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 $...
Jun 23, 2025•1 hr 3 min•Ep. 58
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 ...
Jun 06, 2025•37 min•Ep. 57
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 o...
Jan 24, 2025•43 min•Ep. 56
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 combine...
Nov 01, 2024•51 min•Ep. 55
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 e...
Oct 11, 2024•43 min•Ep. 54
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...
Jul 16, 2024•33 min•Ep. 53
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 Nuta...
Jun 14, 2024•1 hr 8 min•Ep. 52
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 sc...
May 03, 2024•59 min•Ep. 51
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 scal...
Mar 29, 2024•51 min•Ep. 50
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...
Dec 22, 2023•1 hr 3 min•Ep. 49
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...
Nov 17, 2023•46 min•Ep. 48
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...
Sep 15, 2023•48 min•Ep. 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 domin...
Jun 02, 2023•40 min•Ep. 46
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...
Apr 26, 2023•47 min•Ep. 45
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...
Dec 16, 2022•27 min•Ep. 44
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 cho...
Oct 25, 2022•42 min•Ep. 43
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 de...
Sep 22, 2022•29 min•Ep. 42
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 thi...
Jul 27, 2022•1 hr 6 min•Ep. 41
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 shar...
Jun 24, 2022•26 min•Ep. 40
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 ma...
Apr 26, 2022•37 min•Ep. 39
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 ...
Mar 28, 2022•49 min•Ep. 38
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 ma...
Mar 03, 2022•48 min•Ep. 37
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 ad...
Feb 17, 2022•49 min•Ep. 36
Jan 19, 2022•35 min•Ep. 35
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.
Nov 05, 2021•30 min•Ep. 34
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.
Sep 16, 2021•28 min•Ep. 33
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 focu...
Aug 03, 2021•16 min
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 ...
Jun 28, 2021•29 min•Ep. 32
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 ...
May 12, 2021•43 min•Ep. 31
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!
May 04, 2021•47 min•Ep. 30
