Book cover of The Hard Thing About Hard Things by Ben Horowitz

The Hard Thing About Hard Things

by Ben Horowitz

15 min readRating: 4.2 (97,488 ratings)
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"The Hard Thing About Hard Things" is a candid and insightful book by Ben Horowitz, a successful entrepreneur and venture capitalist. In this book, Horowitz shares his experiences and lessons learned from founding, running, and selling a major technology company. He offers practical advice for aspiring CEOs and business leaders, focusing on the challenges and difficult decisions they'll face along the way.

Horowitz doesn't sugarcoat the realities of being a CEO. Instead, he dives deep into the struggles, pressures, and lonely moments that come with the job. He emphasizes that while many business books focus on strategy and success stories, few address the hard things – the tough decisions and sleepless nights that truly define leadership.

This book is a guide for those who find themselves in the trenches of running a company, facing seemingly insurmountable obstacles, and wondering how to navigate through the chaos. Horowitz's straightforward and sometimes humorous approach makes the content relatable and engaging, even when discussing serious topics.

The Struggle

One of the central themes in the book is what Horowitz calls "The Struggle." This is the constant battle that CEOs face as they try to build and maintain successful companies.

The Reality of The Struggle

Every CEO starts with dreams of building something amazing, changing the world, and making a fortune. However, the reality is often far from this ideal. Companies face numerous challenges, both big and small, that can derail even the best-laid plans.

Horowitz explains that The Struggle is inevitable. It's the point where dreams collide with reality, and CEOs find themselves facing impossible decisions, overwhelming stress, and the weight of responsibility for their company's fate.

The Struggle affects every aspect of a CEO's life. It can impact their mental and physical health, strain their relationships, and force them to question their career choices. It's a lonely place, as the CEO often feels that no one else can truly understand the pressure they're under.

Dealing with The Struggle

While The Struggle is unavoidable, Horowitz offers some strategies for coping with it:

  1. Don't face it alone: Even though the ultimate responsibility falls on the CEO, it's crucial to involve others in problem-solving. Horowitz shares how he gathered his entire company during a crisis, being honest about the challenges they faced and rallying the team to work together.

  2. Get creative: When faced with seemingly impossible situations, CEOs need to think outside the box. Horowitz gives an example of how he took his company public during the dot-com crash when traditional funding wasn't available.

  3. Focus on solutions: Like racecar drivers who focus on the road ahead rather than the walls they might crash into, CEOs need to keep their eyes on potential solutions rather than dwelling on problems.

  4. Embrace the challenge: Horowitz argues that The Struggle is where greatness emerges. It's through overcoming these difficult moments that CEOs and companies prove their worth and achieve success.

The Importance of Honesty and Transparency

In times of crisis or when facing challenges, many leaders are tempted to hide bad news or sugarcoat the truth. Horowitz strongly advises against this approach.

The Dangers of Hiding Bad News

Horowitz explains that bad news travels fast, and attempts to contain it often backfire. When employees eventually learn about problems (and they always do), the lack of transparency can erode trust and morale. People may feel blindsided or that they could have helped if they had known sooner.

The Benefits of Openness

Instead of trying to hide issues, Horowitz recommends being upfront and honest about challenges the company is facing. This approach has several benefits:

  1. It stops rumors and gossip from spreading.
  2. It allows the entire organization to focus on solving the problem.
  3. It builds trust between leadership and employees.
  4. It enables the company to tap into the collective knowledge and skills of the entire workforce to address issues.

Horowitz gives an example of a company facing a major technological shift in the market. If the CEO tries to handle this alone, progress will be slow. But by involving the entire staff, engineers can explore technical aspects, accountants can calculate costs, and so on, leading to a faster and more comprehensive response.

Overcoming the Positivity Delusion

Many CEOs fall victim to what Horowitz calls the "positivity delusion" – the belief that employees can't handle bad news and need to be shielded from it. In reality, Horowitz argues that employees often handle bad news better than CEOs, as they don't bear the ultimate responsibility for the company's success or failure.

By being open about challenges, CEOs not only build trust but also empower their teams to be part of the solution.

Handling Layoffs

One of the most difficult tasks a CEO faces is laying off employees. Horowitz provides guidance on how to handle this challenging situation.

The Importance of Speed

When layoffs are necessary, Horowitz emphasizes the need for quick action. Delaying the inevitable only prolongs the anxiety and uncertainty for all employees. If word leaks out before an official announcement, it can lead to a toxic environment of rumors and mistrust.

Fairness and Respect

Horowitz stresses the importance of treating departing employees with fairness and respect. This includes:

  1. Providing decent severance packages
  2. Offering good references
  3. Helping with job placement when possible

This approach not only helps maintain morale among remaining employees but also makes future recruiting easier. It's simply the right thing to do.

Taking Responsibility

When explaining layoffs, Horowitz advises CEOs to take full responsibility. Rather than framing it as "correcting underperformance," it's better to admit that the company failed to meet its goals and, as a result, has to let go of valuable talent.

This admission of failure serves two purposes:

  1. It builds trust with remaining employees by demonstrating honesty and accountability.
  2. It helps the company acknowledge its mistakes and focus on moving forward.

Firing Executives

Firing an executive is even more challenging than general layoffs due to the higher stakes involved, both financially and culturally.

Taking Responsibility for the Mis-hire

Horowitz emphasizes that when firing an executive, the CEO must take responsibility for making the wrong hire in the first place. This involves:

  1. Explaining the mistake to the board
  2. Analyzing why the hiring decision was wrong
  3. Developing strategies to avoid similar mistakes in the future

By doing this, the CEO builds trust with the board and demonstrates a commitment to learning and improvement.

Handling the Conversation

When it comes to the actual firing, Horowitz advises:

  1. Prepare thoroughly for the conversation
  2. Be clear and direct – this is not a performance review, but an ending
  3. Treat the executive with respect and dignity
  4. Avoid public humiliation

Horowitz quotes Bill Campbell's advice: "You cannot let him keep his job, but you absolutely can let him keep his respect."

Ensuring Business Continuity

The main priority during an executive termination is maintaining business continuity. This might mean the CEO temporarily taking over the departing executive's responsibilities to keep that part of the business running smoothly.

Building a Great Organization

Horowitz emphasizes that a truly great organization is built on taking care of its people. He offers several strategies for achieving this.

Investing in Human Resources

A strong Human Resources department is crucial. Horowitz likens HR to a quality assurance department for organizations – they can't build the organization themselves, but they can identify when standards are slipping. HR can provide valuable insights into issues that might not be visible to the CEO, such as uncompetitive compensation or emerging cultural problems.

Prioritizing Training

Horowitz stresses the importance of investing in employee training. This includes:

  1. Functional training to give employees the skills and experience needed to succeed in their roles
  2. Management training to ensure leaders know how to train their staff and provide effective feedback

Hiring for Strengths

When it comes to hiring, Horowitz advises focusing on candidates' strengths rather than their weaknesses. He argues that it's the strengths that will allow an employee to excel in their role. He gives an example of hiring a sales manager who had all the necessary skills but was considered a poor cultural fit. Despite this weakness, the hire turned out to be successful because of the individual's strengths in sales management.

Matching Experience to Company Size

Horowitz points out the importance of hiring executives whose experience matches the size of your company. The role of an executive in a small company is very different from that in a large corporation. Mismatches in rhythm (expected work pace) and skill set can occur when executives move between companies of vastly different sizes.

Creating a Positive Work Environment

To build a company where people want to work, Horowitz offers several strategies.

Minimizing Corporate Politics

To curtail harmful office politics, Horowitz recommends:

  1. Hiring people who are ambitious for the company's success, not just their own careers
  2. Creating strict processes for performance evaluations, compensation, and promotions to reduce opportunities for political maneuvering

Developing a Distinctive Culture

Horowitz encourages companies to develop a unique culture that sets them apart from competitors. He gives the example of Amazon using desks made from old doors to demonstrate their commitment to saving customers money.

Clear Communication of Roles and Value

It's important to clearly communicate to employees what their roles are and how their work is valued. This includes:

  1. Having a clear hierarchy of titles
  2. Ensuring that titles have meaningful distinctions
  3. Avoiding the "Law of Crappy People," where the value of a title is determined by the least competent person holding it

The Essence of Great Leadership

Horowitz distills great leadership down to two key abilities:

  1. Knowing what to do
  2. Getting the organization to do it

Finding the Right Direction

Great CEOs have the ability to determine the right path for their company, even in challenging circumstances. Horowitz shares a personal example of how his determination to lead his company in the right direction convinced an investor to back the company when its stock price had plummeted.

Articulating the Vision and Motivating Others

Once the right direction is determined, a great CEO must be able to:

  1. Clearly articulate the vision
  2. Be authentic and motivational in their communication
  3. Get the company to execute on the vision

Horowitz provides examples of tech leaders who excel in these areas:

  • Steve Jobs was unparalleled in articulating a compelling vision
  • Bill Campbell was known for his compassionate and motivational communication style
  • Andy Grove of Intel demonstrated decisiveness and conviction in leading major strategic shifts

Two Types of CEOs

Horowitz identifies two broad categories of CEOs: Ones and Twos.

Ones: The Visionaries

Ones are typically founding CEOs who excel at:

  • Defining the company's long-term vision
  • Making important strategic decisions
  • Playing the competitive "chess game" against rivals

However, Ones often struggle with:

  • Day-to-day execution
  • Performance management
  • Process design

Organizations led by Ones can sometimes become disorganized and chaotic.

Twos: The Executors

Twos, on the other hand, prefer:

  • Execution and performance management
  • Implementing strategies and plans

Twos may struggle with:

  • Making big decisions about strategic shifts
  • Long-term planning

Organizations led by Twos might waver on important decisions, potentially slowing down the company.

The Ideal: Functional Ones

Horowitz suggests that the best CEOs combine characteristics of both Ones and Twos. He calls these leaders "Functional Ones." These CEOs:

  • Act like Twos when it comes to overall corporate direction, focusing on execution
  • Behave like Ones in their specific area of expertise, making strategic decisions

Horowitz encourages CEOs to work on skills outside their comfort zone to achieve this balance.

Peacetime vs. Wartime CEOs

Horowitz introduces the concept of Peacetime and Wartime CEOs, arguing that different circumstances call for different leadership styles.

Peacetime CEOs

Peacetime occurs when a company has a clear advantage in a growing market. In these circumstances, CEOs focus on:

  • Enhancing the company's existing advantages
  • Encouraging creativity and innovation
  • Long-term planning and expansion

Horowitz gives the example of Google's "20% time" policy, allowing employees to spend a portion of their time on independent projects.

Wartime CEOs

Wartime occurs when a company faces existential threats, such as:

  • Macroeconomic shifts
  • New competitor threats
  • Technological disruptions

In these circumstances, CEOs must:

  • Make tough, sometimes unpopular decisions
  • Focus on short-term survival
  • Be more directive and less consensus-driven

Horowitz uses the example of Andy Grove at Intel, who made the difficult decision to shift the company's focus from memory products to microprocessors in the face of intense competition.

Growing into the CEO Role

Horowitz argues that great CEOs are made, not born. He offers advice for those growing into the role:

Embrace Authenticity

CEOs should stay true to their unique personality and style. Horowitz gives a personal example of implementing a policy allowing profanity in his company, as it aligned with his communication style.

Master the Art of Feedback

Horowitz introduces the concept of the "shit sandwich" – sandwiching negative feedback between positive comments. However, he notes that this approach may be less effective with senior executives.

Get Comfortable with Discomfort

Great CEOs must learn to be comfortable doing inherently uncomfortable things. Just as athletes train to make unnatural movements feel natural, CEOs must practice and become accustomed to the challenging aspects of their role.

Selling Your Company

Horowitz addresses the emotional and rational challenges of selling a company.

Types of Acquisitions

He outlines three types of acquisitions in the tech industry:

  1. Talent/technology acquisitions ($5-$50 million)
  2. Product acquisitions ($25-$250 million)
  3. Whole business acquisitions (larger deals, like Horowitz's sale of Opsware to HP for $1.65 billion)

Emotional Challenges

Selling a company can be emotionally difficult due to:

  • Feeling like you're selling out your dream
  • Walking away from a steady source of income
  • Concerns about the future of your employees

Rational Considerations

Horowitz advises not to sell if you have an early mover advantage in a big market that you believe you can lead. However, he acknowledges that this can be difficult to assess objectively.

Final Thoughts

"The Hard Thing About Hard Things" is a brutally honest look at the challenges of being a CEO. Horowitz doesn't shy away from discussing the difficult decisions, sleepless nights, and constant pressure that come with the job. At the same time, he offers practical advice and strategies for navigating these challenges.

Key takeaways from the book include:

  1. Embrace The Struggle: Challenges and difficult decisions are an inevitable part of being a CEO. Embrace them as opportunities for growth and greatness.

  2. Be Transparent: Honesty and openness, even when sharing bad news, build trust and enable your team to help solve problems.

  3. Take Care of Your People: Invest in training, create a strong HR department, and build a culture where people want to work.

  4. Hire for Strengths: Focus on candidates' strengths rather than their weaknesses when hiring.

  5. Adapt Your Leadership Style: Recognize whether your company needs a Peacetime or Wartime CEO and adjust your approach accordingly.

  6. Grow into the Role: Great CEOs are made, not born. Work on developing the necessary skills and get comfortable with the uncomfortable aspects of the job.

  7. Make Tough Decisions: Whether it's laying off employees, firing executives, or selling your company, be prepared to make difficult choices for the good of the organization.

Horowitz's book serves as both a reality check and a source of encouragement for current and aspiring CEOs. It acknowledges the immense challenges of leadership while providing practical strategies for overcoming them. By sharing his personal experiences and lessons learned, Horowitz offers a valuable resource for anyone navigating the complex world of business leadership.

The book's central message is that while being a CEO is incredibly difficult, it's also a role where individuals can make a significant impact. By facing challenges head-on, making tough decisions, and continuously learning and adapting, CEOs can lead their companies to success and personal growth.

Horowitz doesn't promise that following his advice will make the job easy – after all, the book is called "The Hard Thing About Hard Things" for a reason. However, he does provide a roadmap for navigating the complexities of leadership and building successful companies, even in the face of seemingly insurmountable obstacles.

For anyone considering a leadership role in a startup or established company, this book offers a realistic look at what to expect. It's not always pretty, but Horowitz argues that the challenges are what make the job worthwhile. By embracing The Struggle and learning to handle the hard things, CEOs can achieve greatness and build companies that truly make a difference.

In the end, "The Hard Thing About Hard Things" is more than just a business book. It's a testament to the resilience, creativity, and determination required to lead in the fast-paced, high-stakes world of modern business. It's a call to action for leaders to face their challenges head-on, to be honest with themselves and their teams, and to never stop learning and growing.

Horowitz's candid approach and willingness to share his own mistakes and lessons learned make this book a valuable resource for anyone in a leadership position. Whether you're a first-time CEO or a seasoned executive, there's wisdom to be found in these pages. The book serves as a reminder that while the path of leadership is often difficult and lonely, it's also incredibly rewarding for those who are willing to face the hard things and emerge stronger on the other side.

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