Lessons in product leadership and AI strategy from Glean, Google, Amazon, and Slack | Tamar Yehoshua (Product at Glean, ex-Google and Slack)

Sep 26, 2024 1h 17m 57 insights Episode Page ↗
Tamar Yehoshua, President of Product & Technology at Glean, shares career advice, including excelling in your current role and following top talent. She also discusses leveraging AI for productivity and strategic thinking, emphasizing its transformative impact on product and engineering jobs.
Actionable Insights

1. Excel in Your Current Role

Focus on performing exceptionally well in your current job, “knocking it out of the park,” as this is foundational for advancing to the next career level.

2. Drive Measurable Impact

Consistently strive to drive measurable impact that moves the business forward, rather than simply completing tasks or launching features.

3. Prioritize Skill Acquisition

Focus on acquiring valuable skills throughout your career, as skills are permanent assets that remain with you even if companies fail, unlike financial returns or company success.

4. Follow Top Talent for Career Growth

Instead of rigid career planning, prioritize following and working with people who are the best at what they do in their respective fields, as this is where you will learn the most valuable skills.

5. Prioritize Product-Market Fit & Distribution

Focus on building a product people truly value and clamor for (product-market fit), ensuring you also have effective distribution, a functional sales team, and sufficient funding.

6. Understand User & Team Motivations

Develop a deep understanding of people’s motivations, both for product users (what delights/frustrates them) and for team members (what drives their work and career goals).

7. Cultivate a Beginner’s Mind

Approach problems with a “beginner’s mind,” assuming you know nothing, and actively ask many questions and listen to customers and people to gain genuine understanding.

8. Develop Product Intuition

Balance reliance on metrics with developing strong product intuition, making decisions based on a deep, intuitive understanding of your customers and product when it “feels right.”

9. Embrace AI for Productivity

Recognize that AI will profoundly change work; actively learn to leverage it to work faster and better, as those who do will gain a significant advantage.

10. Actively Experiment with AI Tools

Consistently try out and experiment with new AI products like ChatGPT, Glean, or Claude to understand their capabilities and integrate them into your workflow, just as you would with any new technology.

11. Focus on Strategic & Creative PM Work

To thrive in an AI-driven world, product managers should focus on strategic thinking, creativity, and problem-solving, as AI excels at routine tasks but not at generating truly differentiated solutions.

12. Make Decisions Right

Commit to your decisions and actively work to “make them right” through your efforts and attitude, rather than dwelling on regret or hypothetical alternative paths.

13. Establish Clear Roles & Alignment

Ensure clear understanding of roles, responsibilities, and alignment with cross-functional partners to avoid conflicting directions and promote effective collaboration.

14. Communicate Directly & Transparently

Spend significant time with partners, document decisions, and speak up directly if you disagree with priorities, avoiding passive-aggressive communication or undermining decisions.

15. Build Trust and Respect

Foster strong cross-functional relationships by building mutual respect and trust, ensuring partners follow through on commitments.

16. Prioritize a Strong Engineering Partner

Before joining a company, assess and value your potential engineering partner to ensure your product ideas can be effectively built and executed.

17. Embrace Long-Term Product Vision

Adopt a long-term perspective for product development, understanding that building great products is a multi-year endeavor and viewing resource constraints as a potential advantage.

18. Leverage Prototyping for Product Thinking

Embrace extensive prototyping to “feel” and test product ideas, moving beyond mock-ups to truly understand user experience and inform deep product thinking before committing to development.

19. Build a Prototyping-Friendly Infrastructure

Cultivate an engineering infrastructure and mindset that prioritizes rapid prototyping, allowing teams to quickly build and discard code to test ideas efficiently before committing to production-ready development.

20. Design for Future Users

When making product changes, prioritize designing for the larger number of future users rather than over-indexing on the vocal minority of existing users who might be unhappy with changes.

21. Communicate Changes Respectfully

When making product changes, communicate transparently, authentically, and respectfully, explaining the real reasons behind decisions and listening to user feedback, rather than being dismissive.

22. Automate Routine PM Tasks

Leverage AI to automate routine product management tasks like updating Jira or creating launch plans, freeing up time for more creative and strategic work.

23. Automate Insights from Sales Calls

Automate the extraction of insights from sales call transcripts (e.g., using Glean with Gong) to identify top requested features, understanding that initial prompts may require iteration to achieve desired accuracy.

24. Analyze Large Data with AI

Leverage AI tools with large context windows (e.g., Gemini) to analyze extensive qualitative data like Discord transcripts, extracting insights on product sentiment, requested features, and user dissatisfaction.

25. Use AI for Feature Status Confidence

Create custom AI prompts to aggregate information from various sources (e.g., LaunchCal, Jira, Slack, beta feedback) to assess the true status and confidence level of feature launch dates.

26. Use Role-Based AI Prompts

Enhance AI output by giving it a specific role (e.g., “You are a product manager at Glean”) in your prompts, which helps tailor the response to a relevant perspective.

27. Automate Incident Management Research

Leverage AI to automate parts of incident management, such as quickly identifying similar past incidents to aid in faster resolution.

Actively consume AI-focused newsletters and podcasts (e.g., Ben’s Bites, The Neuron, No Priors) to stay updated on the latest developments and leverage AI tools like ChatGPT’s voice mode for information consumption.

29. Adapt to Rapid Tech Change

Actively change your working methods and “get in the thick of it” by trying out new tools to keep pace with the rapidly evolving tech environment, especially with AI, to seize new opportunities.

30. Avoid Dismissing New AI Tools

Do not quickly dismiss new AI tools after a brief trial; persist in experimenting and adapting your workflow to leverage them, as clinging to old methods is a “dangerous spot.”

31. Build Sustainable AI Differentiators

When building AI products, ensure your core differentiator is sustainable and not merely compensating for current LLM limitations, as LLMs will rapidly improve and render such compensatory work obsolete.

32. Observe & Analyze Human Behavior

Practice observing people’s reactions and body language in social settings to better understand their thoughts and motivations, enhancing your ability to read a room.

33. Prioritize User Needs Over Features

Maintain perspective on what users are truly trying to achieve, avoiding the urge to prominently display features you personally worked on if they aren’t the most important for the user at that moment.

34. Focus on Business Impact

Measure success by the impact you drive for the business, ensuring you build products people actually use and enable the entire organization to be more productive, rather than just hitting assigned goals.

35. Adapt to Company Phase

Understand the current growth phase of your company and adapt your priorities and strategies to what is most important for that specific stage.

36. Prioritize Personal Fit Over Success

Do not work at a company, even a successful one, if its internal chaos or culture will make you upset and unhappy, as personal fit is crucial.

37. Achieve Product-Market Fit

Recognize that achieving strong product-market fit is critical for survival and growth, as its absence is a “death sentence” for a company.

38. Seek Companies with Top Talent

Identify companies that attract and retain a “nexus of great people,” as working alongside them fosters learning, builds valuable connections, and leads to greater collective achievements.

39. As a Leader, Choose Impactful Roles

As a leader, select roles where you can genuinely tell potential hires that joining will significantly advance their careers, ensuring it’s a place where they can learn and grow.

40. Don’t Over-Prioritize Financial Return

Avoid over-emphasizing potential financial returns when choosing a job, as financial success is highly unpredictable and focusing solely on it can lead to negative outcomes.

41. Study Bezos’s Principles

Learn from Jeff Bezos by reading his shareholder letters and books like “Working Backwards” or “The Everything Store” to understand his operating principles and leadership style.

42. Use Six-Pagers for Deep Thinking

Adopt the practice of writing detailed “six-pager” documents instead of PowerPoints to encourage deeper thinking, analysis, and comprehensive communication.

43. Lead with Consistent Principles

Lead with consistent, clearly articulated principles (e.g., customer-driven, customer-relevant) to make it easier for your team to understand priorities and operate effectively.

44. Encourage Team Input First

As a leader, ensure everyone at the table speaks and shares their thoughts before you, fostering a team effort and demonstrating that you value diverse perspectives.

45. Develop a Consistent Master Plan

Create a long-term “master plan” with a consistent vision for your product, allowing annual work to adapt while remaining anchored to the overarching strategic goals.

46. Value Strong Marketing

Recognize the significant impact of strong marketing and learn from leaders like Mark Benioff, who approaches marketing with a product-like mindset to build powerful ecosystems and influence.

47. Respect Partner’s Domain

Clearly define and respect your cross-functional partner’s domain, avoiding going around them and collaboratively deciding ownership for unclear responsibilities.

48. Streamline OKR Reviews with Async Video

For large organizations, streamline OKR reviews by having teams post short video summaries and documents in dedicated channels, allowing leaders to review asynchronously and provide feedback.

49. Iterate on Internal Processes

Regularly review and iterate on internal processes, such as OKR planning, on a quarterly basis, just as you would with product development, to continuously improve efficiency.

50. Practice Authentic Leadership

Lead authentically by listening to people, being transparent, and taking direct action to address concerns, even if it means personally engaging with individual team members.

51. Use AI for Information Summarization

Overcome time constraints by using AI tools to summarize long articles, transcripts, or other information, leveraging AI to gain insights more efficiently than manual review.

52. Apply Creativity & Patience with AI

Use your creative problem-solving skills as a PM to identify unique ways AI can assist you, and have the patience to iterate and refine your approach until the tools effectively meet your needs.

53. Read “Switch” for Organizational Change

Read “Switch: How to Change Things When Change Is Hard” by Chip and Dan Heath to learn effective strategies for motivating people and setting a clear path to drive organizational change.

54. Read “Team of Rivals” for Leadership

Read “Team of Rivals” to gain insights into leadership, particularly how Abraham Lincoln managed to unite diverse and often opposing figures in his cabinet during the Civil War.

55. Prioritize Children’s Sleep

Ensure children develop healthy sleep habits, as good sleep is fundamental for their well-being and happiness, and can be achieved through methods like sleep training.

56. Share Your Life with Kids

To encourage your children to open up, proactively share details about your own day and experiences with them, fostering a reciprocal environment for communication.

57. Master Core Tech Skills

For tech roles, deeply understand the latest technology, your specific product, and relevant metrics as these are fundamental “table stakes” for success.