In Depth - podcast cover

In Depth

First Roundfirstround.com
Welcome to In Depth, a new podcast from First Round Review that’s dedicated to surfacing the tactical advice founders and startup leaders need to grow their teams, their companies and themselves. Hosted by Brett Berson, a partner at First Round, In Depth will cover a lot of ground and a wide range of topics, from hiring executives and becoming a better manager, to the importance of storytelling inside of your organization. But every interview will hit the level of tactical depth where the very best advice is found. We hope you’ll join us. Subscribe to “In Depth” now and learn more at firstround.com
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Episodes

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

Our guest today is Jonah Berger , a marketing professor at the Wharton School at the University of Pennsylvania and the bestselling author of “Contagious” and “Invisible Influence.” Today we’re chatting about his follow-up book, “ The Catalyst: How to Change Anyone’s Mind .” Founders start companies to change industries and behaviors, but change is hard. Going back to chemistry, Jonah notes that catalysts don't just create change by pushing harder or exerting more energy — they remove or lower t...

Dec 01, 202257 minEp. 74

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

Todd Jackson is back on the mic to guest host another product-focused episode this week. He chats with David Hsu , founder and CEO of Retool, a low-code platform for developers building custom internal tools. Today, Retool is valued at over $3 billion and has some of the biggest companies in the world building apps on its platform. But in this conversation, David rewinds the clock to Retool’s early days. He discusses why plenty of smart folks thought the idea for Retool would fail and that the p...

Nov 10, 202257 minEp. 74

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

Our guest is Rich Rao, the VP of the Small Business Group at Meta, where he manages the global revenue and operations for properties including Facebook, Instagram and WhatsApp. He also spent 10 years at Google, where he held a bunch of different go-to-market roles at the company, eventually becoming the GM for the Devices and Education verticals. In today’s conversation, Rich shares how his engineering background influences his approach to GTM, from his architecture method to the concept of refa...

Nov 03, 202259 minEp. 73

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

Our guest is Sara Varni, CMO of Attentive, a conversational commerce platform. Before joining Attentive, Sara was Twilio’s CMO and spent 10 years as a senior marketing leader at Salesforce. In today’s conversation, we talk about what startups can learn from enterprise marketing playbooks, particularly around creating and honing a corporate message. Sara takes us behind the scenes at how companies like Twilio and Salesforce craft a corporate message from the ground up, and tweak it as the company...

Oct 27, 202249 minEp. 72

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

Todd Jackson ’s back on the mic this week. (As a reminder, he’s guest hosting a few product-focused episodes this season — all about finding product-market fit.) Today, Todd chats with Harry Ritter , founder of Alma , a membership-based network that helps independent mental health care providers accept insurance and build thriving private practices. In our conversation, we go deep into Alma’s early days, and how they navigated the journey of finding traction and scaling. As you’ll hear in the ep...

Oct 13, 202249 minEp. 71

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

Our guest is Annie Duke, a retired pro poker player and First Round’s Special Partner focused on Decision Science. She’s also the author of the bestselling book, “Thinking in Bets.” In today’s conversation, we’re talking about her follow-up to that book, titled “Quit: The Power of Knowing When to Walk Away,” which was just released this week. Quitting is not a popular topic in startup circles and history is marked by success stories of founders who refused to quit, even when just about every sig...

Oct 06, 20221 hr 14 minEp. 70

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

Our guests are Manu Sharma and Brian Rieger, co-founders of Labelbox. In this interview, we take a microscope to their co-founder DNA, exploring the ins and outs of how they’ve made the relationship work over the years. We discuss: How Manu and Brian came together as co-founders and landed on the idea for Labelbox. How they intentionally aligned their skillsets, values and responsibilities before writing a line of code. Their rituals for spending valuable time together as the company grows, incl...

Sep 29, 202248 minEp. 69

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

Today’s episode is with Sydney Strader , VP of Customer Success at Catalyst . Prior to joining Catalyst, Sydney was the VP of Customer Success at InVision. In our conversation we focus on founder-led customer success, an area of early company building that’s often overlooked. Here’s a preview of her tactical advice: How to structure early customer check-ins, plus a framework to help surface more specific feedback. The most impactful questions that founders and customer success managers should as...

Sep 22, 202259 minEp. 68

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

Today’s episode is with Steven Bartel , co-founder and CEO of Gem . Before building the talent acquisition platform, Steven was an early engineer at Dropbox, where he spent 5 years working on analytics, Dropbox Paper, and hiring as the company grew from 25 to 1500 people. This experience from Dropbox, combined with his lessons from building out Gem’s own team and talking to his customer base of recruiters makes Steven the perfect person to talk to about early-stage recruiting. In our conversatio...

Sep 15, 202256 minEp. 67

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

Today’s episode is with Snir Kodesh, Head of Engineering at Retool, which is a development platform for building custom business tools. Before joining Retool, Snir spent six years as a Senior Director of Engineering at Lyft. In our conversation, we cover some of the biggest differences between leading engineering teams for a consumer product versus an enterprise platform — and the things that are consistent across both orgs. First, Snir pulls back the curtain on the software development cycle, s...

Sep 08, 202253 minEp. 66

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

Today’s episode is with Claire Butler, Senior Director of Marketing at Figma, and one of the company’s first 10 employees. In today’s conversation, she sketches out Figma’s five phases of community-led growth — and shares tons of advice along the way for startups who also are looking to build an organic growth engine. In the first phase, Claire covers the biggest lessons from Figma’s years of stealth mode — and how you can start planting the seeds for a community when you don’t have a fully-form...

Sep 01, 202258 minEp. 65

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

Todd Jackson ’s filling in as host again this week. (As a reminder, he’s hosting a few product-focused episodes this season — all about finding product-market fit.) Today, Todd chats with Andrew Ofstad , co-founder of Airtable. In our conversation, we go deep into Airtable’s early days, and how they navigated the journey of finding traction and scaling. Here’s a preview of what Todd and Andrew cover: How the founders came together, their vision for the product, and what the initial prototypes lo...

Aug 18, 202246 minEp. 64

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

Today’s episode is with Ian Wong, co-founder and CTO of Opendoor. Before founding Opendoor, Ian was Square’s first data scientist, where he developed machine learning models and infrastructure for fraud detection. In today’s conversation, we cover his essential advice for how to integrate data science into your startup. As Ian puts it, in the early innings it might make sense for your startup to be operations heavy. But as you start to scale, data science becomes a critical component for running...

Aug 11, 20221 hr 7 minEp. 63

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

Today’s episode is with Sidharth Kakkar , founder and CEO of Subscript , a subscription intelligence platform that empowers B2B SaaS leaders to better understand their revenue. (Read more about the company in this Techcrunch article .) Previously, he was the founder, CEO of Freckle , an education platform that grew to serve 10 million students and was acquired by Renaissance Learning in 2019. As a repeat founder, Sidharth picked up a ton of valuable lessons, particularly when it comes to company...

Jul 21, 20221 hr 5 minEp. 62

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

Our guest is Sara Clemens, most recently COO of Twitch and former COO of Pandora. In this interview, we explore the nuances of the COO role, which can vary drastically across different companies. We cover: The three main COO archetypes and which sorts of folks are best suited for those roles. The tactical elements of being a COO, including Sara’s advice for what good strategy actually looks like, and how to truly create a no-blame culture. Sara’s lessons on keeping pace as a company doubles in s...

Jul 07, 20221 hr 3 minEp. 61

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

For our 60th episode, we’re doing things a little bit differently — with a new guest host! Welcome to Todd Jackson , who’s filling in for Brett Berson this week. Todd is also a Partner at First Round, and the episodes he hosts will mostly focus on product, given his previous product roles, from the VP of Product & Design at Dropbox and Director of Product Management at Twitter, to being a PM at Facebook and Google, leading Newsfeed and Gmail. He was also a founder — his startup Cover was bac...

Jun 23, 202257 minEp. 60

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

Today’s episode is with Russ Laraway, a seasoned leader who's been at Google, Twitter, Candor Inc, Qualtrics, and is now the Chief People Officer for Goodwater Capital Since we last had Russ on the show, he’s written a new book, titled: “When They Win, You Win.” On today’s episode, we dive deep into the management frameworks and original research that Russ discusses in his book. He starts by pointing out how broken our process for selecting managers is to begin with, where we often default to ju...

May 26, 20221 hr 1 minEp. 59

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

Today’s episode is with Nate Stewart, CPO of Cockroach Labs, the creator of database product CockroachDB. In today’s conversation, we cover his essential advice for building a highly-technical product. He sketches out how the Cockroach team decided on the specific use case for its database product. Nate explains the steps the team took to reach conviction on their go-forward plan — which meant saying no to a lot of customers who didn’t align with the product roadmap. Nate dives into the tactical...

May 19, 202258 minEp. 58

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

Today’s episode is with Phaedra Ellis-Lamkins, co-founder and CEO of Promise, a modern government payment solution. In today’s conversation, Phaedra explores the ins and outs of selling a product into government. Phaedra pulls back the curtain of how she and the Promise team tackle the extra-long sales cycles, navigate layers of subcontractors, and convince risk-averse decision-makers to take a chance on a startup. We also take a step back to traverse the winding road that led to Promise in its ...

Apr 28, 20221 hrEp. 62

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

Today’s episode is with Gagan Biyani , co-founder and CEO of Maven , a company that empowers the world’s experts to offer cohort-based courses directly to their audience. After being early at 3 startups that achieved over $1 million in run-rate in their first six months of going live, Gagan has learned some valuable lessons and seen a wide range of outcomes — from Udemy going on to IPO in 2021, to Sprig shutting down in 2017. In our conversation, we dive deeper into the process of starting a sta...

Apr 21, 20221 hr 3 minEp. 56

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

Today’s episode is with Kaitlyn Knopp , founder and CEO of Pequity , which automates HR workflows to make compensation more equitable and scalable. Prior to starting Pequity, Kaitlyn built compensation programs and teams at companies like Instacart, Cruise, and Google — bringing a deep well of experience to this often complicated topic. We start our conversation with her advice on the traps founders need to avoid when they’re making their first hires. She sketches out a lightweight framework of ...

Apr 14, 20221 hr 3 minEp. 55

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

Today’s episode is with Nairi Hourdajian , the VP of Communications, Content and Community Marketing at Figma . Prior to joining Figma, Nairi was the Chief Marketing Officer at Canaan, an early-stage venture capital firm. In 2013, she became Uber’s first communications person and spent the next 3 years building out the function. Before getting into tech, Nairi came from the world of politics. She was a VP at Glover Park Group, a communications consulting firm started by former Clinton officials,...

Mar 31, 202258 minEp. 54

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

Today’s episode is with Jack Altman , co-founder & CEO of Lattice . There were so many topics we could have gotten into with Jack as it relates to scaling as a founder and CEO, but we decided to dive deep on executive hiring, a huge challenge for founders. The conversation starts with how the hiring profile for executives changes as the company grows. Jack is a strong believer that you should focus on hiring someone who’s a great fit for the next 18-24 months, not the next 5 or 10 years. ( H...

Mar 17, 20221 hr 5 minEp. 53

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

Today’s episode is with Amber Feng, who is the co-founder and CTO of Cocoon, and was previously an engineering leader at Stripe for eight years. In today’s conversation, we pull on threads from Amber’s engineering career to weave together lessons for other engineers charting their own path. Although Amber’s spent the majority of her career at Stripe, she’s had all sorts of different experiences — from individual contributor, to engineering manager, to heading up entire orgs, and then back to ind...

Mar 10, 202257 minEp. 52

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

Today’s episode is with Meka Asonye , a Partner at First Round Capital. This week marks the one year anniversary since he joined, making the transition from seasoned GTM leader to full-time early-stage investor. Prior to First Round, Meka served as the VP of Sales & Services at Mixpanel, where he ran the more than 100-person global revenue team and owned the customer lifecycle from first website visit to renewal. Meka also spent four years at Stripe as it scaled from 250 to 2000 people and m...

Mar 03, 20221 hr 6 minEp. 51

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

Today’s episode is with Max Rhodes, the co-founder and CEO of Faire , an online wholesale marketplace that connects independent retailers and brands. Prior to starting Faire in 2017, Max spent several years at Square, where he was a founding member of Square Capital, the first product manager on Square Cash, and a Director of Consumer Product for Caviar. In today’s conversation, we dive deep into how startups can get international expansion right. After launching in the U.K. and Netherlands in M...

Feb 10, 20221 hr 1 minEp. 50

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

Today’s episode is with Jeanne DeWitt Grosser, Head of Americas Revenue and Growth for Stripe, where she’s responsible for all sales functions and leads the company’s enterprise strategy. She joined Stripe after a career in sales at Google and also serving as Dialpad’s Chief Revenue Officer. In today’s conversation, we dive super deep into all things pricing. To start, Jeanne outlines the trade-offs when it comes to usage-based pricing versus SaaS pricing, and how usage-based gets your company m...

Jan 27, 202250 minEp. 45

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

Today’s episode is with Ravi Mehta, who is formerly the Chief Product Officer at Tinder, and taught product strategy as an Executive in Residence at Reforge. In today’s conversation, we dive exceptionally deep into product strategy, starting with what Ravi sees as the most common disconnect between product strategy and what product teams actually work on day-to-day. In the bulk of our discussion, we walk through the core tenants of what he calls the product strategy stack, which includes the com...

Jan 20, 20221 hr 3 minEp. 48

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

Today’s episode is with Arielle Jackson. For the past 7 years, she’s helped hundreds of companies build their positioning and brands from the ground up, both as our Marketing Expert in Residence here at First Round and in her own consulting work. Before helping early-stage startups, Arielle started her career in Product Marketing at Google, where she helped launch and grow Google Books and AdWords before leading marketing for Gmail. She then joined Square, where she led the launch of the Square ...

Jan 13, 20221 hr 25 minEp. 47

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

Today’s episode is with Adrian McDermott, CTO of Zendesk. Adrian started at the company back in 2010, when they were only 50 employees. Since then, he’s led product management and engineering teams as the company has gone public and scaled to over 5000 employees. Our discussion digs into the challenges that come from scaling startups. We start off by diving into a common decision point: whether to continue with what's working or try to make a change. Adrian goes much deeper than the “what got yo...

Dec 09, 20211 hrEp. 46
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