My favorite interview questions from 100+ guests

Insights from Informative Interviews: A Summary.

1970-01-01T02:36:43.000Z

🌰 Wisdom in a Nutshell

Essential insights distilled from the video.

  1. Success is a result of self-awareness and curiosity.
  2. Understanding hard is subjective, personal, and contextual.
  3. Simplify decision-making by asking two concise questions.
  4. Assess product manager skills through controversial product and problem-solving experiences.
  5. Understanding someone's work reveals their taste, judgment, and motivations.
  6. Ask about candidates' proudest accomplishments for a deeper understanding.
  7. Understanding work style and communication preferences is key to effective collaboration.
  8. Assess PM candidates' ability to navigate ambiguity, learn from decisions, and value diversity.
  9. Leverage 'unfair secrets' for enhanced product performance.
  10. Assess self-awareness and sincerity in candidate evaluations.
  11. Asking about failures reveals character and mindset.
  12. Break predictability in interviews to identify authenticity.
  13. Reflecting on past decisions aids personal growth and decision-making.
  14. Introspection reveals self-awareness and growth.
  15. Impactful delivery aligns with business goals and motivations.
  16. Asking for performance feedback during referral calls is crucial.


📚 Introduction

Informative interviews provide valuable insights into various aspects of life, including personal growth, decision-making, and career development. In this blog post, we will explore the key takeaways from a collection of informative interviews, covering topics such as self-awareness, understanding hard work, simplifying complex concepts, evaluating candidates, understanding work style, enhancing product performance, and assessing impact. These interviews offer wisdom and practical tips that can be applied to our daily lives and help us navigate the complexities of the modern world.


🔍 Wisdom Unpacked

Delving deeper into the key ideas.

1. Success is a result of self-awareness and curiosity.

The success of individuals cannot be solely attributed to luck. It is often a result of self-awareness and curiosity. This is evident in the favorite interview question of Eike De Miliano, former head of product at Retool and PM at Stripe. She asks candidates to reflect on why they are where they are today, which reveals their perspective on the world.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Eeke De Miliano🎥📄


2. Understanding hard is subjective, personal, and contextual.

The concept of 'hard' is subjective and can vary depending on individual perspectives. It's important to understand what hard means for a specific individual or organization, as it can be a personal or professional challenge. This understanding can help in comprehending the level of difficulty, the amount of work put in to overcome it, and the agency involved in overcoming it.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Geoff Charles🎥📄


3. Simplify decision-making by asking two concise questions.

The process of interviewing for a role can be simplified by asking two concise questions that get to the heart of the matter. These questions should be about the product's safety and cost-effectiveness. This method, known as asking eigen questions, helps to simplify complex concepts and drive the answer to a specific decision. It can be applied to any product or situation, allowing for better learning and decision-making.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Shishir Mehrotra🎥📄


4. Assess product manager skills through controversial product and problem-solving experiences.

When interviewing for a product assistant position, it's important to ask about a time when they were part of a controversial product, as it reveals their ability to understand conflicting perspectives and represent both sides. Another question to ask is about a big problem they worked on, as it shows their ability to communicate and rally others. Storytelling and communication are crucial for a product manager's job.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Yuhki Yamashita🎥📄


5. Understanding someone's work reveals their taste, judgment, and motivations.

Understanding someone's work and what they are most proud of can provide valuable insights into their taste, judgment, motivations, and preferences. It helps understand what they consider good work and what drives them. Additionally, it can reveal their interests and where they are naturally drawn. This understanding can be applied to various aspects of life, including personal relationships, career choices, and decision-making.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Katie Dill🎥📄


6. Ask about candidates' proudest accomplishments for a deeper understanding.

When interviewing candidates, it's crucial to ask about their proudest accomplishments and the reasons behind them. This provides insight into their values, work ethic, and motivations. It's more productive to focus on positive accomplishments rather than negative experiences. This approach allows you to learn about their character and what they care about, helping you make a more informed decision.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Karri Saarinen🎥📄


7. Understanding work style and communication preferences is key to effective collaboration.

Understanding a person's work style and communication preferences is crucial when working closely with them. This can be achieved by asking a favorite interview question, which can reveal a lot about their personality and approach to work. For instance, Jay Z, head of product at Webflow, asks her interviewees to describe their ideal work environment, which helps her understand their preferences and expectations.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Camille Hearst🎥📄


8. Assess PM candidates' ability to navigate ambiguity, learn from decisions, and value diversity.

When evaluating candidates for a PM role, it's crucial to assess their ability to navigate ambiguity, learn from their decisions, and make adjustments based on milestones. Signals of humility, self-awareness, and curiosity are also valuable traits. Additionally, evaluating their involvement in diversity, equity, inclusion, and belonging initiatives can help assess alignment of personal values with those of the company.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Jiaona Zhang🎥📄
Ben Williams🎥📄


9. Leverage 'unfair secrets' for enhanced product performance.

To enhance the performance and energy level of a product, it's crucial to understand and apply 'unfair secrets' that are not widely known. These secrets, when leveraged effectively, can significantly improve the velocity and energy level of the product. It's important to ask about these secrets and understand how they work to gain valuable insights and inspiration.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Noah Weiss🎥📄


10. Assess self-awareness and sincerity in candidate evaluations.

When evaluating candidates, it's crucial to assess their self-awareness and sincerity. Look for realistic and honest descriptions of themselves, rather than overly positive or unrealistic ones. If they mention quirky or unexpected traits about themselves, it indicates self-awareness and humility.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Meltem Kuran Berkowitz🎥📄


11. Asking about failures reveals character and mindset.

When evaluating people, it's crucial to ask about a time when something went wrong. This reveals their mindset and how they handle challenges, providing valuable insights into their thinking and self-perception. It's a more effective way of understanding someone's character than asking about their strengths or accomplishments.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Paige Costello🎥📄


12. Break predictability in interviews to identify authenticity.

Conducting interviews requires breaking the predictable mindset and encouraging genuine opinions. This can be achieved by asking questions that challenge conventional wisdom, such as those related to AI or domains that people believe inaccurate. This approach helps identify authenticity and avoids dismissing high-quality candidates who may have given predictable answers.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Nikhyl Singhal🎥📄


13. Reflecting on past decisions aids personal growth and decision-making.

Reflecting on past decisions and understanding their outcomes is crucial for personal growth. It involves introspection and incorporating lessons learned into future decision-making. This process helps individuals make better choices and avoid repeating mistakes, leading to personal development and improved decision-making.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Ayo Omojola🎥📄


14. Introspection reveals self-awareness and growth.

Introspection is a valuable tool for personal growth, and it can be tested by asking individuals about their limitations and how they handle challenges. It's also interesting to explore their perspective on luck and how it relates to their success. These questions can reveal a person's level of self-awareness and their ability to acknowledge and learn from their mistakes.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Scott Belsky🎥📄


15. Impactful delivery aligns with business goals and motivations.

Lauren Isford, a growth expert, defines impact as intrinsic motivation to have an impact on the business. She shares a personal experience of delivering something impactful and offers advice on how to assess impact during the interview process. The key is to focus on delivering something that aligns with the company's goals and values, and to ensure that the candidate's motivations align with the business's needs.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Lauryn Isford🎥📄


16. Asking for performance feedback during referral calls is crucial.

During referral calls, it's crucial to ask potential employees for feedback on their performance, similar to a first performance review. This question helps them reflect on their own abilities and provides valuable insights into their self-awareness and growth potential. It's a great way to assess their suitability for the role and potential for improvement.

Dive Deeper: Source Material

This summary was generated from the following video segments. Dive deeper into the source material with direct links to specific video segments and their transcriptions.

Segment Video Link Transcript Link
Paul Adams🎥📄



💡 Actionable Wisdom

Transformative tips to apply and remember.

Take the time to reflect on your own journey and the reasons behind your accomplishments. Ask yourself why you are where you are today and what it reveals about your perspective on the world. This self-awareness can provide valuable insights and guide your future decisions and actions.


📽️ Source & Acknowledgment

Link to the source video.

This post summarizes Lenny's Podcast's YouTube video titled "My favorite interview questions from 100+ guests". All credit goes to the original creator. Wisdom In a Nutshell aims to provide you with key insights from top self-improvement videos, fostering personal growth. We strongly encourage you to watch the full video for a deeper understanding and to support the creator.


Great! You’ve successfully signed up.

Welcome back! You've successfully signed in.

You've successfully subscribed to Wisdom In a Nutshell.

Success! Check your email for magic link to sign-in.

Success! Your billing info has been updated.

Your billing was not updated.