In this episode of the Shawn Ryan Show, Shopify CEO Tobi Lütke shares the story of how a small snowboard business led to the creation of Shopify, a platform that now supports over 4 million merchants and has processed nearly $1.5 trillion in transactions. He explains how Shopify has made entrepreneurship more accessible by reducing the cost and complexity of starting an online business from thousands of dollars to just $20 per month.
The conversation explores Lütke's methods for maintaining customer understanding, including his practice of testing the platform under pseudonyms and reviewing user videos. He also discusses his views on AI's role in the future of entrepreneurship through tools like Shopify's Sidekick, and shares insights about balancing the demands of running a major tech company with family life, including his approach to teaching entrepreneurial thinking to his children.

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When German-born Toby Lütke moved to Canada for his wife, work permit issues led him to an unexpected path. Unable to find traditional employment, he started an online snowboard business called Snow Devil. Frustrated with the inadequate e-commerce solutions available, Lütke, a skilled programmer, created his own platform. This eventually evolved into Shopify, which now supports over 4 million merchants and has facilitated nearly $1.5 trillion in transactions.
Shopify has democratized entrepreneurship by dramatically reducing the barriers to entry in e-commerce. According to successful Shopify customer Shawn Ryan, before Shopify, launching an online business required $20,000-$25,000 in development costs. Now, entrepreneurs can build a complete website in just four hours for $20 per month. Lütke emphasizes that this accessibility has transformed entrepreneurship, allowing individuals to turn their "plan B" into their "plan A."
Lütke maintains a hands-on approach to understanding customer needs. He dedicates Sunday evenings to watching videos of new entrepreneurs using Shopify and regularly tests the platform himself under pseudonyms. This practice of "red teaming" helps identify weaknesses and ensures continuous improvement based on real user experiences.
Lütke sees AI as an "underhyped" technology that will revolutionize entrepreneurship. Through Shopify's AI assistant, Sidekick, entrepreneurs can access expertise across various fields and automate complex tasks. Lütke believes that AI's widespread availability through APIs at low costs will democratize advanced capabilities, fostering innovation and independence in business.
While running Shopify, Lütke prioritizes family time, including 6 PM dinners and activities with his children. He approaches parenting with an entrepreneurial mindset, encouraging his children to think creatively about improving their toys and having them pitch opportunities to earn money rather than receiving an allowance. Lütke fosters a growth mindset by teaching his children to view challenges as opportunities for learning and development.
1-Page Summary
Toby Lütke's journey from starting a snowboard business to creating Shopify showcases his ability to address personal challenges and transform them into opportunities that redefine the e-commerce landscape.
Toby Lütke, originally from Germany, moved to Canada to be with his wife. Due to work permit issues as his education was not recognized in Canada, and on a visitor visa initially, he was unable to gain employment. However, upon marrying, his wife could sponsor him as a family member. A lawyer informed him that he could start a company, as it would not require a work permit. Combining his knowledge of technology and his interest in snowboarding, he started an online snowboard business named Snow Devil.
Lütke's journey to entrepreneurial success began through a combination of personal circumstances and passion. Unable to obtain a proper work permit, he seized the opportunity to pair his computer skills with his enthusiasm for snowboarding. This led him to establish Snow Devil, an online snowboard shop.
Lütke recalls not finding suitable e-commerce software for Snow Devil, which prompted him to develop his own solution. Existing options were costly, outdated, and cumbersome, unsuitable for entrepreneurs.
Frustrated with the lack of quality options and believing that the internet should be an economic equalizer, he created his own e-commerce platform. Lütke's determination and pride in his craft as a computer programmer fueled his drive to make entrepreneurship more accessible for all, regardless of their background in programming.
Lütke pivoted from Snow Devil to Shopify, determined to develop a platform that would serve the needs of entrepreneurs better than the ...
Toby Lütke's Journey and Founding of Shopify
Shopify has played a pivotal role in democratizing entrepreneurship by making it more accessible for millions to start online businesses without the need for extensive resources or skills. Tobi Lütke, Shopify's CEO, and Shawn Ryan, a successful Shopify customer, discuss the significant impact of the platform.
Shawn Ryan shares that before Shopify, launching an online business was cost-prohibitive, with websites costing around $20,000 to $25,000 to develop. Every addition or change to his product offerings would result in extra costs and required help from a developer. However, after discovering Shopify, Ryan built an entire website in roughly four hours, referring to the experience as a "cheat code to entrepreneurship" due to its ease and efficiency.
Tobi Lütke discusses the transformative power of entrepreneurship in allowing individuals to achieve independence and contribute to the marketplace. He insists that entrepreneurship is a virtuous cycle that rewards the creation of value. Shopify, he explains, opened up online store creation to those who could not afford the previously high costs, changing the market by letting new entrepreneurs start their businesses online.
The affordability of Shopify ($20 a month) contrasts sharply with the thousands usually needed for traditional website development. This affordability enabled Ryan to reinvest capital into his products and other business areas. Lütke points out that prior to Shopify, the number of online stores was limited to wealthy businesses that could afford substantial investments. Shopify has fundamentally altered this dynamic.
Tobi Lütke emphasizes that entrepreneurship is crucial for market contributions and individual independence. He discusses the accessibility of Shopify, arguing that it helps potential entrepreneurs transition their "plan B" into their "plan A." Tools like Shopify and Facebook advertising have become part of an ecosystem that simplifies entrepreneurship access compared to the past, when methods li ...
Impact of Shopify In Empowering Entrepreneurs
Tobi Lütke's close attention to customer experience and feedback has been central to Shopify's growth and success.
Tobi Lütke, the CEO of Shopify, has maintained a hands-on approach to understanding customer needs and challenges, a strategy that has seen the company flourish.
Lütke dedicates his Sunday evenings to watching videos of new entrepreneurs using Shopify, analyzing supercuts of interviews to identify where and how customers struggle with the platform. He also conducts comprehensive bi-monthly reviews of every project within the company to ensure that all teams are responsive to consumer experiences and concerns.
Further demonstrating his commitment, Lütke personally uses Shopify by setting up new shops, going through the onboarding processes, and even contacting customer support under pseudonyms. This practice of "red teaming," or looking for weaknesses within his own company, aids in continuously refining Shopify based on the user experience.
Lütke's insight into successful company-building is founded on genuinely solving customer problems.
Reflecting on his early days, when he would respond to support emails and implement new features overnight based on customer suggestions, Lütke emphasizes the importance of staying intrinsically motivated by customer feedback. H ...
Importance of Customer Understanding In Building Successful Businesses
Tobi Lütke expresses strong belief in the potential of AI technology to empower entrepreneurs, stating that despite the existing hype, AI is actually an underappreciated advancement that will revolutionize the entrepreneurial landscape.
Lütke's enthusiasm for AI's role in aiding entrepreneurs and small businesses is apparent, as he envisions AI as a significant boost similar to the technological advancements from the industrial revolution.
Tobi Lütke describes AI as remarkably transformative for entrepreneurs, capable of providing a "6 out of 10" level of expertise across various fields, which puts substantial resources at the fingertips of small businesses. He illustrates this by sharing stories of how AI has solved complex issues and has the ability to dedicate extensive amounts of time to tasks, thus providing strong support to individuals and small teams. With AI's help, entrepreneurs can accomplish much more than previously possible.
Lütke speaks about the implementation of AI in Shopify, emphasizing how the AI assistant called Sidekick is designed to help entrepreneurs. He mentions that Sidekick is there to provide patient, knowledgeable, and non-judgmental assistance, from running reports to guiding new entrepreneurs on starting a business. He describes Sidekick's capability to process a supplier's PDF and create a new collection of products in the Shopify store, showcasing how AI effectively serves as an extra team member, which is particularly advantageous for solo entrepreneurs.
Shawn Ryan stresses the general optimism among those who understand AI, alluding to its potentially game-changing aspect in various sectors, including entrepreneurship.
Lütke conveys his optimism on the potential of AI in creativity and entrepreneurship. He views the technology as "mode ...
Role of Ai in Future Entrepreneurship
Tobi Lütke, the CEO of Shopify, shares insights into how he manages the fine line between his professional responsibilities and his role as a parent, infusing entrepreneurial principles into the upbringing of his children.
Lütke discusses the challenge of work and family, emphasizing a harmonious integration over the traditional concept of balance.
He loves his work but insists on having family dinners at 6 PM, a tradition his wife insists on maintaining. Lütke enjoys playing video games and engaging in various activities with his children, using his phone to remain present with his family while still being responsive to work as necessary.
Lütke has a policy where if his children approach him with a book and a question, he stops to answer, never treating any subject as a black box but rather explaining in-depth. This desire not to leave things unexplored reflects his approach to being present and actively involved in his children's learning processes.
Lütke emphasizes the development of his children's creative and problem-solving abilities through practical, everyday activities.
He encourages his children to engage creatively with their toys, conceptualizing how they might redesign them. This practice aligns with his broader philosophy of looking at the world as a place that's open to change and improvement by those no smarter than his children.
Rather than giving an allowance, Lütke has his children pitch opportunities to earn, similar to negotiating a job or project, to teach them ...
Work-Life Balance and Parenting as an Entrepreneur
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