B2BaCEO (with Ashu Garg)

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.

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.

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.

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.

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.

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.”

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.

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.

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.

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.