
The Hard Part with Evan McCann
The Hard Part with Evan McCann shares the stories, tactics and playbooks of Canada's top founders, investors and leaders. Canadians are undercover compared to their American counterparts. The Hard Part is changing that.
Latest episodes

Oct 25, 2024 • 47min
Gennady Pekhimenko from CentML
Gennady Pekhimenko is the CEO and Co-Founder of CentML.
Gennady is also an Associate Professor at the University of Toronto and a Faculty Member at Vector Institute.
Takeaways
Genesis of CentML - from academia to industry
Commercializing university research
Tailwinds behind AI and market opportunities
Three Pillars of AI - models, data and hardware
Enterprise adoption of AI - trends and insights
The future of AI models - commoditization vs. innovation
Raising $30M+ from Gradient Ventures, Radical Ventures, Deloitte Ventures, Nvidia, Thomson Reuters Ventures and more
Attracting talent - competitive AI job market
The UofT AI talent pool with Geoff Hinton, Raquel Urtasun, Aidan Gomez and many more
What the federal government should do with the $2.4B in AI funding
Why compute in Canada is critical to our AI success
The role of Vector Institute
Personal growth as a CEO and constantly learning
Chapters
00:00 The Genesis of CentML: A Journey Through Academia and Industry
04:31 Commercializing University Research: The Builder Mindset
07:47 The Tailwinds of AI: Market Opportunities and Challenges
11:01 Three Pillars of AI: Models, Data, and Hardware
15:19 Enterprise Adoption of AI: Trends and Insights
18:37 The Future of AI Models: Commoditization vs. Innovation
21:46 Building a Flexible and Scalable AI Business
25:35 Attracting Talent: Competing in the AI Job Market
29:06 The Power of Networking: The Toronto AI Ecosystem
32:11 Government Initiatives: Building AI Infrastructure in Canada
37:42 AI Adoption in Enterprises: A Gradual Shift
40:57 Personal Growth: The Journey of a Startup CEO
Keywords
CentML, AI, machine learning, commercialization, university research, enterprise adoption, AI infrastructure, talent acquisition, Toronto AI ecosystem, government initiatives

Oct 24, 2024 • 35min
Olivia Steedman from Teachers' Venture Growth
In this chat, Olivia Steedman, Executive Managing Director of Teachers' Venture Growth, shares her journey from civil engineering to shaping late-stage venture investments in tech. She discusses the pivotal role of AI in sectors like fintech and health tech, highlighting emerging trends. Olivia explains the importance of a global investment strategy and the collaboration within her diverse team across key markets. Her insights on investment criteria and recent deals offer a fascinating look at building better businesses for the future.

Oct 23, 2024 • 37min
Brook Papau from Orennia
Brook Papau is the Co-Founder and CEO of Orennia.
Orennia is your all-in-one platform for accurate data, predictive analytics and actionable insights across the energy transition.
Make more efficient capital-allocation decisions and maximize returns across the solar, wind, storage, power, RNG, CCUS, clean fuels and hydrogen sectors. The technology that powers Orennia’s platform delivers an unparalleled experience, distilling information into actionable insights to give you a competitive edge.
Takeaways
The evolution of RS Energy as a business and exiting for $1B
Lessons from a decade at RS Energy
Orennia genesis story
The $2.5 trillion opportunity with renewables
Ground truths in renewables which can be a polarizing subject
Regional dynamics for energy (ie. wind versus solar)
Orennia's AI strategy
Building a strong culture
Product differentiation and building a new category
Dive deep into sales and thoughts on product
Raising capital
Chapters
00:00 The RS Energy Journey
03:25 Lessons from a Decade at RS Energy
08:13 Successful Business Model Shifts
11:16 Genesis of a New Venture
16:05 The $2.5 Trillion Renewable Opportunity
19:31 Ground Truths in Renewables
22:37 Regional Dynamics of Energy Sources
25:29 Product Differentiation in Energy Data
27:40 Leveraging AI for Data Solutions
30:30 Navigating Capital Raising Challenges
33:18 Sales and Product Integration
35:01 Building a Collaborative Culture
39:00 Personal and Professional Excitements
40:12 Coping with Challenges as a Founder
Keywords
RS Energy, energy transition, technology company, renewable energy, capital raising, AI in energy, business model shift, Calgary tech ecosystem, data analytics, founder mindset

Oct 21, 2024 • 49min
Neil Grunberg from Storytime Capital
Neil Grunberg is the Co-Founder and Managing Partner of Storytime Capital.
Storytime Capital is a VC focused on early-stage (Pre-Seed & Seed) investments. They primarily focus on technology solving the Future of Work.
Previously Neil was a Co-Founder at AlayaCare (~$300M raised) and was at Workbrain and part of the "Workbrain Mafia".
Takeaways
What made Workbrain so special and Neil's experience there.
Genesis story of AlayaCare.
What made AlayaCare's culture so strong and leading with empathy.
Building and maintaining Co-Founder relationships.
Fundraising insights (AlayaCare raised close to $300M)
Checking your ego and Neil's experience working on product, strategy, corp dev, etc.
How a founder's role changes throughout the life of a company.
How to build a strong corp dev function.
Why start a VC firm and what it is like having perspective as an operator, founder and now investor.
Why the future of work thesis.
Major shift in software solutions.
Chapters
00:00 The Workbrain Experience
06:20 The Genesis of AlayaCare
10:39 Co-Founder Relationships and Empathy
14:33 Fundraising Insights
17:06 Evolving Roles in Startups
23:38 Corporate Development Lessons
29:23 Building a Community as an Investor
34:27 Future of Work Thesis
38:21 The Shift in Software Solutions
41:03 The Investor's Perspective
45:29 Personal and Professional Excitement
48:09 Handling Hard Times
Keywords
Workbrain, AlayaCare, co-founder relationships, fundraising, corporate development, future of work, software solutions, investor insights, community building, resilience

Oct 16, 2024 • 45min
Jung Lee from Pioneer Square Labs
Jung Lee is the Head of Corporate Innovation Studio at Pioneer Square Labs.
Jung's career has taken her across:
Launching digital and mobile payments at Visa
Launching Alexa Canada at Amazon
Head of Partner Strategic Initiatives at AWSGlobal Head of Partnerships & Strategy at Wing. Wing is an Alphabet company focused on autonomous drone delivery
We discussed
Navigating the move from Canada to the US
Lessons from Amazon and Alphabet - structure and innovation
Launching new technologies in existing companies
Business Development - keys to success
AI in corporates - understanding and application.
Working with corporates as a startup.
Framework for idea validation.
Finding the right corporate partners as a venture studio.
Chapters
00:00 Navigating the Move: From Canada to the US
02:28 The Canadian Mindset: Risk-Taking and Exploration
04:49 Lessons from Amazon: Structure and Innovation
10:07 Launching New Technologies: The Wing Experience
14:15 Business Development: Keys to Success
19:15 Joining Pioneer Square Labs: A New Chapter
24:03 AI in Corporates: Understanding and Application
28:29 Models of Engagement: Working with Corporates
32:59 Framework for Idea Validation: A Unique Approach
36:31 Finding the Right Corporate Partners
40:55 Challenges in Venture Studios: What Goes Wrong?
Keywords
Canada, US, startups, business development, Amazon, AI, venture studios, corporate partnerships, innovation, entrepreneurship

Oct 15, 2024 • 37min
Vincent Xue
Vincent Xue is the Co-Founder of Ivey Venture Capital Club and has done internships at Headline, Contrary, Global Founders Capital, Front Row Ventures, Portage and Julian Capital.
Takeaways
Why the early interest in VC compared to other classmates.
How he landed his initial internships at top funds and tactics he used.
His thoughts on networking and being scrappy.
Creating the Ivy Venture Capital Club and making VC more accessible on campus.
The importance of developing a personal brand through writing.
He views venture as a young person's game, leveraging energy and enthusiasm.
Building genuine relationships.
Learning venture hands-on is critical fo success.
Building community.
The concept of "Talent Vortexes"
Chapters
00:00 The Spark of Interest in Venture Capital
03:11 Navigating Early Career Opportunities
08:55 Building a Venture Capital Community
14:40 The Path to Venture Capital
20:45 Understanding the People Aspect of Venture
26:15 The Art of Writing in Venture
32:24 Curating Talent Vortexes
35:33 Personal Growth and Reflection
Keywords
venture capital, internships, networking, writing, talent, community, education, startups, personal development, early career

Oct 11, 2024 • 40min
Christal Wang from Shimmer
Christal Wang is the Co-Founder and CEO of Shimmer.
Shimmer ADHD Coaching is the #1 coaching service for adults with ADHD, made for and by people with ADHD. You meet with an expert ADHD coach each week to set goals, learn skills, upgrade your routines, and stay accountable to real, sustainable change.
Takeaways
Chris's consulting background and foundational skills.
Shimmer originated from her MBA and MPH at Berkeley and her dropping out!
Going through YC.
Pivoting in YC and learnings.
Her ADHD diagnosis led to a new focus for Shimmer.
The focus on ADHD coaching.
Coaching complements medication, addressing skills and goals.
Vetting coaches and the expanding market.
Regulatory hurdles and navigating that.
Building in SF.
How she found her co-founder and built that relationship.
Chapters
00:00 The Genesis of Shimmer
03:39 Navigating Pivots and Challenges
06:51 Understanding ADHD and Its Impact
09:24 The Coaching Landscape for ADHD
13:04 Vetting Coaches: Ensuring Quality
16:46 Sales Strategies and Market Dynamics
19:32 The Future of ADHD Coaching
21:40 Market Size and Neurodiversity
23:05 Measuring Success at Shimmer
24:20 Team Composition and Culture Building
25:33 Navigating Partnerships and Sales Channels
26:40 Regulatory Landscape for Coaching
28:31 Fundraising Insights and Strategies
31:05 Building a Network in the US
33:32 Co-Founder Dynamics and Relationships
36:01 Personal Growth and Learning
38:46 Coping with Challenges and Hard Times
Keywords
Shimmer, ADHD, coaching, mental health, entrepreneurship, pivots, fundraising, neurodiversity, consulting, healthcare

Oct 9, 2024 • 40min
Lindy Drope from Lindy
Lindy Drope, a Founding GTM team member at Lindy, shares her journey from Canada to San Francisco, including her experience navigating the O-1 visa process. She discusses the evolution of go-to-market strategies, emphasizing the shift from traditional methods to leveraging platforms like TikTok and Twitter. Lindy highlights how AI agents can dramatically enhance productivity and scalability for professionals. Her insights on balancing creativity with data-driven decisions offer a fresh perspective on modern tech challenges.

Oct 7, 2024 • 38min
Nathan Nasseri from ResVR
Nathan Nasseri is the Founder and CEO of ResVR.
ResVR helps production home builders sell more upgrades with their industry-leading visualization platform.
Takeaways
Nathan's family background in home building inspired the creation of ResVR.
The technology for home customization has existed for decades but is underutilized.
Upgrades in home building can yield high margins for builders.
Streamlining choices for buyers can reduce decision fatigue.
Selling technology to builders can be challenging due to their risk aversion.
High-quality visuals are crucial for user engagement in home buying.
Pricing models should focus on providing value to builders.
Raising money.
Building a team.
Chapters
00:00 The Genesis of ResVR: A Family Legacy
02:08 Innovating Home Buying: The Vision Behind ResVR
05:13 The Importance of Upgrades in Home Building
08:59 Streamlining Choices: Reducing Overwhelm for Buyers
11:07 Overcoming Hurdles: Selling to Builders
13:25 Ensuring High-Quality Visuals in Technology
15:13 User Experience: Balancing Complexity and Simplicity
19:02 Scaling and Onboarding: Building for Growth
21:24 Pricing Models: Finding the Right Fit
24:19 Navigating the Fundraising Landscape
27:51 Solo Foundership: Challenges and Insights
31:09 Expansion Plans: Looking Beyond Home Builders
33:50 Building a Team: Lessons in Leadership
36:56 Quickfire Round: Personal Insights and Reflections
Keywords
ResVR, home building, technology, upgrades, user experience, fundraising, solo founder, expansion, team building

Oct 4, 2024 • 45min
Charlie Feng from Agora
Charlie Feng is the Co-Founder of Agora.
Agora is the home of onchain governance. Deploy Agora today to run your protocol and community.
Agora recently announced their $5M Seed funding from Haun Ventures, Coinbase Ventures, Balaji Srinivasan, Packy McCormick, Dan Romero and others.
Takeaways
Launching an AI chatbot startup in 2013
Learnings from scaling Clearbanc/Clearco.
The "Clearco Mafia" that is developing.
Learnings from hyperscaling with capital and headcount.
Why web3 is a great space to be building in right now.
Governance in web3.
Why co-founder conflict is the biggest reason startups die and how to mitigate that.
Charlie's thoughts on raising (Clearco raised ~$860M).
Why Charlie is building in SF and why there are so many Canadians there.
Chapters
00:00 Navigating the Early Days of AI Chatbots and Fintech
04:48 Lessons from Rapid Growth and Scaling
09:24 The Potential of Web3 and Open-Source Governance
15:55 The Importance of Trust and Transparency in Web3
23:10 The Rise of Canadian Tech Founders
25:28 Principles for Building a Successful Company
33:01 Running a Dedicated Fundraising Process
38:23 Building in San Francisco: Benefits and Challenges
41:39 The Power of a Support Network
44:38 Dealing with Hard Times: Exercise, Hobbies, and Founder Support
Keywords
AI chatbots, fintech, rapid growth, market navigation, culture, governance, Web3, trust, transparency, volatility, gambling, web3, building a company, team, de-risking, fundraising, San Francisco, support network, personal growth, professional growth