How to B2B a CEO (with Ashu Garg)

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How to B2B a CEO is the show about how to scale your enterprise startup and how to grow from founder to CEO. Hosted by Ashu Garg, general partner at Foundation Capital.

Foundation Capital


    • Jun 23, 2025 LATEST EPISODE
    • infrequent NEW EPISODES
    • 37m AVG DURATION
    • 59 EPISODES

    5 from 154 ratings Listeners of How to B2B a CEO (with Ashu Garg) that love the show mention: b2b, billion dollar, lots of tips, saas, early stage, founders, enterprise, every entrepreneur, good insights, startups, super insightful, silicon valley, ceo, first hand, venture, great insights, scale, 30 minutes, entrepreneurial, companies.


    Ivy Insights

    The How to B2B a CEO (with Ashu Garg) podcast is an incredible resource for aspiring CEOs and founders in the B2B space. Hosted by Ashu Garg, the show features in-depth interviews with successful founders who have made the leap from founder to CEO and built thriving businesses. The podcast offers genuine insights, actionable advice, and relatable stories that make the journey seem more attainable. Whether you're just starting out or looking to scale your existing business, this podcast provides invaluable guidance from those who have been there.

    One of the best aspects of this podcast is the wealth of valuable information shared by both Ashu and his guests. Each episode is packed with insights on various topics such as fundraising, scaling a business, building a team, and navigating challenges. The conversations are engaging and authentic, allowing listeners to gain practical knowledge that can be applied to their own ventures. Additionally, Ashu's ability to drive deep conversations and get his guests to open up about their journeys adds an extra layer of authenticity to the show.

    While it's hard to find any major flaws with The How to B2B a CEO podcast, one minor drawback may be its focus on the B2B space. While this is great for those specifically interested in B2B entrepreneurship, listeners in other industries may find some episodes less applicable or relevant. However, even if you're not in the B2B space, there are still valuable lessons and insights that can be gleaned from each episode.

    In conclusion, The How to B2B a CEO (with Ashu Garg) podcast is an exceptional resource for anyone looking to learn from successful founders in the B2B space. With its engaging and informative format, listeners will walk away with actionable advice and new perspectives on building scalable businesses. Ashu's ability to extract key insights from his guests makes every episode worth tuning in to. Whether you're a young founder, an experienced entrepreneur, or simply curious about the world of B2B, this podcast is a must-listen.



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    Latest episodes from How to B2B a CEO (with Ashu Garg)

    How to Turn Research Into Real Companies | Ion Stoica, Co-founder and Executive Chairman, Databricks

    Play Episode Listen Later Jun 23, 2025 63:11


    My guest today is Ion Stoica, professor of computer science at UC Berkeley and the co-founder of Conviva, Databricks, and Anyscale. Over the last two decades, Ion's research labs - the AMP Lab, the RISE Lab, and now the Sky Computing Lab - have seeded a generation of category-defining companies. Ion has the unique ability to turn non-consensus ideas into durable businesses. He applied machine learning to video optimization with Conviva before AI became mainstream. He scaled Apache Spark into a $60B platform with Databricks. And now, with Anyscale, he's betting on Ray as the foundation for distributed AI workloads. In this episode, we dig into both sides of Ion's work: how to build world-class research labs, and how to turn research into real companies. His clarity of thought makes the future feel legible, and his track record suggests he's very often right. Hope you enjoy the conversation! Chapters: 00:00 The Spark thesis: win the ecosystem first, monetize later 01:00 Intro: From lab to company - Ion's repeatable playbook 03:00 Did you always plan to become a founder, or did it just happen? 05:23 Let's start with Spark - how did the project come about? 13:04 What were the most important early decisions at Databricks? 23:49 You were the first CEO - what did you have to learn (or unlearn)? 30:01 How was building Anyscale different from building Databricks? 33:53 What's obvious to you about the future of AI that others miss? 37:31 Why AI works so well for code 41:00 The thesis behind OPAQUE Systems 44:06 Future infra will be heterogeneous, distributed, and vertically integrated 49:03 China's edge: faster diffusion from lab to market 53:19 Platform companies still work, but only with the right investors 55:57 What role did the Databricks Unit (DBU) play in value capture? 58:02 AI progress is plateauing, but adoption is just beginning

    How to Lead with Empathy and Resilience (Ramesh Srinivasan, Senior Partner, McKinsey)

    Play Episode Listen Later Jun 6, 2025 37:00


    My guest today is Ramesh Srinivasan, a senior partner at McKinsey and trusted advisor to some of the world's top CEOs. Over his career, Ramesh has worked with leaders at companies like Cognizant, Moderna, Nissan, and Delta, helping them navigate tough challenges and scale high-performing teams.Ramesh just published a new book, The Journey of Leadership, which distills lessons from thousands of hours spent alongside top executives. In our conversation, he shares practical insights for founders on how to discover their natural leadership style, why empathy is a non-negotiable leadership skill, and what it really takes to inspire people at scale.Hope you find this conversation valuable!Chapters: 00:00:00 Cold open00:01:14 Ramesh's backstory00:04:34 Things that shaped Ramesh's leadership philosophy00:05:19 The big idea behind his book: The Journey of Leadership00:09:12 Building empathy: For your team, your customers, your market00:11:00 Lessons from Frank D'Souza at Cognizant00:14:20 Lessons from Stéphane Bancel at Moderna00:17:15 Trust, vulnerability, and the power of asking for help00:19:40 Finding purpose: Starting from life's crucible moments00:22:00 Renewal: How great leaders evolve over time00:24:00 Common mistakes founders make on the leadership journey00:26:10 Resilience: The ultimate test of a founder's staying power00:30:20 The impact of AI on leadership and organizational change00:34:00 Where AI is reshaping healthcare today00:36:00 Advice for AI + healthcare founders

    How to Solve AI-Powered Search (Arvind Jain, founder and CEO of Glean)

    Play Episode Listen Later Jan 24, 2025 42:41


    My guest today is Arvind Jain, the founder and CEO of Glean. Before Glean, Arvind spent over a decade building Google's search infrastructure. He then co-founded Rubrik, which recently passed $1B ARR.With Glean, Arvind is tackling the longstanding challenge of enterprise search. Yet his vision goes beyond this. He believes every employee should have their own team of AI agents to help them work smarter and achieve more. In our conversation, Arvind shares his journey as a technical founder and offers his unique perspective on what it takes to build a successful startup today. We also discuss where AI is heading, and where he sees the biggest opportunities for founders. Hope you find this conversation valuable! Chapters:00:00 Cold open04:42 How Arvind began his journey in search06:59 Arvind on Glean's mission08:50 The evolution of enterprise search12:56 How AI unlocks a new dimension for search16:56 Lessons for AI startup founders21:23 Navigating the AI startup landscape25:44 The "build vs. buy" decision with AI models31:09 Defining the role of AI in business34:57 The future of work with AI agents39:30 The shift from SaaS to Service-as-Software41:21 Concluding thoughts

    How to Rewrite the Rules of 'Founder Mode' (Frank Slootman, Chairman, Board of Directors, Snowflake)

    Play Episode Listen Later Nov 1, 2024 51:22


    Frank Slootman turns the 'founder mode vs. manager mode' debate on its head. Frank's track record in B2B land is iconic: He took Data Domain from pre-revenues to a $2.5B acquisition by EMC. He led the IPO at ServiceNow, and when he left the company, it was worth $34B. Frank then took Snowflake public, and the company was worth over $70B when he retired earlier this year. After three successful CEO stints, Frank isn't buying Silicon Valley's fairytales about founders. His leadership style combines a manager's prowess with a founder's passion. Frank epitomizes what some might call “owner mode!” (00:07) Frank's thoughts on 'founder mode' vs. 'manager mode' (00:47) The role of non-founder managers and CEOs (09:59) How to manage effectively without micro-managing (17:11) The importance of intellectual honesty (18:32) Frank's thoughts on being 'in the arena' (21:04) What it really takes to build a viable business (28:34) Contrasting ServiceNow and Snowflake (33:40) The impact of AI on business (39:01) The future of app ecosystems (44:50) Becoming a student of leadership (46:31) Managing investor relationships (48:04) Why Frank doesn't think about his legacy (50:17) Closing Thoughts

    How to Adapt and Win in Enterprise Software (Aaron Levie, Co-Founder & CEO of Box)

    Play Episode Listen Later Oct 11, 2024 42:40


    Aaron Levie, co-founder and CEO of Box, has guided the cloud content management platform from a dorm room project into a publicly traded company with over $1B in annual revenue. In his second appearance on B2BaCEO, Aaron reflects on his founder journey, sharing how Box capitalized on cloud computing and their recent push to integrate generative AI. But our conversation goes far beyond Box. Aaron's role has given him a unique vantage point on what the latest advances in AI mean for founders. We explore the AI applications that excite him most, where he sees opportunities for startups over incumbents, and the potential areas in AI that founders might be overlooking. (0:00) Intro (2:26) The Box journey (4:23) Transitioning to enterprise (8:26) Building a GTM flywheel (11:45) Lessons from the enterprise journey (15:16) Where AI is heading (18:14) Facing the innovator's dilemma (20:54) AI agents (26:15) Why AI is positive sum for the economy (30:24) The AI doomer debate (34:22) The evolving model ecosystem (40:30) Parting advice for founders

    How to Build a Company Around Cutting-Edge AI (Srinath Sridhar, Founder of Regie.ai)

    Play Episode Listen Later Jul 16, 2024 32:44


    In this episode, I talk with Srinath Sridhar, CEO & Cofounder of Regie.ai, who has always been ahead of the AI curve. Sri and his co-founder Matt Millen started Regie.ai in 2019 with the idea that GPT-3 would transform how all of us write emails. Today, Regie uses AI to automate sales prospecting for the enterprise. The company's Auto-Pilot automates most of the repetitive tasks involved in demand generation, including writing sequences, scheduling calls and responding to emails. Sri knew in early 2019 that LLMs would be a game-changer. What he didn't know was exactly what product to build. In this episode, we'll dig into the details of how he did it.

    How to Build a Multi-Billion-Dollar Software Business (Mohit Aron, Founder of Cohesity)

    Play Episode Listen Later Jun 14, 2024 67:59


    In this episode, I'm excited to welcome Mohit Aron back to B2BaCEO for the second time. As the founder of Cohesity and co-founder of Nutanix, Mohit is a titan in the world of enterprise GTM and infrastructure software. With two wildly successful companies under his belt, he's a true expert when it comes to building enterprise software businesses from the ground up. In our conversation, Mohit shares his proven frameworks for validating startup ideas. He reveals hard-won lessons from starting Nutanix and Cohesity, with real-world examples that bring his advice to life. We explore product-market fit—what it really looks like in practice—as well as how to build a team and manage performance in a high-growth startup. We wrap up by discussing the topic du jour, generative AI, and the opportunities it opens for startups. This episode is full of insights for technical founders. I hope you enjoy it! (00:00) Intro (00:21) Mohit's framework for a bulletproof startup hypothesis document (07:53) Why your MVP shouldn't be your full vision (10:39) Cohesity's journey from 0 to 1, 1 to 10, and 10 to 100+ (17:19) Examples of founders not being intellectually honest about their hypotheses (20:35) How to accurately size your startup's market (TAM) (23:55) Balancing founder conviction with naysayer feedback (31:02) Adapting the hypothesis document for the generative AI era (34:19) Mohit's definition of product-market fit (39:05) When to hit the gas on sales hiring (and when not to) (44:59) Mohit's system for competency-based hiring (53:17) Implementing performance management via quarterly calibrations (56:00) What Mohit would do differently as a technical founder (58:07) Mohit's top advice for founders (60:09) The industries ripe for disruption by generative AI (62:04) Book recommendations for founders

    How to Grow from Ph.D. to Two-Time Startup CEO (Sanjit Biswas, Co-Founder & CEO of Samsara)

    Play Episode Listen Later May 3, 2024 58:56


    My guest today is Sanjit Biswas, the co-founder and CEO of Samsara, a platform that helps companies digitize their physical operations. In 2023, Samsara reached $1 billion in ARR, making it one of the fastest startups in history to hit this milestone. But this wasn't Sanjit's first major success. Before starting Samsara, Sanjit left his Ph.D at MIT to build Meraki, a cloud networking company that Cisco acquired for $1.2 billion in 2012.In our conversation, Sanjit shares his journey from grad school research to bootstrapping Meraki in the early days. He reflects on the lessons he learned from Meraki's pivot to the enterprise, the decision to sell to Cisco, and the insights that led him to start Samsara. We then turn to how Samsara found product-market fit, Sanjit's philosophy on allocating capital, and the areas where he believes generative AI will have the biggest impact. It was a really fun and insightful conversation that I think you'll enjoy!(00:00) Intro(00:16) Sanjit's background and the genesis of Meraki(06:25) Meraki's pivot to the enterprise and rapid growth(09:45) Lessons from building Meraki's enterprise sales motion(16:15) The decision to sell Meraki to Cisco(20:05) Founding Samsara and its mission(27:11) Defining Samsara's product strategy based on customer feedback(31:00) Samsara's unique journey to $1B in revenue(39:16) Sanjit's "70/20/10” framework for allocating capital(43:13) The importance of board alignment and company culture(50:58) Sanjit's thoughts on AI and hype cycles(54:22) Sanjit's advice for aspiring entrepreneurs

    How to Win Your First Enterprise Customer (Doug Winter, Founder and CEO at Seismic)

    Play Episode Listen Later Mar 29, 2024 51:13


    My guest today is Doug Winter, the founder and CEO of Seismic, a leading enterprise sales enablement platform. Today, Seismic has a team of 1,500 people and nearly $400 million in recurring revenue. We start the conversation with Doug explaining what sales enablement actually means. From there, we turn to the early days of Seismic and unpack Doug's approach to finding product-market fit, positioning, and targeting enterprise customers from day one. He speaks candidly about the challenges of scaling and closes with actionable advice for founders in 2024. Fewer than 1% of B2B software companies reach Seismic's scale. Doug's story offers a valuable blueprint for founders with similarly audacious ambitions. I hope you find this conversation as inspiring as I did. Let's dive in! (00:00) Cold open (2:21) Doug explains what sales enablement is (3:39) Genesis of the idea for Seismic (7:08) Seismic's scrappy early days (13:10) Lessons from fundraising (18:23) Targeting large enterprises from day one (22:32) Scaling a GTM engine (28:23) Making proactive leadership changes (37:12) Running great board meetings (40:59) Impact of AI on Seismic's business (44:42) Advice for founders starting in 2024

    How to Shape the Future of AI (Naveen Rao, VP of Generative AI at Databricks)

    Play Episode Listen Later Dec 22, 2023 63:17


    My guest this month is Naveen Rao, the co-founder of MosaicML and current head of Generative AI at Databricks. Naveen's journey is unique, as it echoes the evolution of AI itself. He's best known for founding and selling two successful companies. The first, Nervana, an AI-focused chip company, was acquired by Intel for $400 million in 2016. The second, MosaicML, was acquired by Databricks in June for $1.3 billion. In our conversation, we unpack the insights and frameworks that led Naveen to make these bets in the first place. We begin by exploring his long history in AI research and startups, from his early days at Qualcomm, his founding of Nervana, and the genesis of MosaicML. We then turn to the complexities of the ever-changing AI landscape and go behind the scenes of MosaicML's acquisition by Databricks. We close with Naveen's takes on the most urgent questions in AI, including the recent tumult at OpenAI, the road to AGI, the role of regulation, and where he thinks generative AI will go next. What struck me most is Naveen's remarkable ability to not only anticipate the future but also actively pave the path toward it. For founders looking to navigate our current AI moment, this episode is full of valuable lessons.

    How to Power the AI Boom (Robert Nishihara, Co-Founder & CEO of Anyscale)

    Play Episode Listen Later Nov 17, 2023 45:36


    In this episode of B2BaCEO, I speak with Robert Nishihara, co-founder and CEO of Anyscale. Anyscale's aspiration is to build the fastest, most cost-efficient infrastructure for running LLMs and AI workloads. When it is successful, Anyscale will be to the AI era what Microsoft was for the PC era: the underlying operating system on which all AI applications are developed and run. Anyscale is built on Ray, an open-source compute framework that Robert and his co-founders developed as PhD students at UC Berkeley. Under the guidance of Professor Ion Stoica, who also co-founded Conviva and Databricks, the team sought to make distributed computing broadly accessible. Anyscale was then launched as a fully managed platform for Ray, making even the toughest problems in distributed computing easy for developers to tackle. Today, Anyscale is a billion-dollar business powering mission-critical AI use cases at companies like Amazon, Cohere, Hugging Face, NVIDIA, OpenAI, and Visa. If you've been a PhD student at UC Berkeley, created a popular open-source framework, and built a billion-dollar business on top of it, you've likely learned a thing or two along the way. Robert's story offers valuable lessons for fellow founders and builders at all stages of the startup journey.

    How to Build, Scale, and Sell a Startup (Tracy Young, Co-Founder of TigerEye & PlanGrid)

    Play Episode Listen Later Sep 15, 2023 48:18


    My guest this month is Tracy Young, the co-founder and former CEO of PlanGrid, a productivity tool for construction companies. From going through YC and losing a co-founder to cancer, to being acquired by Autodesk for $875 million, Tracy has picked up many valuable lessons that other founders and CEOs can learn from. Our conversation unpacks these lessons, including finding (and keeping!) product-market fit, navigating startup growing pains, showing up effectively to board meetings, and managing the emotional toll of fundraising. We also speak about Tracy's new venture, TigerEye, and what she's doing differently the second time around. After having countless conversations with founders over the years, I thought I'd heard it all. Tracy proved me wrong. Her story serves as an inspiration for aspiring entrepreneurs in any industry.

    How to Deploy AI in Your Company (Matei Zaharia, CTO & Co-Founder of Databricks)

    Play Episode Listen Later Jun 2, 2023 39:47


    If you're not hardcore about AI, then stop the podcast now — because this episode for real technology nerds. Ashu's guest is Matei Zaharia, CTO and cofounder of Databricks, and a professor of computer science at Stanford University. Ashu and Matei cover a lot of ground — most of it technical, all of it very relevant for anyone who's serious about building with artificial intelligence. They start with a discussion of Databricks' early days: how the startup established a foothold in a market dominated by entrenched incumbents and some of the challenges Matei and his cofounders faced. The rest of the conversation is all about AI. Matei breaks down the most common challenges that enterprises run into when attempting to adopt AI. He shares tips for how startups can best deploy foundation models. And he speculates on what the game-changing new use cases for AI will be over the next two years. Matei also pulls back the kimono on some of the cutting-edge machine-learning research he and his team at Stanford are working on. Finally, listen to the end for a fascinating exchange about artificial intelligence beyond large language models.

    How to Capture the AI Moment (Bobby Yerramilli-Rao, Chief Strategy Officer at Microsoft)

    Play Episode Listen Later Apr 26, 2023 47:11


    As everyone listening to this podcast knows, the release of ChatGPT last November ushered in a new age of AI and catalyzed a wave of AI startups. For this episode of B2BaCEO, Ashu goes deep on AI with Bobby Yerramilli-Rao, former serial entrepreneur and investor, and current Chief Strategy Officer at Microsoft. Ashu picks Bobby's brain on what sectors and problem spaces he thinks are ripe for innovation with AI and what the opportunities for startups are. They then dissect the four layers of the AI stack, from applications to platforms to infrastructure to models. Lastly, they talk about flavors of artificial intelligence beyond large language models. If you're a founder or executive who wants to understand the AI moment and all the opportunities it holds for enterprises and society — listen to this conversation.

    How to Grow in a Bear Market (Beerud Sheth, Co-Founder & CEO of Gupshup)

    Play Episode Listen Later Dec 16, 2022 27:18


    Beerud Sheth is the Co-Founder and CEO of Gupshup, a leading platform for cloud messaging. Prior to that he was the cofounder of what is now Upwork, a pioneer of online freelancing and remote work. Beerud took the slow and steady pace to winning the race, building two unicorns over 25 years. On the show, he and Ashu draw from Beerud's depth of experience and break down how a company can achieve capital-efficient growth in the current economic environment. They also lay out the case for why India might be the Silicon Valley of the future.

    How to Build a Hundred-Billion-Dollar Company (Jonathan Siddharth, Co-Founder & CEO of Turing)

    Play Episode Listen Later Oct 25, 2022 42:00


    Jonathan Siddharth is cofounder and CEO of Turing, the platform that helps companies source, vet, match, and manage the world's best software developers remotely. Jonathan started Turing in Foundation Capital's offices four years ago and he's since grown it into a $4B company. On this episode of B2BaCEO, Ashu gets him to talk about how he did it: from best practices for hiring execs and communicating with investors, to the unique fundraising machine that Turing's built, to navigating through choppy economic waters. Jonathan is one of the most methodical, forward-thinking entrepreneurs active today. For four wild years, he's been living the startup life, and fighting the founder's fight, and embodying this show's ideal of growing from engineer to CEO.

    How to Build an Organization (Alex Bouaziz, Co-Founder & CEO of Deel)

    Play Episode Listen Later Sep 22, 2022 29:14


    Alex Bouaziz is the guest for this edition of the show. He is the Co-founder and CEO of Deel, a global payroll solution that helps businesses hire anyone, anywhere. Founded in 2019, Alex and his team have grown the company into a unicorn with almost a thousand employees in just three short years! In this conversation, he opens up about the thrills and perils of scaling Deel so rapidly: from the things he got right, like how to hire and how to foster a culture of excellence; to where he got it dead wrong, including titles and product development. Alex and Ashu hit every angle of what it takes to build an organization.

    How to Be a SaaS Wunderkind (Christian Owens, Founder & CEO of Paddle)

    Play Episode Listen Later Jul 27, 2022 66:22


    On this episode, Ashu is coming to you from London, where he's spending the summer. His guest is Christian Owens, founder and CEO of Paddle, a B2B payments infrastructure platform. Christian is a fascinating fellow. He dropped out of high school at 16 to run his first software company, which he scaled to $5 million in revenue — not a bad lemonade stand! He started his second company, Paddle, when he was 18 and, in the ten years since, he's scaled it to a unicorn with over $55M in revenue. In this wide-ranging conversation, recorded in person at Paddle's offices, Ashu and Christian cover everything from Christian's brief and wondrous career, to how to scale an enterprise company when you're starting as a complete novice, to what the current economic environment means for “growth at all costs.”

    How to Hire People Better Than Yourself (Ashutosh Garg, Founder & CEO of Eightfold)

    Play Episode Listen Later Jun 24, 2022 26:26


    On this episode, it's Ashu Garg vs. Ashu Garg. Our guest is his good friend Ashu Garg, who also goes by Ashutosh. Ashutosh is the founder and CEO of Eightfold, an AI-powered talent-acquisition and -management platform, where our Ashu is a board member and early investor in the company. In this conversation, the two Ashus trace Eightfold's not-always-easy path from altruistic mission to Silicon Valley unicorn. They spend much of their time discussing how to hire the best people. And CEO Ashu shares everything he wished he knew at the beginning of his startup journey.

    How to Sell Software (Yamini Rangan, CEO of HubSpot)

    Play Episode Listen Later Apr 26, 2022 36:55


    On this episode, Ashu's guest is Yamini Rangan, the CEO of HubSpot. The tagline of the B2BaCEO podcast is “from engineer to CEO,” and that's exactly the path that Yamini took. She started out as an engineer, then moved to sales, and then eventually to running go-to-market operations as an executive. Less than a year ago, Yamini became the CEO of HubSpot, under unexpected and trying circumstances, which she details in the conversation. Ashu and Yamini spend most of their time discussing how to make the transition from engineering to sales and how to build a customer-focused organization.

    How to Be a One-Man C-Suite (Nikesh Arora, CEO of Palo Alto Networks)

    Play Episode Listen Later Mar 28, 2022 48:34


    Nikesh Arora began his career at Fidelity Technologies, where he served as VP Finance. He then went onto T-Mobile, where he was CMO and then in 2004 joined Google, initially running Europe and was ultimately the Chief Business Officer of the company before he left in 2014. He was then president and COO of Softbank Corp before becoming CEO of Palo Alto Networks in 2018. Nikesh has held so many different functional leadership roles that it's small wonder we've dubbed him the “One Man C-Suite.” On this episode, Ashu and Nikesh explore the importance of culture, and how it separates the great companies from the also-rans. Nikesh explains how he went about defining the culture at Palo Alto Networks and then translated that aspiration into reality, including how he approaches hiring.

    How to Lead With Gusto (Josh Reeves, Co-Founder & CEO of Gusto)

    Play Episode Listen Later Mar 3, 2022 48:24


    On this episode, Ashu interviews Josh Reeves, founder and CEO of Gusto, which is reimagining payroll, benefits, and HR for modern companies. Josh joins Ashu to celebrate Gusto's 10th anniversary. Josh explains Gusto's atypical focus on building for “durability and accountability,” as against the usual Silicon Valley dogma of grow fast or die. He walks listeners through how he scaled the company in stages and the new muscles he had to build at each stage. Ashu delves into how Josh successfully made the transition from founder to CEO, how Josh's leadership style evolved over time, and how has this translated to Gusto's culture.

    How to Build a Decacorn (Ali Ghodsi, Co-Founder & CEO of DataBricks)

    Play Episode Listen Later Feb 17, 2022 48:58


    DataBricks CEO and cofounder, Ali Ghodsi, is back on the podcast for a third time, making him the most frequent guest we've had on the show. On this episode, courtesy of our recent enterprise conference, FC BUILD 2021, Ali shares the founding story of Spark and DataBricks, and his own story of going from an academic to a CEO. Ali breaks down the evolution of DataBricks' business model and the company's go-forward vision as a broader platform for data scientists and ML engineers. And he offers advice for founders trying to build a company out of an open-source project. Ali also gets the best way for startups to engage with DataBricks. And he shares what he's learned, from the ground up, about getting go-to-market right and converting that know-how into a $10+B company.DataBricks CEO and cofounder, Ali Ghodsi, is back on the podcast for a third time, making him the most frequent guest we've had on the show. On this episode, courtesy of our recent enterprise conference, FC BUILD 2021, Ali shares the founding story of Spark and DataBricks, and his own story of going from an academic to a CEO. Ali breaks down the evolution of DataBricks' business model and the company's go-forward vision as a broader platform for data scientists and ML engineers. And he offers advice for founders trying to build a company out of an open-source project. Ali also gets the best way for startups to engage with DataBricks. And he shares what he's learned, from the ground up, about getting go-to-market right and converting that know-how into a $10+B company.

    How to Amp It Up (Frank Slootman, Chairman & CEO, Snowflake)

    Play Episode Listen Later Jan 19, 2022 34:47


    How to Win (Dan Springer, CEO of DocuSign)

    Play Episode Listen Later Nov 5, 2021 30:04


    Dan Springer is a three-time Silicon Valley CEO. He's currently the CEO of DocuSign, which he took public and subsequently scaled to more than $2 billion in run-rate revenue and $50+ billion in market cap. Any losers out there will want to stop listening now, because this episode is all about how to win: how to win as a CEO, how to win at go-to-market, and how to win the war for talent.

    How to Scale Product-Market Fit (Rob Bernshteyn, CEO & Chairman, Coupa Software)

    Play Episode Listen Later Sep 16, 2021 27:31


    Rob Bernshteyn's definition of product-market-fit is having “the least lines of code with the maximum amount of value and the highest willingness to pay for that value.” Rob is the CEO of Coupa, the leading business-spend management platform. He's a product-led and metrics-driven CEO. So, naturally, this conversation is all about product and SaaS metrics. In this episode, Rob unpacks his definition of product-market fit and talks about his formula for scaling a SaaS company to a billion dollars.

    BONUS: How to Architect the Future

    Play Episode Listen Later Aug 3, 2021 15:38


    This is a special bonus episode of B2BaCEO featuring one of Foundation Capital's own CEOs, Max Simkoff. In 2016, Max founded Doma, a real estate transactions startup, out of our San Francisco office and Foundation led his Series A. Just last week, less than five years later, Doma started trading on the New York Stock Exchange.You can watch the full story of how Doma went from proof-of-concept to public company in our new video series, “Diary of a Startup."But this episode of the podcast focusses on what Max learned it takes for a FOUNDER-CEO to build a great company. Max walks us through all the critical first steps, even the seemingly trivial ones, for starting a business. He gets into the minds of VC investors and what founders need to do to really impress them. And he lays out, in no uncertain terms, who exactly is and isn't a real entrepreneur.

    How to Do OKRs Right (Deidre Paknad, CEO & Co-Founder of WorkBoard)

    Play Episode Listen Later Jun 28, 2021 29:25


    This episode goes deep on a topic that many founders, especially first-time founders, obsess over but usually get wrong: OKRs, objectives and key results. And there's literally no greater authority on this topic than our guest Deidre Paknad, CEO and cofounder of WorkBoard, the enterprise standard in OKR software and expertise. Deidre is one of the most methodical, systematic, and gutsy leaders we've ever had on the show. Many CEOs overdo or underdo OKRs. Listen to Deidre and she'll tell you how to do OKRs right.

    How to Protect Your Perimeter (Doug Merritt and Mike DeCesare)

    Play Episode Listen Later May 12, 2021 42:41


    Doug Merritt and Mike DeCesare both hold leadership roles at prominent cybersecurity companies. But before they made their way into the CEO seat, both spent many years in a variety of operational positions, gaining a 360-degree view of their respective businesses. Today, Doug leads the team at Splunk with empathy, ensuring all contributors feel valued. And Mike, now co-chairman at Forescout Technologies, explains how his holistic professional journey has made him a more thoughtful leader. We’ll hear from both executives in this next installment from our FC BUILD series, this time moderated by my partner and resident cybersecurity expert, Sid Trivedi. Sid questions Doug and Mike about where privacy is heading in a post-Covid world and about some of the hot topics in the world of cybersecurity today.

    How to Go From Idea to IPO (George Kurtz & Michelle Zatlyn)

    Play Episode Listen Later May 4, 2021 47:21


    In this session from our FC BUILD conference, Ashu interviews two billion-dollar founders. When it comes to scaling management, engineering culture, and anticipating future markets, Cloudflare COO Michelle Zatlyn and CrowdStrike CEO George Kurtz are the ones to ask. Each shares a bit about their respective company’s journeys — plus, George explains how a company is like a race car!

    How to Grow as a CEO (Tien Tzuo and Edith Harbaugh)

    Play Episode Listen Later Apr 21, 2021 37:26


    In this installment of our FC BUILD series, my partner Steve Vassallo talks with Edith Harbaugh, co-founder and CEO of LaunchDarkly, and Tien Tzuo, co-founder and CEO of Zuora. Both former engineers, Edith and Tien offer advice for building a startup, discuss scaling in the time of virtual work, and dissect the art of managing others and themselves.

    How to Commercialize Open Source (Ali Ghodsi, Co-Founder & CEO of Databricks)

    Play Episode Listen Later Mar 18, 2021 44:19


    In this discussion from our recent enterprise conference FC BUILD, Ashu interviews Databricks founder and CEO Ali Ghodsi. A rather unconventional company, Databricks began as an open-source project at UC Berkeley that moved into the commercial space after the team realized its impact. Ali and Ashu discuss commercializing an open-source project, identifying product-market fit, and optimizing go-to-market.

    How to Manage on the Edge of Chaos (Reed Hastings, CEO & Co-Founder of Netflix)

    Play Episode Listen Later Feb 19, 2021 33:13


    This is a special episode of B2B a CEO. Last month, Foundation Capital held a special event for all of our CEOs. We hosted a conversation with Foundation’s most illustrious CEO, Reed Hastings, the CEO and cofounder of Netflix. General Partner Steve Vassallo and General Partner Emeritus Mike Schuh interviewed Reed about his new book, No Rules Rules. Reed discusses the evolution of Netflix, and what he’s learned over the decades about how to build a high-performance culture. He also shares a few stories from back in the day. https://foundationcapital.com/how-to-manage-on-the-edge-of-chaos/

    How to Build a Snowflake (Frank Slootman, Chairman & CEO of Snowflake)

    Play Episode Listen Later Jan 28, 2021 47:43


    From FC BUILD, our recent enterprise conference, Foundation Capital General Partner Joanne Chen interviews Snowflake CEO Frank Slootman. On the heels of his third major IPO, Frank discusses performance culture, scaling, and the future of data.

    How to Sell Yourself, Your Startup, and Your Product (Edith Harbaugh, CEO & CoFounder of LaunchDarkly)

    Play Episode Listen Later Nov 9, 2020 32:01


    On this episode, Ashu interviews Edith Harbaugh, co-founder and CEO of feature management platform LaunchDarkly. They discuss what it takes to leap from an established job to pursue an idea, and how to tackle the woes of fundraising. Edith and Ashu spend the lion’s share of the conversation on the all-important topic of sales. How to sell yourself, your company, and your product. And what to look for when you’re hiring a sales leader.

    How to Be an Anti-Racist CEO (Ralph Clark, President & CEO of ShotSpotter)

    Play Episode Listen Later Sep 14, 2020 24:08


    This episode’s guest is Ralph Clark, the president and CEO of ShotSpotter. Ralph has more than 30 years of experience in corporate finance and organizational leadership roles at IBM, Goldman Sachs, Merrill Lynch, and several successful tech startups. He and Ashu talk about how executives and the tech industry can confront bias and systemic racism.

    How to Hate Losing (George Kurtz, Founder & CEO of Crowdstrike)

    Play Episode Listen Later Jul 15, 2020 51:19


    George Kurtz, the founder and CEO of Crowdstrike, the most successful cybersecurity company of the past decade, is the very special guest for this episode. George joins Ashu for in-depth conversation on everything from hiring, to board composition, to balancing a hybrid product-and-services model. George also gives specific advice for all you security founders listening.

    How to Go to Market (Ali Ghodsi, Co-Founder & CEO of Databricks)

    Play Episode Listen Later Jun 12, 2020 43:06


    On this episode, we have Ali Ghodsi, cofounder and CEO of Databricks, a cloud platform for massive scale data engineering and collaborative data science. For the first third of the podcast, Ali tells us the story of how a research project at the AMP Lab at UC Berkeley grew into Databricks. This will be of particular interest to anyone who wants to know how to commercialize open source. After that, Ali gives listeners a crash course on how to build an early stage go-to-market machine—from how and who to hire, to how to coordinate sales and marketing, to how to execute. It's a fantastic bootcamp for startup CEOs.

    How to Make Your CEO Dreams Come True

    Play Episode Listen Later Apr 20, 2020 31:43


    In part 2 of my interview with Mark Leslie, we dive deeper into his experience founding Veritas and leading it to become a Fortune 100 software company. We hear more about Mark’s eventual departure from his role as CEO to his current passion for teaching and investing.

    How to Get Through the Covid-19 Crisis

    Play Episode Listen Later Apr 1, 2020 48:00


    This special episode of the podcast is part oral history of when the plague came to Silicon Valley and part anthology of advice for startups dealing with the fallout of Covid-19. Five CEOs and one CFO, at companies ranging from early stage to public market, share their experiences of coping with the business impact of the pandemic and offer advice for how best to manage through the crisis. The guests for this episode are Mohit Aron, CEO at Cohesity; Andrew Feldman, CEO at Cerebras Systems; Jack Lazar, former CFO; Mark Leslie, retired CEO at Veritas Technologies; Jonathan Siddharth, CEO at Turing; and Derek Steer, CEO at Mode.

    How to Manage Your Board & Everything Else (Mark Leslie, Managing General Partner at Leslie Ventures)

    Play Episode Listen Later Mar 18, 2020 30:41


    Mark Leslie is the founder & CEO of Veritas Technology, a company he grew from an idea to a Fortune 100 powerhouse worth over $1B in revenue. My interview with Mark was so full of wisdom that we decided there was enough material for at least two episodes. In this first episode, I get into the weeds with Mark on topics ranging from how to manage your board, to pricing and sales, to annual planning. It’s a can’t-miss for all CEOs or CEO-hopefuls!

    How to Be Your Best CEO Self (Dane Holewinski, Startup Founder & CEO Coach at Decode)

    Play Episode Listen Later Jan 31, 2020 25:31


    For the first episode of the new year and new decade, a startup-founder-turned-CEO coach offers some guidance on being your best CEO self.

    How to Be a VC Jr. (Adi Garg & Ashu Garg)

    Play Episode Listen Later Dec 16, 2019 23:07


    This one is for you really, really early-stage founders. Fifth-grader Adi Garg interviews his dad about startups and venture capital and chocolate.

    How to Change the World (Ion Stoica, Executive Chairman & Former CEO of Databricks; & Co-Founder of Conviva)

    Play Episode Listen Later Nov 21, 2019 18:58


    Two-time founder/CEO, and Berkeley computer science professor, Ion Stoica chats with Ashu about what it means to have an impact and how to go from academic to entrepreneur.

    How to Scale Sales (Sudheesh Nair and Ajeet Singh of ThoughtSpot)

    Play Episode Listen Later Oct 31, 2019 41:00


    Sudheesh Nair and Ajeet Singh discuss the tricky process of handing off the CEO baton. They also go deep on how to build a world-class sales organization.

    How to Create a Mission-Driven Culture (Jennifer Tejada, CEO of PagerDuty)

    Play Episode Listen Later Sep 23, 2019 35:13


    Jennifer Tejada, CEO of PagerDuty, puts people and relationships at the forefront of her business strategy. In this episode of the podcast, she tells me what she’s learned as a two-time CEO and how important it is to create a good company culture with diverse talent.___ Jennifer Tejada joins PagerDutyhttps://www.pagerduty.com/newsroom/pagerduty-appoints-saas-industry-veteran-jennifer-tejada-as-ceo/PagerDuty’s IPOhttps://www.forbes.com/sites/alexkonrad/2019/04/11/pagerdutys-ipo-values-it-at-18-billion--heres-why-it-had-doubters-early-on/#492fc12632b3Jennifer rings the NYSE opening bellhttps://www.youtube.com/watch?v=XtRKFLOHXuUInclusivity as good business strategyhttps://www.inc.com/ryan-jenkins/here-are-benefits-of-inclusion-how-to-create-an-inclusive-culture.htmlhttps://www.mckinsey.com/business-functions/organization/our-insights/delivering-through-diversity

    How to Manage Through Influence (Kevin Johnson, CEO of Udemy)

    Play Episode Listen Later Aug 8, 2019 28:26


    Kevin Johnson led two companies in very different stages of growth. Here’s how he did it and what he looks for in new hires.___Ratuken buys Ebateshttps://www.reuters.com/article/us-ebates-m-a-rakuten/rakuten-says-to-buy-u-s-rebate-site-operator-ebates-for-1-billion-idUSKBN0H40JM20140909Kevin Johnson becomes CEO of Udemyhttps://about.udemy.com/press-releases/udemy-board-appoints-kevin-h-johnson-as-new-ceo/Managing through influencehttps://www.theladders.com/career-advice/how-to-lead-with-influence-instead-of-authority

    How to Plan for Success (Mohit Aron, Founder/CEO of Cohesity)

    Play Episode Listen Later Jul 10, 2019 37:26


    Two-time founder Mohit Aron tells me how blueprints and checklists can guide your startup in its earliest stages.___Mohit goes into more detail about his entry point frameworkhttps://rajeshsetty.com/2017/06/29/mohit-aron-evaluating-ideas/Cohesity is on CNBC’s Disruptor 50 listhttps://www.cnbc.com/2019/05/14/cohesity-2019-disruptor-50.htmlMore about Geoffrey Moore, creator of the “technology adoption life cycle”:http://www.geoffreyamoore.com/

    How to Hire and Fire (Burton Goldfield, CEO of TriNet)

    Play Episode Listen Later Jun 3, 2019 35:36


    Burton Goldfield tells me his CEO strategy: know the results you want and build your company towards achieving them.___TriNet goes publichttps://www.mercurynews.com/2014/03/27/san-leandro-trinet-ipo-gives-east-bay-a-new-1-billion-company/

    How to Scale Company Culture (Aaron Levie, CEO & Co-Founder of Box, Part 2/2)

    Play Episode Listen Later Apr 10, 2019 21:20


    Aaron tells me how to scale your company while maintaining its culture and the benefits of going public.___More about Andy Grove’s 10X theoryhttps://thekeypoint.org/2018/03/19/only-the-paranoid-survive/Aaron talks more about maintaining company culture while scalinghttps://firstround.com/review/Aaron-Levie-on-How-to-Scale-10x-as-a-CEO-Built-a-Billion-Dollar-Business/A Box employee makes his mom proudhttps://blog.box.com/make-moms-proudBox finally goes publichttps://money.cnn.com/2015/01/23/investing/box-ipo-tech-stocks/index.html

    How to Pivot (Aaron Levie, CEO & Co-Founder of Box, Part 1/2)

    Play Episode Listen Later Mar 15, 2019 24:15


    Dorm room startup co-founder Aaron Levie tells me how he made the decision to pivot Box from a consumer product to an enterprise solution.___Getting Mark Cubanhttps://www.wsj.com/articles/how-a-cold-email-brought-mark-cuban-to-box-11554474601Aaron’s 2006 email to an investor about the need to pivothttps://www.fastcompany.com/1787627/starred-how-box-cofounder-aaron-levie-enticed-vcs-mark-cuban-battle-microsoft-googleAaron talks to Harvard Business Review about Box’s pivot to enterprisehttps://hbr.org/ideacast/2017/12/boxs-ceo-on-pivoting-to-the-enterprise-market.html

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