Tobi Lütke: Calm Progress

Nov 15, 2022
Overview

Shopify co-founder and CEO Tobi Lütke discusses leading through volatility, fighting bureaucracy, fostering innovation, and his unique compensation system. He shares insights on decision-making, the power of programming principles in business, and how he fixed his sleep.

At a Glance
44 Insights
2h 42m Duration
20 Topics
9 Concepts

Deep Dive Analysis

Leading Through Volatility and Market Swings

Protecting the Company's North Star and Adapting Strategy

Differences Between Founder-Led and Professionally Managed Companies

Legitimacy as an Underappreciated Organizational Resource

The Importance of Subtraction in Leadership

Risk-Taking and Challenging 'Best Practices'

Innovating Internally vs. Acquiring Innovation

Fighting Bureaucracy and Sediment Layers in Organizations

Rethinking Employee Compensation Systems

Applying Programming Principles to Business Design

The Nature of Technology and Human Progress

Maintaining Composure and Self-Worth Amidst Chaos

Specialization vs. Range in Career Development

Decision-Making: Inputs, Blind Spots, and Long-Term Effects

Paul Graham's Essay on Conformism

James Carse's Concept of Finite and Infinite Games

Fixing Sleep with CBT-I Principles

Identifying and Eliminating Wasted Time and Ineffective Management

Exciting Technologies: Metaverse, Machine Learning, and Stable Diffusion

Optimism for the Future of Humanity and Progress

North Star (Strategy)

The overall strategy and core reason a company exists, which needs to be protected during volatile times. It guides decisions and helps navigate obstacles while maintaining direction, allowing for constant re-evaluation of current tactics.

Legitimacy (Organizational Resource)

An underappreciated resource in companies, often stemming from the founding story and the founder's continued presence. Founders can 'draw on this account' to make significant changes, particularly 'subtraction,' which is much harder for non-founder CEOs.

Revision to the Mean (Organizational Decay)

The tendency for a department or entire company to revert to the average industry competency, leading to stagnation. This phenomenon, akin to the 'tragedy of the commons' or 'entropy,' is what companies constantly try to beat.

Subtraction (Leadership Tactic)

The act of removing things (products, processes, projects) from a company. It is much harder but often more valuable than adding, requiring bravery and risk-taking, and is a key role for founders who can leverage their legitimacy.

Best Practices (Risk Aversion)

Often a euphemism for doing undifferentiated, average work and avoiding risk. Following best practices is risky in the long term because it prevents innovation, holds a company back from outperforming, and leads to average results.

Applied Computational Philosophy

A proposed new academic field that views computing as a fundamental midpoint between human language and mathematics. It encompasses applied systems design, architecture, and control theory, offering a powerful framework for understanding and designing complex systems, including businesses.

Resulting (Decision-Making Fallacy)

Judging the quality of a decision based solely on its outcome (whether it was right or wrong), rather than on the quality of the decision-making process and the inputs considered at the time. This often leads to misinterpreting good decisions that had bad luck.

Finite Games

Games with a defined goal, clear winning conditions, and agreed-upon rules, where participants play to win and the game eventually ends. Examples include a tennis match or achieving a specific quarterly financial target.

Infinite Games

Games that have no goal other than to keep playing. There is no winning condition, and change is welcomed as new information. Examples include fitness, education, or a company's long-term mission, where the journey is the primary objective.

?
How does a leader maintain focus on core objectives during extreme market volatility?

A leader maintains focus by protecting the company's 'North Star' – its overall strategy and reason for existence – rather than getting sidetracked by short-term tactics. This involves constantly re-evaluating what's most helpful given current reality and being willing to subtract projects that no longer align.

?
What is the fundamental difference between founder-led and professionally managed companies?

Founder-led companies draw on the 'legitimacy' of the founder's original vision and presence, allowing for easier 'subtraction' of non-essential work. Professionally managed companies rely more on planning and stakeholder alignment to combat 'revision to the mean.'

?
How can companies foster innovation and avoid stagnation?

Companies must provide psychological safety for failure, viewing it as 'successful discovery of something that did not work.' They should encourage doing things differently from 'best practices' and be willing to subtract underperforming initiatives to continuously outcompete.

?
How does bureaucracy develop in large organizations, and how can it be fought?

Bureaucracy often arises from 'sediment layers' of individually good decisions that accumulate into an unintended, inefficient system. Fighting it requires subtraction, humor, and a culture where ideas come from everywhere, but decisions are made with the right perspective.

?
What can businesses learn from programming principles?

Businesses can learn to design resilient systems, treat processes as data processing, and build auditable functions that generate outcomes based on many inputs. This allows for faster evolution, greater fairness, and better observability than traditional bureaucratic approaches.

?
How should companies approach employee compensation?

Compensation should be simple, transparent, and flexible, treating employees as adults who can choose how they receive their earnings (e.g., cash, stock options). It should not be tied to external market fluctuations unrelated to the company's internal performance.

?
How can individuals improve their sleep quality, especially if they struggle with insomnia?

Tobi Lütke recommends Cognitive Behavioral Therapy for Insomnia (CBT-I) principles, which involve creating a strict sleep routine, only using the bed for sleeping, and getting up to read if not sleepy. It also involves reframing negative thoughts about sleep, recognizing that feeling drowsy upon waking doesn't mean bad sleep.

?
What is the value of developing 'range' versus 'specialization' in a career?

While specialists go incredibly deep in one area, most people should opt for range. Generalists can quickly learn the first 80% of multiple fields, making them adaptable and valuable in a rapidly changing world, and the skill of learning itself accelerates further learning.

?
How should leaders make important decisions?

Decision-making is easy once all relevant inputs and context are gathered, and unstated assumptions are flushed out. Leaders should aim to make decisions that the company in 10 years would wish they had made, focusing on long-term benefits and predictable secondary/tertiary effects.

1. Protect Your North Star

During volatile times, focus on protecting the overall strategy and north star (the reason a company exists), rather than getting sidetracked by current tactics, to navigate obstacles while maintaining direction.

2. Rethink Roadmaps & Plans

Instead of rigid roadmaps, have a clear guide view of what matters to your merchant, a strong model of your company’s capabilities, and continuously rerun the function of deciding the very best thing to work on, allowing teams to pick the next task as needed.

3. Practice Subtraction Relentlessly

Founders and leaders should focus on subtraction, removing things that no longer make sense or are less effective, because it’s much easier to add than to remove, preventing accumulation of unnecessary complexity and maintenance work.

4. Embrace Differentiated Work

Avoid doing the same thing everyone else does; instead, use all your learned knowledge to create something as good as possible, as following “best practices” is often a way to avoid risk and leads to undifferentiated work.

5. De-Risk Failure Internally

Companies should provide psychological safety for internal failure, reframing underperformance as “successful discovery of something that did not work” and an opportunity to gain more data and try again.

6. Innovate Across All Disciplines

Strive to innovate across all disciplines and groups within a company, encouraging every team to find ways their approach is better than general industry implementations through first-principle thinking.

7. Derive Business from Programming

Re-derive all business practices from programming principles, applying concepts like resilient systems design, auditable functions, data processing, observability, and unit tests to business models and operations.

8. Define Your Infinite Games

Reflect on and define your personal “infinite games” (journeys with no end goal, like fitness or self-mastery), and align your life decisions and finite games (tasks with specific goals) with these overarching purposes.

9. Welcome Change in Infinite Games

Cultivate an attitude where change is welcome and clarifying, especially when pursuing an “infinite game,” as new information helps you adapt and continue the journey rather than ending the game.

10. Prioritize Long-Term Decisions

When making decisions, consider what the company in 10 years would wish you had done, prioritizing long-term benefits and predictable secondary/tertiary effects over short-term expediency or ease.

11. Remove Bad Ambiguity

In times of significant change, remove ambiguity quickly by clearly communicating decisions and their implications, even if they are difficult, to help people plan and adapt.

12. Focus on Core Value

Maintain composure by understanding your inherent value comes from your brain, choices, experience, skill, and intuition, not external accreditations or job titles, and focus on being valuable and flexible.

13. Opt for Skill Range

Most people should opt to develop a range of skills and knowledge across multiple fields, as the ability to learn new things quickly (learning as a skill) allows for competence in many areas.

14. Integrate Engineering Thinking

Integrate engineering thinking and systems design principles as the core of your decision-making, applying lessons learned from building resilient systems to all aspects of business and leadership.

15. Use Humor Against Bureaucracy

Use humor to address silly or ineffective processes, making fun of them as a way to identify and replace them with something better.

16. Design Aligned Systems

Design company systems so that individual intelligent actions and local incentive systems align with society-level benefits, mission, and overall company goals, minimizing bureaucracy.

17. Centralize Strategic Decisions

Foster a culture where ideas, actions, and proposals are omnipresent from everyone, but strategic decisions are made from the perspective that best understands the long-term goals of the business.

18. Simplify Compensation Systems

Implement a simple compensation system where everyone receives a clear annual number, allowing individuals to choose how they want to receive it (cash, stock options, etc.), treating people like adults who can make their own choices.

19. Replace Toil with Technology

Use technology to replace toil, drudgery, and “bullshit” jobs, freeing creative people to contribute more significantly when enabled with proper tools.

20. Prioritize User Experience (UX)

Prioritize User Experience (UX) as a fundamental equalizer that makes technology and its benefits available and approachable for everyone.

21. Leverage Tools as Multipliers

Recognize that tools, especially technology, act as multipliers of human ability, not mere additions, enabling individuals to achieve vastly different and greater results.

22. Learn Programming Quickly

To learn programming, dedicate focused time (e.g., a weekend) to online resources like Khan Academy, as it’s more accessible and quicker to pick up useful skills than often perceived.

23. Question Sleep Beliefs

Challenge and correct unhelpful beliefs about sleep (e.g., feeling drowsy means bad sleep, needing exactly eight hours), as these stories can negatively impact your sleep experience.

24. Practice Strict Bed Hygiene

Strictly limit activities in bed to only sleeping; avoid bringing phones, reading, or doing anything else in bed to condition your brain to associate the bed solely with sleep.

25. Go to Bed When Sleepy

Only go to bed when you feel genuinely sleepy, rather than at a set time, to improve sleep onset and quality.

26. Address Middle-of-Night Waking

If you wake up in the middle of the night and are wide awake, get out of bed, go to a nearby chair, and read for 15 minutes until you feel sleepy again, then return to bed.

27. Use Sleep Trackers

Use a sleep tracker (e.g., Oura Ring, Apple Watch) to gather data about your sleep patterns, which can be useful for understanding and improving sleep.

28. Explore CBT for Insomnia

For insomnia, explore Cognitive Behavioral Therapy for Insomnia (CBT-I), which has a high effectiveness rate comparable to or better than sleeping pills, by reading books or using apps.

29. Re-evaluate Travel Necessity

Re-evaluate the necessity of extensive travel, especially for routine meetings, as much of it can be a “tax” on spending time with people and can be replaced by more deliberate, focused interactions.

30. Build Trust Batteries

Build a “trust battery” by working collaboratively, making key decisions as a team, listening to all perspectives, but ultimately ensuring that a clear decision-maker is responsible for the final choice.

31. Leverage Transformer Models

Pay attention to transformer models in machine learning, as they are causing significant breakthroughs and accelerating progress in various fields.

32. Explore Open-Source AI

Explore open-source AI models like Stable Diffusion, recognizing their profound impact on human creativity and the rapid acceleration of progress they enable through community contributions.

33. Stay Optimistic on Crypto

Maintain optimism about valuable innovations emerging from the crypto world, especially after cycles that shed speculative “froth.”

34. Challenge Inconvenient Facts

Embrace the idea that “facts are friendly,” even when connections or effects are inconvenient for the main story you tell yourself, and be willing to re-evaluate positions based on new data.

35. Review Decisions Periodically

For important decisions, capture the rationale and inputs, and revisit them periodically, rerunning the function over evolving inputs to adapt to a changing world.

36. Seek External Expertise

When facing a problem, ask “who in the world is good at this, and what can I learn from them?” to find effective solutions and avoid common pitfalls.

37. Understand Sentiment vs. Reality

Be aware of the “I’m great, but everything else is fucked” effect, where individual optimism contrasts with perceived societal pessimism, and understand that sentiment often tracks actual experience differently.

38. Embrace Useful Models

Embrace the concept that all models are wrong, but some are useful, and apply this thinking to decision-making, understanding that you often have to make choices with incomplete information.

39. Don’t Wait for All Inputs

Do not wait for 100% of inputs before making a decision, as you will never have them; instead, make choices when necessary and later review how well you gathered relevant inputs.

40. Manage Archetypes Deliberately

Be deliberate about where you place conformist or aggressive conformist archetypes within the company, as they play important roles in some groups but can hinder innovation if misapplied.

41. Prioritize Mission Clarity

A clear, well-understood mission statement provides a reason for existence, clarifies purpose for everyone, and can rally people together, especially during challenging times.

42. Consider Second/Third Order Effects

Develop an intuition for secondary and tertiary effects of decisions, recognizing that while primary effects are often the focus, deeper consequences can have significant societal impact.

43. Avoid “Trust Fall” Management

Avoid the “trust fall” approach of simply hiring smart people and getting out of their way; instead, actively engage in important decisions, working alongside teams to leverage your perspective and make things happen faster.

44. Recognize Computation’s Impact

Understand that breakthroughs in computational speed and efficiency fundamentally change what is possible, leading to rapid progress across many domains.

You are valuable because of the brain you've got. You are valuable because you make choices.

Tobi Lütke

The most important thing is to keep the most important thing the most important thing.

Tobi Lütke

I just don't see value in doing the same thing as everyone else does.

Tobi Lütke

Best practices actually just simply means don't take risk and do with what everyone else is saying you should be doing. Best practices are not that good. They should be best. No, they're average.

Tobi Lütke

It's not failure, it's the successful discovery of something that did not work.

Tobi Lütke

Adding things is a lot more expensive than removing things actually.

Tobi Lütke

The goal of the game, the only goal of the game, is keep playing.

Tobi Lütke

I think the book itself is anxiety inducing because it makes claims on which I don't think prove out on the importance of sleep and how everyone's goal should be to sleep eight hours and there is no variance.

Tobi Lütke

The future is fantastic and we'll probably become immortal relatively soon and all these kind of things.

Tobi Lütke

CBT-I (Cognitive Behavioral Therapy for Insomnia) Sleep Protocol

Tobi Lütke
  1. Create a consistent sleep routine.
  2. Do not do anything in your bed that isn't sleeping; use a chair nearby for reading or other activities.
  3. Do not bring your phone to bed, ever.
  4. Only go to bed when you are sleepy.
  5. If you wake up in the middle of the night and are wide awake, get up and read in your chair for 15 minutes until you feel sleepy again, then return to bed.
2006
Shopify co-founded year Year Tobi Lütke co-founded Shopify in Ottawa.
November 2014
Shopify CEO of the Year award Tobi Lütke named 'CEO of the Year' by The Globe and Mail.
More than 1.7 million
Number of businesses using Shopify Reported in May 2021.
Approximately 175
Number of countries using Shopify Reported in May 2021.
Top 20
Shopify's market capitalization ranking Among largest publicly traded Canadian companies as of July 2022.
$4.611 billion
Shopify total revenue for 2021 Company's total revenue for the year 2021.
3,500-4,000 people
Shopify R&D team size Number of people in R&D working at Shopify alone.
2 or 3
Shopify's compensation system sliders (current) Number of options employees currently have to choose how they want their compensation.
90%
CBT-I effectiveness rate As effective as human pills for fixing insomnia.
100
Certified CBT-I practitioners in the United States Number of certified practitioners since the 1990s.
15 seconds
Initial image generation time with Stable Diffusion On top-of-the-line graphics cards using open-source software.
3 seconds
Current image generation time with Stable Diffusion Achieved with no hardware changes, due to tooling improvements.
4.2 gigabytes
Size of human creativity model (Stable Diffusion) Size of the binary floating-point numbers model.