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All Episodes

In Depth — 183 episodes

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Title
1

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

2

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

3

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

4

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

5

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

6

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

7

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

8

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

9

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

10

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

11

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

12

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

13

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

14

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

15

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

16

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

17

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

18

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

19

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

20

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

21

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

22

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

23

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

24

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

25

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

26

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

27

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

28

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

29

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

30

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

31

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

32

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

33

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

34

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

35

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

36

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

37

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

38

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

39

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

40

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

41

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)

42

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)

43

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

44

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

45

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

46

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

47

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

48

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

49

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

50

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

51

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

52

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

53

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

54

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

55

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

56

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

57

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

58

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

59

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

60

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

61

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

62

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

63

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

64

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

65

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

66

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

67

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

68

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

69

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

70

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

71

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

72

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

73

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

74

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

75

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

76

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

77

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

78

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

79

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

80

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

81

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

82

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

83

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

84

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

85

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

86

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

87

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

88

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

89

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

90

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

91

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

92

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

93

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

94

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

95

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

96

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

97

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

98

Lessons from Notion on building a thriving decentralized community — Ben Lang

99

From a narrow ICP to a wide-open market – Lessons from Webflow’s Bryant Chou on using customer empathy to get product-market fit

100

How to lead with transparency amidst adversity — Don Faul, CEO of CrossFit and former Google, Facebook & Pinterest exec

101

From kickoffs to retros and Slack channels — Stripe's documentation best practices with Brie Wolfson

102

Why comms deserves its own spot on the exec team — Aaron Zamost’s lessons from Square

103

What founders need to know about acquisitions: Shopify’s Daniel Debow on M&A lessons from selling three startups

104

How to build your culture like a product — Lessons from Anna Binder, Asana’s Head of People

105

How to scale your career alongside your startup: Mike Boufford’s lessons after 10 years at Greenhouse

106

Founders: Here’s how to get your sales pitch in ship-shape — Peter Kazanjy

107

Deepak Rao on how X1 pivoted, launched, built a +600K-long waitlist and fundraised in tough times

108

How to lower barriers to change when building and selling products — Jonah Berger’s advice for founders

109

How Retool reached $2M in ARR before launch by focusing on developers — David Hsu

110

How to approach GTM with an engineering lens — Rich Rao’s advice from Google & Meta

111

What startups can learn from enterprise corporate messaging — Sara Varni’s lessons from Salesforce & Twilio

112

Finding product-market fit twice — Alma’s Harry Ritter on pivots and staying close to customers

113

Why everything we’ve been taught about quitting is wrong — Annie Duke

114

How to scale your co-founder relationship alongside your startup — Manu Sharma & Brian Rieger of Labelbox

115

A crash course on founder-led customer success — Sydney Strader’s lessons from Catalyst & InVision

116

The founder’s guide to making your first few hires — Steven Bartel on recruiting at Gem & Dropbox

117

From product roadmapping to sprint planning: How to ship software at scale — Snir Kodesh

118

The 5 phases of Figma’s community-led growth — Claire Butler

119

Airtable’s path to product-market fit — co-founder Andrew Ofstad on building horizontal products

120

Operations vs. Algorithms: Advice for scaling startups, from Opendoor CTO Ian Wong

121

Want to go totally asynchronous? Repeat founder Sidharth Kakkar on building a remote team & autonomous culture

122

Why COO is the most fluid role in the C-Suite — Sara Clemens, former COO of Twitch & Pandora

123

From PM to VP of Product: Jiaona Zhang’s career advice from Webflow, Airbnb & Dropbox

124

“When They Win, You Win”: Russ Laraway unpacks his new guide for the modern manager

125

Building a highly-technical enterprise product? Essential advice for product leaders — Nate Stewart of Cockroach Labs

126

Building & selling a product into government is tricky — Phaedra Ellis-Lamkins shares critical advice for getting it right

127

The art of starting a startup — Gagan Biyani’s advice for generating, validating, and executing on ideas

128

How to handle comp challenges at every startup stage — Kaitlyn Knopp’s advice from Pequity, Instacart, Cruise & Google

129

A crash course on comms for founders — Nairi Hourdajian’s early-stage advice from Figma & Uber

130

How founders can get executive hiring right from startup to scale — advice from Lattice’s Jack Altman

131

IC? Manager? Technical Founder? How to chart your engineering career path — Stripe & Cocoon’s Amber Feng

132

Never done sales before? Meka Asonye shares GTM playbooks from Stripe, Mixpanel, and backing founders at First Round

133

The startup playbook for expanding internationally — Advice from Faire CEO Max Rhodes

134

Usage-based? Hybrid? Tiered? Which pricing model is right for you? — Stripe’s Jeanne DeWitt Grosser

135

The Product Strategy Playbook that Powered Growth at Tinder & TripAdvisor — Ravi Mehta

136

After building hundreds of startup brands, Arielle Jackson shares 6 early marketing missteps to avoid

137

Buy or build? Focus on the core product or innovate? Zendesk CTO Adrian McDermott's advice for scaling

138

The biggest lessons from building Hubspot, from co-founder harmony to engineering the culture — Dharmesh Shah

139

The story of why Canva worked: Zach Kitschke shares his lessons from early hire to current CMO

140

Take your design org from good to great with these principles from Segment to Twilio — Hareem Mannan

141

Instacart co-founder Max Mullen gets tactical on crafting company values and intentionally building culture

142

Growing from founder to CEO: Executive coach Alisa Cohn on how to get better feedback

143

Executive hiring is incredibly difficult to get right — Robinhood COO Gretchen Howard shares her playbook

144

Building a hybrid go-to-market motion — GC Lionetti’s lessons from Confluent, Dropbox & Atlassian

145

Creating physical products and getting feedback from toddlers — KiwiCo’s Sandra Oh Lin

146

How to hire the right marketer at the right time for your startup — Mux & Segment’s Maya Spivak

147

From developer to CMO — Archana Agrawal’s marketing lessons from Airtable & Atlassian

148

How to pivot your way to product/market fit & other 0-1 lessons — Rupa Health CEO Tara Viswanathan

149

Building an operationally-intensive business and avoiding upside down unit economics  — Thirty Madison’s Steve Gutentag

150

Don’t have a UX research team? Jane Davis’ tips from Zoom, Zapier & Dropbox to get you started

151

Getting startup employees to stick around & learning from couples therapy — Flatiron’s Alex Buder Shapiro

152

How to find product/market fit before you start building — UserLeap’s Ryan Glasgow

153

Nick Caldwell on the engineering cultures that power Microsoft, Reddit, Looker & Twitter

154

“Everyone wants a silver bullet” — Selling lessons from Sam Taylor, of Dropbox, Quip & now Loom

155

The do’s and don’ts of scaling from dozens of employees to thousands — McKenna Quint

156

A look at one repeat founder’s frameworks for validating ideas — Pilot’s Waseem Daher

157

Killing stories and creating categories — Comms tips from Shannon Brayton’s 25+ years in tech

158

People leaders aren’t the CEO of culture, they’re product managers — Credit Karma’s Colleen McCreary

159

Go unreasonably deep on complex problems and build with naivety — Bowery Farming’s Irving Fain

160

The story behind Slack’s marketing and the leap from marketer to CEO — Abstract’s Kelly Watkins

161

Ask why it won’t work — Rick Song’s lessons from Square and building from 0 to 1

162

Product Pitfalls From 0 Customers to the Messy Middle and IPO — Eric Berg on Okta, Intel & Fauna

163

After leading product & growth teams at Instacart, Wealthfront & LinkedIn, Elliot Shmukler is tackling zero to one as founder & CEO of Anomalo

164

A deep-dive into product-led growth & self-serve strategies — Notion’s & Dropbox’s Kate Taylor

165

Setting up the people function and training for empathy — Lambda School’s Mark Frein

166

How Thumbtack CEO Marco Zappacosta Parses Through Mountains of Advice as a First-Time Founder

167

Building engineering orgs and new products at Segment, Dropbox & Facebook — Tido Carriero

168

Essentials to engaging employees & developing high-quality managers — Qualtrics’ Russ Laraway

169

CEO Jeff Lawson Reflects on the Peaks and Valleys of Twilio’s Growth Story

170

Treat Operational Debt like Tech Debt — Leah Sutton on Elastic’s Distributed Work Playbook

171

“My product is the company” — Kevin Fishner on how startups can build better systems

172

Growing a consumer product from scratch to 1 billion users — Google Photos’ David Lieb

173

An inside look at the system that will outlast Bezos—Bill Carr & Colin Bryar on lessons from Amazon

174

From exec roles to board seats — Anne Raimondi’s leadership lessons for the startup C-Suite

175

Plaid & Dropbox’s Jean-Denis Grèze’s playbook for building an engineering culture of ownership

176

Upstart just went public — CEO Dave Girouard shares why it isn’t a typical success story

177

Unpacking all the non-consensus moves in Atlassian’s story — Jay Simons

178

Partnerships lessons from Stripe & Notion — Cristina Cordova on creating win-win deals

179

Start with the story — Drift’s David Cancel on lessons he’s learned as a 5X founder

180

Lessons from a first-time CEO — Steve El-Hage on learning everything the hard way

181

Product lessons from Cash App & Carbon Health — Ayo Omojola on going “unreasonably deep”

182

Molly Graham’s management lessons from Google, Facebook, Quip & Lambda School

183

Preview of In Depth from First Round