
In Depth
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
Latest episodes

50 snips
Aug 10, 2023 • 1h 4min
The zero to one B2B marketing playbook | Alex Kracov (Lattice, Dock)
Alex Kracov is the CEO and Co-Founder at Dock, and the former VP of Marketing at Lattice. Alex joined Lattice as the first marketer and third employee, and he helped to grow the business from seed to 1850+ customers. Prior to Lattice, Alex was a consultant at Blue State Digital — the team that elected President Obama and orchestrated projects at Google. Since leaving Lattice in 2021, Alex co-founded Dock, a B2B platform that has streamlined the customer buying experience for clients like Loom, Origin, and Instabug. In today's episode, we discuss:
The 2023 SaaS marketing playbook
How to start your early-stage B2B marketing
How to prioritize resources across multiple marketing bets
How to think about attribution
Lattice’s unorthodox million-dollar marketing campaign
How to hire for early marketing roles
What makes a standout marketer
Advice for building your first website
Referenced:
Dock: https://www.dock.us/
Lattice: https://lattice.com/
Jack Altman: https://www.linkedin.com/in/jackealtman
J Zac Stein: https://www.linkedin.com/in/jzacstein
Where to find Alex Kracov:Twitter: https://twitter.com/kracov/LinkedIn: https://www.linkedin.com/in/alexkracovWebsite: https://www.kracov.co/Where to find Brett Berson:Twitter: https://twitter.com/brettbersonLinkedIn: https://www.linkedin.com/in/brett-berson-9986094/Timestamps:[00:00:00] Intro[00:02:45] The challenges and opportunities in early-stage B2B marketing[00:05:13] How to think about short-term versus long-term marketing goals[00:07:31] Allocating resources across marketing bets[00:09:13] Signs your marketing is working[00:11:20] The most underutilized marketing strategy[00:13:03] Creating your company’s first website[00:14:22] How Lattice formed its brand messaging and positioning[00:18:22] Dock’s innovative approach to marketing software[00:20:14] The first thing people should see on your website[00:23:10] Lattice’s most successful early-stage marketing tactics[00:28:05] Determining which marketing strategies are still relevant[00:30:25] Lattice’s unorthodox million-dollar marketing campaign[00:33:26] Why Alex had an outsized impact at Lattice[00:37:05] Lessons from his first marketing hires[00:39:41] When to scale your marketing team[00:40:55] Building an effective early-stage marketing team[00:42:30] A tough conversation with the CEO & Co-founder of Lattice[00:44:46] Achieving early-stage marketing alignment[00:46:20] Transitioning from employee to entrepreneur[00:49:19] Getting the most out of conferences[00:50:47] Selecting marketing channels in the early stages[00:52:44] Hiring marketers for experience versus potential[00:56:34] The 2023 SaaS marketing stack[00:58:19] Advice for Zero to One marketing[00:60:46] What successful B2B marketing looks like

14 snips
Aug 3, 2023 • 1h 2min
Lessons from Loom on product strategy, organizational leadership, and cross-functional performance | Anique Drumright (COO at Loom)
Anique Drumright is the COO at Loom, a video communication tool for streamlining workflows. Loom has raised over $200M, and was last valued at $1.5B. Anique has a proven track record across product development, executive leadership, and building high-performing organizations. Before joining Loom, Anique was the VP of Product at TripActions, where she scaled the team over 8x globally, and she has also held multiple roles at Uber.In today's episode, we discuss:
Best-practice product management
How to achieve alignment at scale
The importance of cross-functional performance
Anique's unique approach to finding top organizational talent
How to hire for roles outside your area of expertise
Common fail cases with internal and external recruitment
Tactics for effective interviews
Referenced:
Loom: https://www.loom.com/
Navan (formerly TripActions): https://navan.com/
Teach for America: https://www.teachforamerica.org/
Uber: https://www.uber.com/
Where to find Anique Drumright:Twitter: https://twitter.com/aniquedLinkedIn: https://www.linkedin.com/in/anique-drumright-53978a1aWhere to find Brett Berson:Twitter: https://twitter.com/brettbersonLinkedIn: https://www.linkedin.com/in/brett-berson-9986094/Timestamps:[00:03:00] The similarities and differences between PM and executive leadership roles[00:06:53] How Loom uses storytelling when launching a product[00:10:01] Managing cross-functional scope and performance[00:13:41] Goal-setting with functional leads[00:16:59] The importance and difficulty of organizational alignment[00:20:40] How Uber achieved alignment at scale[00:24:06] Rituals for staying aligned[00:25:23] Loom's winning one-on-one format[00:27:49] When and how to help functional leads[00:29:13] Hiring for roles outside your area of expertise[00:32:55] Go-to interview questions for prospective leaders[00:33:55] Changing the hiring process for roles outside your area of expertise[00:36:09] Common patterns of failed external hires[00:37:40] Common patterns of failed internal hires[00:39:05] Avoiding over-promotion in your organization[00:40:51] What inspires people in a company[00:45:40] Tactics for getting honest answers in interviews[00:47:12] Asking the right questions during reference checks[00:51:29] A month in the life of a COO[00:52:52] The importance of employee energy levels[00:54:53] Loom's leadership dynamics and why it works[00:57:30] People who had an outsized impact on Anique's career

54 snips
Jul 13, 2023 • 1h 18min
Lessons from Slack on decision making, product-led growth, and taking big swings — Noah Desai Weiss
Noah Desai Weiss is the Chief Product Officer of Slack, and has an accomplished track record inside and outside of the company. He started Slack’s Search, Learning, and Intelligence division, led the Self-Service (SMB) Business, and led the Expansion and Virtual HQ product areas (responsible for Huddles, Clips, and more). Before joining Slack, Noah was the SVP of Product Management at Foursquare (raised over $390m), and was a Product Manager at Google.In today's episode, we discuss:
When to use intuition vs data to drive decisions
The most underrated traits in a remote work environment
How Slack runs product reviews
The importance of a team’s “vibe”
Managing pace vs accuracy in decision-making
Balancing "big swings" with incremental improvements
Advice on product-led vs sales-led growth
Curious to learn more about Slack? You can try Slack Pro and get 50% off using this link.Referenced:Creative Selection - Inside Apple's Design Process During the Golden Age of Steve Jobs: https://www.amazon.com/Creative-Selection-Inside-Apples-Process/dp/1250194466Salesforce acquires Slack: https://slack.com/blog/news/salesforce-completes-acquisition-of-slackThinking in Bets - Making Smarter Decisions When You Don't Have All the Facts: https://www.amazon.com/Thinking-Bets-Making-Smarter-Decisions-ebook/dp/B074DG9LQFWhere to find Noah Weiss:Twitter: https://twitter.com/noah_weissLinkedIn: https://www.linkedin.com/in/noahw/Where to find Brett Berson:Twitter: https://twitter.com/brettbersonLinkedIn: https://www.linkedin.com/in/brett-berson-9986094/Timestamps:[2:46] Not all decisions should be data-driven[3:46] When to use data vs intuition to drive decisions[9:15] Taste and judgment are learnable[11:47] How Slack scales intuition across their product org[14:58] Challenges of intuition-led product building[16:43] Matching people to data vs intuition-driven work[19:19] underrated qualities for remote workers[21:34] What's special about Slack's approach to product?[23:33] Which products should focus on end-users versus executives[26:38] What Slack learns from Salesforce[31:44] Pricing lessons from Salesforce and Marc Andreessen[34:10] How Slack runs product reviews[37:02] What creates good vibes in a product team[40:17] Managing pace vs accuracy in decision-making[46:29] Rituals for good decision-making[50:20] Balancing "big swings" with incremental improvements[55:30] Slack's biggest philosophy change[60:05] Slack's humility and why it matters[61:43] Advice for thinking about product-led vs sales-led growth[01:08:14] How to build product with a product-focussed founder[01:12:46] People who made an outsized impact on Noah's career

49 snips
Jul 6, 2023 • 1h 18min
Lessons in leadership | Scaling an org, developing yourself, and tactical management advice | Jack Altman (Lattice)
Jack Altman is the co-founder and CEO of Lattice, a people success platform for building engaged, high-performing teams. Lattice has raised over $330M, and was last valued at $3B. He is an expert in building company culture, and wrote a book on the topic, titled: “People Strategy”.In today's episode, we discuss:
The importance of self-awareness and how to develop it
The value of difficult conversations and advice for having them
Common mistakes when scaling a company
How to approach firing decisions and the associated internal optics
How to think about low-performing but “well-liked” employees
How to get drastically more out of your team members
Adapting to the challenging new economic environment
Referenced:Jack’s book: https://www.amazon.com/People-Strategy-Culture-Competitive-Advantage/dp/1119717043Jack’s company, Lattice: https://lattice.com/First Round Capital's Newsletter: https://review.firstround.com/newsletterWhere to find Jack Altman:LinkedIn: https://www.linkedin.com/in/jackealtmanTwitter: https://twitter.com/jaltmaWhere to find Brett Berson:Twitter: https://twitter.com/brettbersonLinkedIn: https://www.linkedin.com/in/brett-berson-9986094/In this episode, we cover:(2:40) Founders must continually grow with their company(7:23) How to identify hiring errors vs management errors(9:46) Managing the tension of delegation vs control(11:51) How to cultivate self-awareness(14:59) The one thing founders should never give up(17:22) How to build a product org(19:06) Hot take on micro-management(21:05) The importance of context setting as CEO(22:09) What founder transparency actually means(23:43) Examples of “context setting” as a leader(26:09) The value of uncomfortable conversations(27:16) How to have uncomfortable conversations(28:30) Founders must own their most difficult decisions(31:48) Optimizing speed vs accuracy in decision-making(33:50) The hidden biases in group discussions(35:05) When Jack experimented with removing himself from all meetings(37:48) The most unusual element of Jack’s leadership approach(38:34) 4 pieces of advice for CEOs(41:20) How to talk to customers(42:59) The many sources of learning for CEOs(46:45) Instructive framework for maximizing employee performance(49:56) When long-time employees don’t scale with the company(55:07) How to think about low-performing but “well-liked” employees(58:19) Identifying team members that “aren’t a fit”(59:57) Should you tell people why someone was let go?(62:42) Managing in the challenging new economic environment(68:18) Aligning an employee’s career goals with company goals(74:27) You're probably underestimating your team's potential

35 snips
Jun 22, 2023 • 56min
Lessons from Stripe on adding new products - Assessing ideas, structuring teams, and tactics for product reviews | Tara Seshan (Watershed, Stripe)
Tara Seshan is the Head of Product at Watershed, a climate platform that companies use to measure, report, and reduce their carbon emissions. Before joining Watershed, Tara was Head of Product at Stripe throughout the launch of Stripe Billing and Stripe Treasury. As a Thiel Fellow and experienced multi-product builder, Tara brings a wealth of experience with 0-1 SaaS products.In today's episode, we discuss:
The different types of multi-product strategies.
Stories from Stripe’s multi-product success.
How to allocate resources across new and existing products.
How to structure teams for launching new products.
The best personas for building new products and the hiring tactics for finding those people.
Common challenges when going from single to multi-product.
How to assess and prioritize new product ideas.
How to measure success when launching new products.
The 12 questions Tara asks for better product reviews.
Tactics for collecting and interpreting user feedback.
Referenced:
First Round Capital's Newsletter: https://review.firstround.com/newsletter
The 'Wins Above Replacement' metaphor: https://en.as.com/mlb/wins-above-replacement-war-baseball-statistic-explained-n/
Zero to One by Peter Thiel & Blake Masters: https://www.amazon.com.au/Zero-One-Notes-Startups-Future/dp/0804139296
Companies Referenced:
Atlassian: https://www.atlassian.com/
Cash App: https://cash.app/
Figma: https://www.figma.com/
First Round Capital: https://firstround.com/
Lattice: https://lattice.com/
Notion: https://www.notion.so/
Paypal: https://www.paypal.com/
Stripe: https://stripe.com/
Watershed: https://watershed.com/
People Referenced:
Jack Dorsey: https://twitter.com/jack
Patrick Collison: https://twitter.com/patrickc
Shreyas Doshi: https://twitter.com/shreyas
Where to find Tara Seshan:LinkedIn: https://www.linkedin.com/in/tarstarr/Twitter: https://twitter.com/tarstarrWhere to find Brett Berson:Twitter: https://twitter.com/brettberson?lang=enLinkedIn: https://www.linkedin.com/in/brett-berson-9986094/In this episode, we cover:(0:00) Intro(3:55) How Stripe navigated the path from single to multi-product(6:00) How to allocate resources across a primary product and secondary bets(7:46) How to launch products using small teams(12:25) What makes a great early-stage product thinker(13:08) Key indicators for spotting early-stage product talent(16:33) A common fail-case when hiring for potential over experience(18:32) 5 interview questions to unearth hidden talent among product candidates(20:35) What Stripe got wrong when it first launched Billing(26:00) How Stripe adapted to new buyer profiles(28:50) Why new product teams should be treated like a startup within a company(30:35) The importance of “definite optimism”(31:44) How Watershed prioritizes new products in an early market(33:53) The methodical versus analytical approach to picking new products(40:08) Setting goals and evaluating new product bets(41:55) How Tara runs new-product reviews(42:10) “The Enterprise Rent-A-Car Story” and why it matters(43:56) The 12 questions Tara asks in product reviews(46:17) How to use product review questions pre-meeting(46:34) The rationale behind Tara’s 12 questions(48:13) How Tara re-focusses the questions when building products for net-new-customers(49:43) How to collect and leverage user feedback when building new products(51:58) Why product development must start with problem validation(53:52) Two people who had an outsized impact on how Tara thinks about product(54:50) Outro

4 snips
Jun 8, 2023 • 60min
How to design a high-impact growth org for a PLG startup — Webflow & Dropbox’s Melissa Tan
Our guest today is Melissa Tan, GM of Self-Service and Head of Growth at Webflow and formerly Head of Growth and Monetization for Dropbox Business.In today’s conversation, she unpacks the nuances between the two PLG businesses and how growth strategy changes for a more complex product like Webflow, including:
Designing and structuring a growth org
The right way to tackle goal-setting
How Webflow’s pricing and packaging has evolved
How to calibrate pricing feedback
You can email us questions directly at review@firstround.com or follow us on Twitter @firstround and @brettberson.

May 25, 2023 • 1h
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
Our guest today is Marcel Weekes, VP of Product Engineering at Figma and former VP of Engineering at Slack.In today’s conversation, he unpacks why most startups get it wrong when they uplevel someone from IC engineer to eng manager and unfurls what stellar engineering management looks like at high-growth companies, including:
Setting appropriate expectations and goals
Turbocharging the team’s effectiveness
Delivering high-impact feedback
Going from a peer to a manager
What leaders risk when they drag their heels on managing out low-performers
You can email us questions directly at review@firstround.com or follow us on Twitter @firstround and @brettberson.

May 18, 2023 • 59min
How to pull off the ‘zoom-in pivot,’ and other lessons in early-stage building with Luminai’s Kesava Kirupa Dinakaran
Kesava Kirupa Dinakaran, co-founder and CEO of Luminai, discusses their unique journey in building software products, the psychology behind the sales process, and their decision to focus on building their most beloved customer feature. They also share insights on selling Lumina, their 'zoom in pivot' strategy, and the importance of efficiency for larger support teams.

7 snips
May 11, 2023 • 1h 5min
The go-to-market guide for open-source companies — Douglas Hanna, COO Grafana Labs
Our guest today is Douglas Hanna, Chief Operating Officer at Grafana Labs. Grafana Labs is an observability stack built around Grafana, a leading open-source technology for dashboards and visualization. Douglas is a seasoned revenue leader, previously leading operations and GTM strategy at Zendesk. At Grafana Labs, Douglas has been instrumental in scaling GTM at the open-source company — building up both team headcount and its revenue model. In our conversation today, Douglas dives deep into the process of bringing products to market at an open-source company.We explore the different facets of building and scaling a revenue model at an open-source company. Douglas opens up the GTM playbook at Grafana Labs sharing:
When to commercialize a feature vs. switch to a hosted version of a product
Tried and tested frameworks for pricing and packaging
How Grafana Labs thinks about what to put behind a paywall
How the GTM team was built over time.,
You can follow Douglas on Twitter at @douglashanna. You can email us questions directly at review@firstround.com or follow us on Twitter @firstround and @brettberson.

15 snips
May 4, 2023 • 56min
What this 3-time founding team did differently to find product-market fit faster — Jessica McKellar, CTO of Pilot
Today’s conversation is with Jessica McKellar, co-founder and CTO of Pilot, which is the largest accounting firm for startups. She’s been working on Pilot for the last 6 years with her two co-founders, Waseem Daher and Jeff Arnold. But what makes this founding trio super unique is that they’ve stuck together in not just one, but three different startups. As repeat founders, the Pilot team has learned a ton from their first two ventures, K Splice and Zulip, and both netted some positive outcomes. But as Jessica will share today, there were mistakes the team made along the way that prevented both products from becoming an outsized success. So she unpacks what they did differently with Pilot — particularly when it came to picking an acute problem and a huge market to tackle. Jessica also shares the tedious process for building the early version of the product, which included looking over Waseem and Jeff’s shoulders as they manually did the bookkeeping for early customers, while she wrote code alongside them. Even going back to the earliest days, Pilot had some really strong product-market fit signals, with customers agreeing to pull out their credit card and pay for the product right away when it was just an idea on paper and eventually pulling the Pilot team into expanding their product suite. Make no mistake about it — being a founder is incredibly difficult — but choosing the right problem to tackle can drastically smooth the path ahead of you.