Hard Times as a FounderKeywordsPortless, direct supply chain, e-commerce, cash flow, localization, tariffs, DTC brands, supply chain optimization, brand storytelling, manufacturing
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11 snips
Jun 17, 2025 • 54min

Harley Finkelstein from Shopify

Harley Finkelstein, President of Shopify, shares his journey as the chief storyteller of the e-commerce giant. He emphasizes the need for ambition in Canadian entrepreneurship, shifting away from cultural modesty. The discussion highlights Shopify's decision to go public and the importance of fostering supportive networks for entrepreneurs. Harley advocates for a culture that embraces innovation and recognizes the challenges faced by startups, while also exploring the significance of passion and purpose in business.
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Jun 11, 2025 • 38min

Prateek Sodhi from Finofo

Prateek Sodhi, Co-Founder and CEO of Finofo, dives into the fintech realm, sharing insights from securing $3.3 million in seed funding. He explores the importance of product-market fit, particularly for mid-market customers. Prateek discusses the evolving B2B fintech landscape in Canada, overcoming traditional banking hurdles. He reflects on team growth strategies post-funding and the personal challenges he faced on his entrepreneurial journey, emphasizing resilience and the need for family connections.
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Jun 10, 2025 • 44min

Matt Rendall from OTTO and Clearpath Robotics

Matt Rendall is the Co-Founder and CEO of OTTO by Rockwell Automation and Clearpath Robotics by Rockwell Automation. OTTO is a leading provider of autonomous material handling solutions in manufacturing and warehouse facilities, trusted in mission-critical operations for some of the world’s most recognized brands. Clearpath Robotics is a global leader in unmanned vehicle robotics for research and development, and provides hardware, software, and services to enable mobile robotics product deployment, and operation.Chapters- Starting Clearpath With $200 Right Out of UWaterloo- Initial Focus On Autonomous Landmine Detection - Hence The Name Clearpath- Bootstrapping The Business- Customer Development To Find Initial PMF- Leadership Evolution: Lessons from Mistakes- The "Fail Wall"- Balancing Innovation and Reliability- Product Development Cycles in Robotics- The Future of Robotics: Trends and Predictions- Humanoid Robots: Hype or Reality?- Advice for Aspiring Founders: Passion Over TrendsChapters00:00 Founding Story: The Genesis of ClearPath Robotics03:01 Customer Development: From Idea to First Sales05:52 Navigating Challenges: Bootstrapping and Early Growth08:57 Leadership Evolution: Lessons from Mistakes12:14 Product Development: Balancing Innovation and Reliability15:08 The Future of Robotics: Trends and Predictions18:02 Advice for Aspiring Founders: Passion Over Trends21:02 Dealing with Hard Times: Building ResilienceKeywordsClearpath Robotics, entrepreneurship, robotics, customer development, bootstrapping, leadership, product development, automation, industrial robotics, startup advice, OTTO, Rockwell Automation
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13 snips
Jun 9, 2025 • 46min

Prashant Matta from Panache Ventures

Prashant Matta, Managing Partner of Panache Ventures, shares insights from Canada's most active seed-stage venture capital fund. He discusses the current state of the Canadian venture ecosystem, including a projected 50% increase in startup formations for 2024. Prashant highlights the impact of AI on investment strategies and the importance of community support for founders. He also addresses common pitfalls early-stage entrepreneurs face and emphasizes the evolving landscape of venture capital, especially in Toronto’s thriving tech scene.
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Jun 4, 2025 • 29min

Toronto Tech Week with Mell Truong and Satish Kanwar

Mell Truong and Satish Kanwar, the dynamic organizers of Toronto Tech Week, dive deep into the significance of this decentralized tech celebration. They discuss how the event empowers local innovators while fostering community connectivity. From the highlights of Homecoming to the flexibility of events tailored to participants' interests, they emphasize making tech accessible for everyone. Expect thrilling networking opportunities and a showcase of Toronto as a global tech hub! Don't miss the unique experiences awaiting attendees!

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