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In Depth, 186 episodes. Page 1 of 2.

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1

Competing with OpenAI and Meta for your inbox | Jean-Denis Greze (Town Co-founder & CEO)

2

The fastest way to learn is to run two competing bets | Jay Parikh (EVP CoreAI, Microsoft)

3

What startups get wrong about enterprise | Lindsey Scrase (COO, Checkr)

4

How Gamma pulled off their AI pivot | Jon Noronha (Co-founder and CPO of Gamma)

5

Why Plaid’s COO cold-calls new hires | Eric Sager (COO of Plaid)

6

How Supabase became the essential infrastructure for the AI era | Paul Copplestone (Co-founder, CEO)

7

How to build a beloved tech brand | Sheila Joglekar Vashee (CMO, Figma)

8

Why old-school sales work still wins in the AI era | Graham Moreno (Head of GTM, Parallel)

9

Why founders should bet on first-time executives | Praveer Melwani (CFO, Figma)

10

Why great product leaders should stop obsessing over the roadmap | Diya Jolly (CPO & CTO of Xero)

11

Inside Artemis' "AI vs AI" war | Shachar Hirshberg & Dan Shiebler (Co-founders, Artemis)

12

Scaling DoorDash to market dominance | Christopher Payne (Former COO, DoorDash)

13

The most politically dangerous role in the C-suite | Katie Burke (COO, Harvey)

14

What nobody tells engineers about becoming a CEO | Jay Kreps (Co-founder and CEO, Confluent)

15

The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)

16

Building Zipline: From launch disaster to drone-delivery giant | Keller Cliffton (Co-founder, CEO)

17

Snowflake’s first sales hire on scaling from $0 to $3.5B | Chris Degnan (Former CRO, Snowflake)

18

Why 90% of CROs will fall behind in the next 2 years | Stevie Case (CRO, Vanta)

19

Figma is not the source of truth | Ryan Lucas (VP of Design, Rippling)

20

Executive Function: Building systems that can make decisions without you | Jeanne DeWitt Grosser (COO, Vercel)

21

Building Meter for decades, not an exit | Anil Varanasi (Co-founder and CEO)

22

How Harness runs 16 “startups within a startup” at scale | Jyoti Bansal (Co-founder and CEO)

23

How to build a company you’ll run forever | Zack Kanter (Founder and CEO of Stedi)

24

Go hard early: How lessons from Verkada shaped Serval's AI agents for IT teams | Jake Stauch (Founder and CEO)

25

The pivot that paid off: How fal found explosive growth in generative media | Gorkem Yurtseven (Co-founder and CTO)

26

From dorm room to life-saving AI | Prepared’s story | Michael Chime (Co-founder & CEO of Prepared)

27

Saying yes to everything: How customer obsession built Samsara | Kiren Sekar (CPO)

28

Starting an education giant in a “bad market” | ClassDojo’s story | Sam Chaudhary (Co-founder and CEO)

29

From Chrome extension to $5B platform | Postman’s journey | Abhinav Asthana (Co-founder & CEO)

30

How Canva leveraged unconventional growth levers to grow to $42B | Cameron Adams (Co-founder & CPO)

31

Twitter's former CEO on rebuilding the web for AI | Parag Agrawal (Co-founder and CEO of Parallel)

32

Ignoring Silicon Valley advice to build a $3B fintech unicorn | Immad Akhund (Co-founder and CEO of Mercury)

33

Inside the ex-YC partner’s $15B self driving car company | Qasar Younis

34

What Braintrust got right about product-market fit | Ankur Goyal (Founder and CEO)

35

How Gusto built a $9.5 billion company by identifying a burning problem

36

How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder and CPO)

37

Inside Linear: Why craft and focus still win in product building | Karri Saarinen (Co-founder and CEO)

38

How Wes Kao coaches founders to influence, lead, and get what they want | Wes Kao (Executive coach, co-founder of Maven)

39

From reluctant founder to $2B valuation: The story of Persona | Rick Song (Co-founder and CEO)

40

How a weekend hack became a multimillion-dollar AI startup | Adit Abraham (Co-founder & CEO at Reducto)

41

1Password’s growth story | How they went from bootstrapped to $6B company | Jeff Shiner (CEO)

42

Scrappy tactics and a huge post-COVID pivot | Owner’s unconventional journey to product-market fit | Adam Guild (Co-founder and CEO of Owner)

43

What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Head of Global Product at Stripe)

44

Inside Guideline's mission to modernize 401(k)s | Building from first principles, finding strategic edges, and rewiring retirement | Kevin Busque (Co-founder and CEO)

45

Inside Braze’s blitz to $500M in CARR | Building broad, going global, and outfoxing the competition | Bill Magnuson (Co-founder & CEO) and Kevin Wang (CPO)

46

Inside Clay's unconventional path to $1.25B: Rethinking GTM, pricing, and enterprise sales | Varun Anand (Co-founder and Head of Operations)

47

Building a 4 billion dollar data platform: Inside dbt Labs’ unconventional path | Tristan Handy (Co-founder and CEO, ex-RJMetrics, Squarespace)

48

How Figma taps into taste, simplicity, and storytelling | Yuhki Yamashita (CPO at Figma, ex-Uber, Google, Microsoft)

49

How to find customers in the Dept of Defense: From prototype to the Pentagon | Steve Blank (Hacking for Defense)

50

Shifting Career Altitudes: Insights from a CPO’s Journey Leading in Nearly Every Function | Anneka Gupta (Rubrik, ex-LiveRamp)

51

How to find and pull startup growth levers | Matt Lerner (Founder and CEO at SYSTM, Author of Growth Levers)

52

How to find — and keep — product-market fit | Bob Moore (Co-founder and CEO at Crossbeam, ex-RJMetrics and Stitch Data)

53

Rebooting Intercom: Eoghan McCabe on Defying Silicon Valley Orthodoxy | Co-founder & CEO

54

Inside marketing at Stripe, OpenAI and Retool | Krithika Muthukumar (VP of Marketing at OpenAI, ex-Stripe, Retool, Dropbox, Google)

55

Developing technical taste: A guide for next-gen engineers | Sam Schillace (Deputy CTO at Microsoft, creator of Google Docs)

56

How to build and scale winning marketplaces | Casey Winters (Eventbrite, Pinterest, Grubhub)

57

Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (Sentry, VMware, Riverbed)

58

How to be effective up and down the org chart | Matt MacInnis (Rippling, Inkling, Apple)

59

Timeless lessons on running software companies that endure | Alyssa Henry (Square, Amazon, Microsoft)

60

Building products that delight customers | Adam Nash (Daffy, Wealthfront, LinkedIn, eBay, Apple)

61

A masterclass in founder conviction | Eilon Reshef (Co-founder and CPO at Gong)

62

Essential lessons for building and scaling DevTools | Dennis Pilarinos (Unblocked, Apple, Amazon, Buddybuild, Microsoft)

63

Scaling and selling AI products for enterprise | May Habib (Co-founder and CEO of Writer)

64

The secret lever Replit pulled to scale ahead of its competition | Amjad Masad (Co-founder and CEO)

65

Lessons from Gusto & Square on finding your product wedge | Michael Cieri

66

A customer success masterclass | How to design, build, and scale a CS org | Stephanie Berner (LinkedIn)

67

The human side of world-class engineering leadership | Michael Lopp (Apple, Palantir, Slack)

68

Clay’s path to product-market-fit: Building vertical, creating power users, and understanding founder psychology | Kareem Amin (Co-founder and CEO)

69

Inside Figma’s early days: How to build a world-class sales org | Kyle Parrish (VP of Sales)

70

The new PLG playbook | Arming the next generation of product-led companies | Oliver Jay (Asana, Dropbox)

71

Mastering modern entrepreneurship | Building lean, starting young, and studying customers | Steve Blank (Author of The Four Steps to the Epiphany)

72

Winning with open and closed source products | Neha Narkhede (Co-founder at Confluent and Oscilar)

73

The Bard blueprint | Creating value, shipping fast, and advancing AI ethically | Jack Krawczyk (Google)

74

A masterclass in engineering leadership from Carta, Stripe, Uber, and Calm | Will Larson (CTO at Carta)

75

How goal-setting and planning is different for AI products | Anastasis Germanidis (Co-Founder & CTO at Runway)

76

How Vercel found extreme product-market fit by focusing on simplification | Guillermo Rauch (Vercel's CEO)

77

The business of growing and monetizing an open source product | Ashley Kramer (GitLab CMO/CSO)

78

How to leverage intuition, customer support, and raw effort | Colin Zima (Omni & Looker)

79

Building Zapier from first principles | Contrarian takes on growth, hiring, fundraising | Wade Foster (Co-founder & CEO)

80

How young outsiders changed the shipping industry by finding product-market fit again and again | Laura Behrens Wu (Shippo)

81

AI Hot Takes and Unusual Twitter Fundraising Strategies with Dan Siroker (Rewind AI)

82

A guide to building product in a post-LLM world | Ryan Glasgow and Kevin Mandich from Sprig

83

An org-design masterclass from a Square GM | Saumil Mehta

84

How to supercharge your engineering org | Kellan Elliott-McCrea (Adobe, Dropbox)

85

The zero to one B2B marketing playbook | Alex Kracov (Lattice, Dock)

86

Lessons from Loom on product strategy, organizational leadership, and cross-functional performance | Anique Drumright (COO at Loom)

87

Lessons from Slack on decision making, product-led growth, and taking big swings — Noah Desai Weiss

88

Lessons in leadership | Scaling an org, developing yourself, and tactical management advice | Jack Altman (Lattice)

89

Lessons from Stripe on adding new products - Assessing ideas, structuring teams, and tactics for product reviews | Tara Seshan (Watershed, Stripe)

90

How to design a high-impact growth org for a PLG startup — Webflow & Dropbox’s Melissa Tan

91

Why is the transition from IC Engineer to Manager so tricky (and how to get it right)? — Marcel Weekes, VP of Product Engineering at Figma

92

How to pull off the ‘zoom-in pivot,’ and other lessons in early-stage building with Luminai’s Kesava Kirupa Dinakaran

93

The go-to-market guide for open-source companies — Douglas Hanna, COO Grafana Labs

94

What this 3-time founding team did differently to find product-market fit faster — Jessica McKellar, CTO of Pilot

95

How to measure product-market fit with the REV model — Artem Kroupenev

96

The early user research playbook for founders — Jeanette Mellinger’s expert advice for validating your idea with high-quality interviews

97

Claire Hughes Johnson on being a “learning organism” during Stripe’s growth, and more scaling advice for leaders

98

Notion’s Head of Marketing on building a growth marketing engine at a PLG company — Rachel Hepworth

99

What makes someone a truly remarkable talent evaluator — Nadia Singer, Figma’s Chief People Officer

100

How Vanta’s founder bet big on startup security and found product-market fit — Christina Cacioppo