Lenny's Podcast: Product | Growth | Career

Aman Khan is Director of Product at Arize AI, an observability company for AI engineers at companies like Uber, Instacart, and Discord. Previously he was an AI Product Manager at Spotify on the ML Platform team, enabling hundreds of engineers to build and ship products across the company. He has also led and worked on products at Cruise, Zipline, and Apple. In our conversation, we discuss:

• What is an “AI product manager”?

• How to break into AI PM

• What separates top 5% AI PMs

• How to thrive as an individual-contributor PM

• Common pitfalls to avoid when building AI products

• The importance of energy and curiosity in product roles

• Much more

—

Brought to you by:

• Pendo—The only all-in-one product experience platform for any type of application

• Vanta—Automate compliance. Simplify security

• Paragon—Ship every SaaS integration your customers want

—

Find the transcript at: https://www.lennysnewsletter.com/p/becoming-an-ai-pm-aman-khan

—

Where to find Aman Khan:

• X: https://x.com/_amankhan

• LinkedIn: https://www.linkedin.com/in/amanberkeley/

• Website: https://amanalikhan.com/

—

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

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In this episode, we cover:

(00:00) Aman’s background

(06:16) Understanding AI product management roles

(13:29) Getting started as an AI product manager

(18:14) Building a portfolio and standing out

(22:31) Why product management is not dead

(28:56) How to thrive as an AI product manager

(35:42) Finding good ideas that are AI-oriented

(39:27) Be careful not to automate away every customer experience

(42:53) What separates top 5% AI PMs

(46:55) Key habits for long-term IC success

(52:48) The importance of energy in meetings

(57:00) Wandering vs. waiting

(01:01:41) Amplifying signal through AI tools

(01:03:18) Just have fun

(01:05:36) Lightning round

—

Referenced:

• AI Resources and Tools for PMs (Updated Oct 2024): https://open.substack.com/pub/amankhan1/p/ai-resources-and-tools-for-pms-updated

• Unlocking the AI PM Dream: Your Roadmap to Success: https://amankhan1.substack.com/p/unlocking-the-ai-pm-dream-your-roadmap

• Arize: https://arize.com/

• Ryzen: https://www.amd.com/en/products/processors/business-systems/ryzen-ai.html

• NotebookLM: https://notebooklm.google/

• Figma: https://www.figma.com/

• Cursor: https://www.cursor.com/

• Replit: https://replit.com/

• Excalidraw: https://excalidraw.com/

• Vercel: https://vercel.com/

• v0: https://v0.dev/

• How Airbnb Proved That Storytelling Is the Most Important Skill in Design: https://www.inc.com/yazin-akkawi/the-surprising-technique-airbnb-uses-to-better-sell-an-experience.html

• Brian Chesky’s new playbook: https://www.lennysnewsletter.com/p/brian-cheskys-contrarian-approach

• Midjourney: https://www.midjourney.com/

• Dall-E: https://openai.com/index/dall-e-3/

• Introducing the Realtime API: https://openai.com/index/introducing-the-realtime-api/

• Intro to Large Language Models | Andrej Karpathy: https://www.youtube.com/watch?v=zjkBMFhNj_g

• Watch Me Build an App in 60 Minutes With o1 and Cursor: https://www.youtube.com/watch?v=9Zmhe6_T-xU

• Greg Isenberg on LinkedIn: https://www.linkedin.com/in/gisenberg/

• Vision, conviction, and hype: How to build 0 to 1 inside a company | Mihika Kapoor (Product at Figma): https://www.lennysnewsletter.com/p/vision-conviction-hype-mihika-kapoor

• Spotify: https://open.spotify.com/

• Instacart: https://www.instacart.com/

• How to grow a subscription business | Yuriy Timen (Grammarly, Canva, Airtable): https://www.lennysnewsletter.com/p/transform-your-subscription-growth

• When Identifying the Problem Isn’t Enough: Lessons from Boxed Cake Mix by Ann M. Aly, TechFlow Director of Human Centered Design: https://www.techflow.com/when-identifying-the-problem-isnt-enough-lessons-from-boxed-cake-mix/

• Waymo: https://waymo.com/

• The Ikea effect: https://thedecisionlab.com/biases/ikea-effect

• Blue Apron: https://www.blueapron.com/

• Unorthodox PM wisdom: Automating user insights, unselling job candidates, logging every decision, more | Kevin Yien (Stripe, Square, Mutiny): https://www.lennysnewsletter.com/p/unorthodox-pm-wisdom-kevin-yien

• LeBron James: https://en.wikipedia.org/wiki/LeBron_James

• The Secrets Behind Lyft’s Dynamic Culture: https://www.forbes.com/sites/marissaperetz/2018/05/16/the-secrets-behind-lyfts-dynamic-culture/

• Aparna Dhinakaran on LinkedIn: https://www.linkedin.com/in/aparnadhinakaran/

• Why most public speaking advice is wrong—and how to finally overcome your speaking anxiety | Tristan de Montebello (CEO & co-founder of Ultraspeaking): https://www.lennysnewsletter.com/p/master-public-speaking-tristan-de-montebello

• Ultraspeaking: https://ultraspeaking.com/lenny/

• A Short History of Nearly Everything: https://www.amazon.com/Short-History-Nearly-Everything/dp/076790818X

• Designing Your Life: How to Build a Well-Lived, Joyful Life: https://www.amazon.com/Designing-Your-Life-Well-Lived-Joyful/dp/1101875321

• Tour de France: Unchained on Netflix: https://www.netflix.com/title/81153133

• Formula 1: Drive to Survive on Netflix: https://www.netflix.com/title/80204890

• Websim: https://websim.ai/

• Appeel Books: https://appeel.brandeditems.com/

• Steve Jobs quote: https://www.goodreads.com/quotes/374630-your-time-is-limited-so-don-t-waste-it-living-someone#

• Becoming a conscious leader: Leading without fear, finding your life’s objective function, and getting better at vision and strategy | John Mark Nickels (Uber, Waymo, DoorDash): https://www.lennysnewsletter.com/p/becoming-a-conscious-leader-john-mark-nickels

• Aman Khan (cricket player): https://en.wikipedia.org/wiki/Aman_Hakim_Khan

—

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

—

Lenny may be an investor in the companies discussed.

Melissa Perri is the founder of Product Institute, author of Escaping the Build Trap, and host of the Product Thinking Podcast. She has worked with startups, Fortune 50 companies, and everything in between to help them build better products and level up their product teams. In our conversation, we discuss:

• The history of the product owner role

• The differences between product owners and product managers

• How to transition from product owner to product manager

• The evolution of and problems with the SAFe framework

• How large non-tech companies can improve their product practices

• Much more

—

Brought to you by:

• Pendo—The only all-in-one product experience platform for any type of application

• OneSchema—Import CSV data 10x faster

• Coda—The all-in-one collaborative workspace

—

Find the transcript at: https://www.lennysnewsletter.com/p/product-owners-melissa-perri

—

Where to find Melissa Perri:

• X: https://twitter.com/lissijean

• LinkedIn: https://www.linkedin.com/in/melissajeanperri/

• Website: https://melissaperri.com/

• Product Institute: https://productinstitute.com/

• Podcast: https://www.produxlabs.com/product-thinking

—

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

—

In this episode, we cover:

(00:00) Melissa’s background

(02:12) The rise of the product owner role

(06:37) Understanding Agile and Scrum

(08:27) Challenges in Agile transformations

(10:41) The history of the product owner role

(13:58) The Scrum Guide

(15:43) Product owner responsibilities

(21:01) Adopting Scrum in organizations

(26:21) The origins and implementation of SAFe

(35:20) Why Melissa doesn’t recommend SAFe

(40:33) Advice for implementing a digital transformation

(49:12) An example of SAFe adoption

(51:27) The value of experienced product leaders

(56:53) Career paths for product owners

(01:04:14) Transitioning from product owner to product manager

(01:06:41) Be careful relying on certifications

(01:11:43) Evaluating existing product owners

(01:16:55) Final thoughts on Agile and product management

—

Referenced:

• Escaping the Build Trap: How Effective Product Management Creates Real Value: https://www.amazon.com/Escaping-Build-Trap-Effective-Management/dp/149197379X

• Lean UX: https://leanuxnyc.co/

• Scrum: https://www.scrum.org/

• What is Extreme Programming? https://www.agilealliance.org/glossary/xp/

• Capital One: https://www.capitalone.com/

• The Agile Manifesto: https://www.atlassian.com/agile/manifesto

• Ken Schwaber on X: https://x.com/kschwaber

• Jeff Sutherland on X: https://x.com/jeffsutherland

• Kanban: https://www.atlassian.com/agile/kanban

• What is a kanban board?: https://www.atlassian.com/agile/kanban/boards

• Ron Jeffries’s website: https://www.ronjeffries.com/

• Jeff Patton on X: https://x.com/jeffpatton

• The Scrum Guide: https://www.scrum.org/resources/scrum-guide

• OpenSky: https://www.openskycc.com/

• SAFe: https://scaledagileframework.com/

• Dean Leffingwell on LinkedIn: https://www.linkedin.com/in/deanleffingwell/

• Capital One scraps 1,100 tech positions: https://www.reuters.com/technology/capital-one-scraps-1100-tech-positions-source-2023-01-19/

• Product management theater | Marty Cagan (Silicon Valley Product Group): https://www.lennysnewsletter.com/p/product-management-theater-marty

• Marty Cagan on LinkedIn: https://www.linkedin.com/in/cagan/

• Jeff Gothelf on X: https://x.com/jboogie

• Shruti Patel on LinkedIn: https://www.linkedin.com/in/shruti-patel-32bb573a/

• Product Thinking Podcast: Mastering Product Focus: Balancing Legacy and Innovation with Shruti Patel: https://www.produxlabs.com/product-thinking-blog/2024/9/25/episode-190-mastering-product-focus-balancing-legacy-and-innovation-with-shruti-patel

• Melissa Douros on LinkedIn: https://www.linkedin.com/in/melissadouros/

• Mind the Product: https://www.mindtheproduct.com/

• Athenahealth: https://www.athenahealth.com/

• McKinsey: https://www.mckinsey.com/

—

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

—

Lenny may be an investor in the companies discussed.

Archie Abrams is the VP of Product and Head of Growth at Shopify, where he leads a 600+ person growth org across product, design, engineering, data, ops, and growth marketing. Shopify powers over 10% of e-commerce in the United States, with $235 billion in GMV in 2023 (roughly the size of Finland’s economy). He previously led Consumer product and growth at Lyft and was at Udemy for 8 years as SVP of Product having joined the company when it was 10 people. In our conversation, we discuss:

• Why Shopify optimizes for churn

• Why the core product team doesn’t use metrics-based goals

• Why they keep multi-year experiment holdouts

• How they structure their growth team

• The benefits of not having a CMO

• Lessons learned about integrating sales into a product-led growth model

• The power of discounting as a growth lever

• Much more

—

Brought to you by:

• Explo—Embed customer-facing analytics in your product

• Dovetail—The customer insights hub for product teams

—

Find the transcript at: https://www.lennysnewsletter.com/p/shopifys-growth-archie-abrams

—

Where to find Archie Abrams:

• X: https://x.com/archieabrams

• LinkedIn: https://www.linkedin.com/in/archie-abrams-b6aa8b6/

—

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

—

In this episode, we cover:

(00:00) Archie’s background 

(02:30) Shopify’s impressive growth

(06:17) Shopify’s unique approach to churn and retention

(08:43) Monetization model and success metrics

(11:08) Long-term experimentation and metrics

(23:00) Examples of big wins that Archie’s team has shipped

(26:42) Monetary friction

(27:14) Metrics

(29:47) Shopify’s growth team structure

(33:03) Goal setting and forecasting

(37:10) Examples of long-term results within Shopify

(41:36) Shipping neutral experiments

(42:05) Building a hundred-year company

(48:04) Why Shopify doesn’t use KPIs

(51:30) Shopify’s “Get s**t done” framework

(54:30) Cross-team collaboration 

(58:48) The importance of an opinionated founder 

(01:01:12) Growth and sales integration

(01:06:42) Shopify’s marketing structure

(01:08:49) Insights on discounting from Udemy

(01:11:09) Lightning round

—

Referenced:

• Shopify: https://www.shopify.com/

• Tobias Lütke on LinkedIn: https://www.linkedin.com/in/tobiaslutke

• Gross Merchandise Value: Calculation and Best Practices: https://www.shopify.com/retail/gross-merchandise-value

• Brian Chesky’s new playbook: https://www.lennysnewsletter.com/p/brian-cheskys-contrarian-approach

• Glen Coates on LinkedIn: https://www.linkedin.com/in/glcoates

• Harley Finkelstein on LinkedIn: https://www.linkedin.com/in/harleyf

• Udemy: https://www.udemy.com/

• Scientific Advertising: https://www.amazon.com/Scientific-Advertising-Original-Claude-Hopkins/dp/1640954252

• Four-Minute Mile: https://www.amazon.com/Four-Minute-Mile-Roger-Bannister/dp/1493038753/

• The Sopranos on HBO: https://www.hbo.com/the-sopranos

• Suno: https://suno.com/

—

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

—

Lenny may be an investor in the companies discussed.

Alistair Croll is the co-author of the best-selling book Lean Analytics and a longtime product manager, entrepreneur, and startup advisor. He was also instrumental in my starting a company, funding it, and helping us exit to Airbnb as part of his Year One Labs incubator. He’s chaired notable events such as O’Reilly’s Strata and UBM’s Cloud Connect and founded FWD50. In our conversation, we focus on lessons from an upcoming book by Alistair and his co-author, Emily Ross, Just Evil Enough, which is set for release in late 2024. We cover:

• The importance of subversive marketing strategies in most startups’ growth

• 11 specific subversive tactics that successful companies have used

• Examples of companies like Netflix, Airbnb, and Tesla that used clever tactics early on

• A framework for scanning your market for opportunities

• The importance of finding your “zero-day marketing exploit”

• How to apply these tactics ethically without actually being evil

• Much more

—

Brought to you by:

• WorkOS—Modern identity platform for B2B SaaS, free up to 1 million MAUs

• Hex—Helping teams ask and answer data questions by working together

• Vanta—Automate compliance. Simplify security

—

Find the transcript and show notes at: https://www.lennysnewsletter.com/p/just-evil-enough-alistair-croll

—

Where to find Alistair Croll:

• X: https://x.com/acroll

• Threads: https://www.threads.net/@alistairish

• LinkedIn: https://www.linkedin.com/in/alistaircroll/

• Website: https://justevilenough.com/

• Substack: https://acroll.substack.com/

• Just Evil Enough on X: https://x.com/evilenough

• Just Evil Enough on LinkedIn: https://www.linkedin.com/company/just-evil-enough/

—

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

—

In this episode, we cover:

(00:00) Alistair’s background 

(02:00) The story behind Alistair and Emily’s book Just Evil Enough

(06:17) Examples of subversive tactics

(07:43) The importance of unfair advantage

(10:36) The origin of the title “Just Evil Enough”

(14:24) System awareness and novelty

(19:16) How to use this thinking successfully 

(22:37) Normalizing disagreeable thinking 

(25:49) Recon canvas and market scanning

(32:43) 11 tactics for subversive marketing

(57:01) Implementing subversive strategies

(01:05:01) Ethical considerations in marketing

(01:08:19) Lightning round

—

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

—

Lenny may be an investor in the companies discussed.

Shreyas Doshi is a former product leader at Stripe, Twitter, Google, and Yahoo. He’s now a full-time advisor and coach to founders and executives. Shreyas is known for his incredibly insightful writing on products, which has garnered him a passionate following in the PM and startup community. Last week, we sat down together at the very first Lenny and Friends Summit in San Francisco for a special live episode. We covered:

• Why product leaders often feel overwhelmed with work, and how to combat it

• The importance of developing good taste, and how to do it

• How to reduce frustration in your product leadership role

• The critical skill of truly listening as a leader

• Common pitfalls in annual planning and decision-making

• Lots of laughs

—

To learn more from Shreyas, check out these courses:

• Improving Your Product Sense: https://bit.ly/product-sense

• Managing Your PM Career: https://bit.ly/pm-career-course

—

Brought to you by:

• WorkOS—Modern identity platform for B2B SaaS, free up to 1 million MAUs

• Paragon—Ship every SaaS integration your customers want

• Vanta—Automate compliance. Simplify security

—

Find the transcript at: https://www.lennysnewsletter.com/p/shreyas-doshi-live

—

Where to find Shreyas Doshi:

• X: https://x.com/shreyas

• LinkedIn: https://www.linkedin.com/in/shreyasdoshi/

• Threads: https://www.threads.net/@shreyas.threads

• Linktree: https://linktr.ee/shreyasdoshi

• YouTube: https://www.youtube.com/@ShreyasDoshiVideos

—

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

—

In this episode, we cover:

(00:00) Introduction

(05:35) Question one: Why am I so busy?

(10:08) Annual planning as an example

(16:48) Tactical tips for staying less busy

(25:20) Question two: Do I actually have good taste?

(38:09) Question three: Why does my job feel so frustrating?

(43:29) Question four: Am I really listening?

(44:35) Closing remarks

—

Referenced:

• Shreyas Doshi on pre-mortems, the LNO framework, the three levels of product work, why most execution problems are strategy problems, and ROI vs. opportunity cost thinking: https://www.lennysnewsletter.com/p/episode-3-shreyas-doshi

• LNO framework: https://twitter.com/shreyas/status/1492345184171945984

• Time management techniques that actually work: https://www.lennysnewsletter.com/p/time-management-techniques-that-actually

• Part 2: Time management techniques that actually work: https://www.lennysnewsletter.com/p/part-2-time-management-techniques

• Eisenhower quote: https://www.brainyquote.com/quotes/dwight_d_eisenhower_164720

• Stripe Connect: https://stripe.com/connect

• Jeff Bezos explains one-way door decisions and two-way door decisions: https://www.youtube.com/watch?v=rxsdOQa_QkM

• Spotify Is America’s Most Loved Workplace: https://www.newsweek.com/2021/10/29/spotify-americas-most-loved-workplace-1639982.html

• Shreyas on “thinking is cheap”: https://www.linkedin.com/posts/shreyasdoshi_thinking-is-very-cheap-doing-is-very-expensive-activity-7225237421813116929-Qzi3/

• Good Product Strategy, Bad Product Strategy from Shreyas: https://x.com/shreyas/status/1244810075908128768

• Shreyas on annual planning and metrics:

https://x.com/shreyas/status/1302423854095036421

https://x.com/shreyas/status/1304628719374544896

• Jensen Huang on LinkedIn: https://www.linkedin.com/in/jenhsunhuang/

• Patrick Mahomes’s website: https://www.adidas.com/us/patrick_mahomes

• Virat Kohli: https://en.wikipedia.org/wiki/Virat_Kohli

• Reversible and Irreversible Decisions: https://fs.blog/reversible-irreversible-decisions/

• Fail fast: https://en.wikipedia.org/wiki/Fail_fast

• 3 levels of product work: https://twitter.com/shreyas/status/1370248637842812936

• Shakespeare quote: https://nosweatshakespeare.com/quotes/famous/to-thine-own-self-be-true/

• Rick Rubin: Legendary Music Producer | Lex Fridman Podcast #275: https://Dwww.youtube.com/watch?v=H_szemxPcTI

• Blake Burge on Rick Ruben: https://x.com/blakeaburge/status/1794470295828341222

• Rick Rubin on X: https://x.com/RickRubin

• Dee Hock on X: https://x.com/deewhock

• Dee Hock quote on listening: https://x.com/shreyas/status/1351279398423465984

• Peter Drucker: https://en.wikipedia.org/wiki/Peter_Drucker

• Peter Drucker quotes on listening: https://www.azquotes.com/author/4147-Peter_Drucker/tag/listening

• Lenny’s first podcast recording: https://www.youtube.com/watch?v=YP_QghPLG-8

• A Recipe to Become a Great Listener: https://www.youtube.com/watch?v=gUQJkiDy2Ko

—

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

—

Lenny may be an investor in the companies discussed.

Naomi Gleit is head of product at Meta, joined as employee #29, and is the longest-serving executive at Meta other than Mark Zuckerberg. She’s been at the center of some of the company’s most foundational products, including Facebook’s early growth team. In our conversation, we discuss:

• How she originally landed at Facebook

• The evolution of Facebook’s growth team and key metrics

• Lessons from working with Mark Zuckerberg

• Insights from Facebook’s activation metric and retention strategies

• Leadership lessons and “Naomiisms” for effective product management

• Tactics for creating extreme clarity in team communication

• Advice for running effective meetings

• More

—

Brought to you by:

• Pendo—The only all-in-one product experience platform for any type of application

• Vanta—Automate compliance. Simplify security

• Eppo—Run reliable, impactful experiments

—

Find the transcript and show notes at: https://www.lennysnewsletter.com/p/metas-head-of-product-naomi-gleit

—

Where to find Naomi Gleit:

• Instagram: https://www.instagram.com/naomigleit

• LinkedIn: https://www.linkedin.com/in/naomi-gleit/

• Website: https://naomi.com/

—

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

—

In this episode, we cover:

(00:00) Introduction to Naomi Gleit

(01:53) Naomi’s journey at Meta

(06:18) Landing a job at Facebook

(10:40) Becoming a product manager

(13:40) Working as Head of Product at Meta

(14:55) Insights on working with Mark Zuckerberg

(20:04) Small Groups and “disagreeable givers”

(24:28) The legendary growth team

(33:45) Activation metrics and onboarding

(43:44) Naomi’s leadership and PM philosophy

(53:00) Canonical documents

(55:55) Simplifying complex projects

(01:00:33) Teen accounts: a case study

(01:06:37) Running effective meetings

(01:12:10) The importance of exercise

(01:16:36) The role of a product manager

(01:25:49) Lightning round

—

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

—

Lenny may be an investor in the companies discussed.

Jessica Hische is a lettering artist and New York Times bestselling author based in Oakland, California. She specializes in typographical work for logos, film, books, and other commercial applications. Her clients include Wes Anderson, The United States Postal Service, Target, Hallmark, and Penguin Books, and her work has been featured in design and illustration annuals both in the U.S. and internationally. She’s been named a Print Magazine New Visual Artist (20 under 30), one of Forbes 30 under 30 in Art and Design, an ADC Young Gun, a “Person to Watch” by GD USA, and an Adweek “Creative 100.” In our conversation, we discuss:

• My new logo and brand!

• Jessica’s process for refreshing my logo/brand

• Why most startups shouldn’t worry about their logo/brand

• The psychology behind different typography choices

• Balancing creativity with business needs in logo design

• Jessica’s unique approach to pricing logo work

• How AI is (and isn’t) impacting the design world

• Jessica’s other creative pursuits, including children’s books and art supply stores

—

Brought to you by:

• The Enterprise Ready Conference — For B2B leaders building enterprise SaaS

• OneSchema — Import CSV data 10x faster

• Merge — A single API to add hundreds of integrations into your app

—

Find the transcript at: https://www.lennysnewsletter.com/p/seeing-like-a-designer-jessica-hische

—

Where to find Jessica Hische:

• Threads: https://www.threads.net/@jessicahische

• Instagram: https://www.instagram.com/jessicahische

• Website: https://jessicahische.is

—

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

—

In this episode, we cover:

(00:00) Jessica’s background

(01:32) The logo refresh process

(09:45) When to refresh your logo

(11:45) High-level overview

(18:04) Approaching Lenny’s brand refresh

(24:25) How to see like a designer

(37:53) Lenny’s new logo: where we landed

(44:07) Brand’s role in company success

(50:04) Jessica’s flexible pricing strategies and collaborative design process

(57:14) Balancing multiple creative projects

(01:01:48) Using AI in creative work

(01:05:50) Upcoming projects and final thoughts

(01:08:24) Lightning round

—

Referenced:

• Jeni’s: https://jenis.com

• James Edmondson on LinkedIn: https://www.linkedin.com/in/jamestedmondson/

• Figma Config: https://config.figma.com/

• Helvetica: https://en.wikipedia.org/wiki/Helvetica

• MyFonts: https://www.myfonts.com/

• Geometric sans serif fonts: https://www.myfonts.com/pages/tags/geometric%20sans%20serif-fonts

• The Rise of Fractional Executives: https://www.reforge.com/blog/leveraging-fractional-executives

• JH&F: https://jessicahische.shop/pages/my-oakland-store

• Drawling: https://drawling.shop/

• Jessica Hische’s books on Amazon: https://www.amazon.com/stores/Jessica-Hische/author/B082XDN54V

• Dreamforce: https://www.salesforce.com/dreamforce

• Bezier handles: https://www.tella.tv/definition/bezier-handles

• My First Book of Fancy Letters: https://www.amazon.com/My-First-Book-Fancy-Letters/dp/0593385012/r

• The Creative Act: A Way of Being: https://www.amazon.com/Creative-Act-Way-Being/dp/0593652886/

• Inside Paragraphs: Typographic Fundamentals: https://www.amazon.com/Inside-Paragraphs-Fundamentals-Cyrus-Highsmith/dp/1616899417

• Just Kids: https://www.amazon.com/Just-Kids-Patti-Smith/dp/0060936223

• Robert Mapplethorpe: https://en.wikipedia.org/wiki/Robert_Mapplethorpe

• The Emperor of All Maladies: A Biography of Cancer: https://www.amazon.com/Emperor-All-Maladies-Biography-Cancer/dp/1439170916/r

• Severance on Prime Video: https://www.amazon.com/Severance-Toby-Stephens/dp/B001ARYGCU

• Penco brown bag stand: https://penco.jp/en/products/db079/

• XOXO: https://xoxofest.com/

• Mariame Kaba quotes: https://www.goodreads.com/author/quotes/8156101.Mariame_Kaba

—

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

—

Lenny may be an investor in the companies discussed.

Anneka Gupta is the Chief Product Officer at Rubrik, a leading B2B cybersecurity company. She previously spent 11 years at LiveRamp, where she was the President and Head of Product and Platforms leading product development and go-to-market operations and strategy. Anneka also sits on the board of directors for Tinuiti and teaches product management at Stanford University. In our conversation, we discuss:

• Navigating “founder mode” dynamics in organizations

• Navigating difficult personalities and aligning teams

• The PM skill of summarization

• Giving and receiving hard feedback effectively

• The value of a positive mindset

• Tips for breaking into product management

• Much more

—

Brought to you by:

• The Enterprise Ready Conference — For B2B leaders building enterprise SaaS

• Command AI — AI-powered user assistance for modern products and impatient users

• Eppo — Run reliable, impactful experiments

—

Find the transcript at: https://www.lennysnewsletter.com/p/becoming-more-strategic-anneka-gupta

—

Where to find Anneka Gupta:

• X: https://x.com/annekagupta

• LinkedIn: https://www.linkedin.com/in/annekagupta

—

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

—

In this episode, we cover:

(00:00) Introduction to Anneka Gupta

(01:43) Key mindsets for success

(05:30) Managing energy for optimal performance

(09:05) Founder mode

(18:26) Becoming more strategic

(27:54) The importance of decision-making

(37:18) Navigating difficult personalities

(41:38) Techniques for giving and receiving feedback

(51:01) Transitioning into product management

(54:56) Advice for aspiring product managers

(59:39) Leveraging AI tools in product management

(01:01:27) The power of a positive mindset

(01:04:30) Lightning round

—

Referenced:

• Founder Mode: https://paulgraham.com/foundermode.html

• Building a long and meaningful career | Nikhyl Singhal (Meta, Google): https://www.lennysnewsletter.com/p/building-a-long-and-meaningful-career

• The Skip community: https://www.linkedin.com/company/skip-community/

• Rubrik: https://www.rubrik.com/

• 5 essential questions to craft a winning strategy | Roger Martin (author, advisor, speaker): https://www.lennysnewsletter.com/p/the-ultimate-guide-to-strategy-roger-martin

• Playing to Win: How Strategy Really Works: https://www.amazon.com/Playing-Win-Strategy-Really-Works/dp/142218739X

• Thinking like a gardener not a builder, organizing teams like slime mold, the adjacent possible, and other unconventional product advice | Alex Komoroske: https://www.lennysnewsletter.com/p/unconventional-product-advice-alex-komoroske

• Acquired podcast interviews Zuckerberg in San Francisco: https://transistor.fm/acquired-live/

• Hema Mohan on LinkedIn: https://www.linkedin.com/in/hemamohan/

• Radical Candor: Be a Kick-Ass Boss Without Losing Your Humanity: https://www.amazon.com/Radical-Candor-Kick-Ass-Without-Humanity/dp/1250103509

• Radical Candor: From theory to practice with author Kim Scott: https://www.lennysnewsletter.com/p/radical-candor-from-theory-to-practice

• LiveRamp: https://liveramp.com/

• Product Management class at Stanford: https://www.gsb.stanford.edu/experience/learning/experiential-learning/action-learning-program/product-management

• Figma: https://www.figma.com/

• Dovetail: https://try.dovetail.com/

• The Remarkable Advantage of Abundant Thinking: https://review.firstround.com/the-remarkable-advantage-of-abundant-thinking/

• The Hard Thing About Hard Things: Building a Business When There Are No Easy Answers: https://www.amazon.com/Hard-Thing-About-Things-Building/dp/0062273205

• Brandon Sanderson’s books: https://www.amazon.com/stores/Brandon-Sanderson/author/B001IGFHW6

• Fallout on Prime Video: https://www.amazon.com/dp/B0CN4HV16N

• Thunderbolt 4 ( 3-meter cable): https://www.apple.com/shop/product/MW5H3AM/A/thunderbolt-4-usb%E2%80%91c-pro-cable-3-m

• Isaac Asimov: https://en.wikipedia.org/wiki/Isaac_Asimov

• The complete Foundation series: https://www.amazon.com/Complete-Asimovs-Foundation-Foundations-Prelude/dp/B01EFDEMS8

—

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

—

Lenny may be an investor in the companies discussed.

Tristan de Montebello is the co-creator of Ultraspeaking, the most effective method I’ve come across for rapidly improving communication and presentation skills. In 2017, Tristan became the fastest person ever to reach the finals of the World Championship of Public Speaking, achieving this feat in just seven months with no prior experience. In our conversation, we discuss:

• Why public speaking is a meta skill that can transform your life

• Practical games and exercises to improve your speaking skills

• The “Accordion Method” for preparing talks without memorization

• The “Bow and Arrow Technique” for crafting memorable presentations

• Tristan’s journey to the World Championship of Public Speaking finals

• Lenny doing some of the exercises live on-screen

Tristan is offering a limited-time discount to Ultraspeaking. Both codes are valid until November 14, 2024:

→ $500 off an Unlimited Membership with code UNLIMITEDLENNY500

→ $200 off a Rapid Tier pass for a single cohort with code RAPIDLENNY200

—

Brought to you by:

• Eppo—Run reliable, impactful experiments

• Command AI—AI-powered user assistance for modern products and impatient users

• Brave Search—A smarter way to search

—

Find the transcript at: https://www.lennysnewsletter.com/p/master-public-speaking-tristan-de-montebello

—

Where to find Tristan de Montebello:

• X: https://x.com/Montebello

• LinkedIn: https://www.linkedin.com/in/tristandemontebello/

• Website: https://ultraspeaking.com

• Free email course: https://ultraspeaking.com/lenny/

—

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

—

In this episode, we cover:

(00:00) Introduction to Tristan de Montebello and Ultraspeaking

(01:42) Personal experiences with public speaking

(05:35) Misconceptions and meta skills in public speaking

(08:56) Enjoyment as a barometer for effective speaking

(15:30) Tactical tips for public speaking

(29:15) The importance of practice and games

(34:50) Game 1: The Conductor (Accessing different emotional states)

(45:54) Mindset shift: playing the game

(51:07) Game 2: Triple Step (Staying focused amid distractions)

(01:07:51) Quieting the noise

(01:09:46) Game 3: Conviction Prompts (Building executive presence)

(01:17:27) The Accordion Method explained

(01:37:57) The Bow and Arrow technique

(01:43:43) Final thoughts and encouragement

(01:44:55) Lightning round

—

Referenced:

• Michael Gendler on LinkedIn: https://www.linkedin.com/in/michaelgendler

• Alienor playing Conductor: https://www.youtube.com/watch?v=nmholFWwHro

• Triple Step: https://ultraspeaking.com/triple-step-game/

• Rapid Fire Analogies: https://ultraspeaking.com/rapid-fire-game/

• Joe Rogan Experience #1309 — Naval Ravikant: https://www.youtube.com/watch?v=3qHkcs3kG44

• The Big Leap: Conquer Your Hidden Fear and Take Life to the Next Level: https://www.amazon.com/Big-Leap-Conquer-Hidden-Level/dp/0061735361

• Tall poppy syndrome: https://en.wikipedia.org/wiki/Tall_poppy_syndrome

• Peaky Blinders on Netflix: https://www.netflix.com/title/80002479

• The Nice Guys on Prime Video: https://www.amazon.com/Nice-Guys-Russell-Crowe/dp/B01FV1GLR8

• Ember temperature control smart mug: https://www.amazon.com/Ember-Temperature-Control-1-5-hr-Battery/dp/B07NQRM6ML

• How I got to the World Championships of Public Speaking in 7 months: https://medium.com/the-mission/3000-people-staring-c2cbd14c6d6c

—

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

—

Lenny may be an investor in the companies discussed.

Raiza Martin is a senior product manager for AI at Google Labs, where she leads the team behind NotebookLM, an AI-powered research tool that includes a delightful podcast-on-demand feature called “Audio Overviews.” NotebookLM started as a 20% project and has grown into a product that’s spreading across social media and has a Discord server with over 60,000 users. Raiza previously worked on AI Test Kitchen and has a background in startups, payments, and ads. In our conversation, we discuss:

• The origin story of NotebookLM

• The future road map for NotebookLM

• How Google Labs operates differently from the rest of Google

• The development of the “Audio Overviews” feature

• Key metrics and growth of NotebookLM

• Stories about collaborating with author Steven Johnson

• Navigating potential misuse of AI technology

—

Brought to you by:

• Explo — Embed customer-facing analytics in your product

• Sprig⁠⁠ — Build products for people, not data points

• Sidebar — Accelerate your career by surrounding yourself with extraordinary peers

—

Find the transcript and show notes at: https://www.lennysnewsletter.com/p/googles-notebooklm-raiza-martin

—

Where to find Raiza Martin:

• X: https://x.com/raiza_abubakar

• LinkedIn: https://www.linkedin.com/in/whatsaraiza/

—

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

—

In this episode, we cover:

(00:00) Introduction to NotebookLM

(05:43) The genesis of NotebookLM

(08:08) Innovative features and use cases

(18:52) Building a startup culture within Google

(24:28) Expanding user demographics

(27:30) The product roadmap

(32:18) Other use cases

(36:11) Collaborating with Steven Johnson

(42:49) Ensuring ethical AI

(46:06) Future directions and user engagement

—

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

—

Lenny may be an investor in the companies discussed.