Main Branch

Cagla Kaymaz

Main Branch is a podcast about how leading AI startups get built, deployed, and scaled. Each episode, host Cagla Kaymaz goes deep with AI founders and early adopters, covering their tech stack, research bets, inflection points, key hires, and more. Early guests include founders of Glean, CrewAI, LaunchDarkly, and Myriad AI.  Cagla is a seed investor at Category VC, focused on AI infra, devtools, and apps. Before VC, she was an engineering and product leader at Microsoft, and holds math and CS degrees from Stanford.

Episodes

  1. 2d ago

    Buy vs. Build on a $12B tech budget, with David Griffiths, Group Head of AI at Citi

    David Griffiths is the Group Head of AI at Citi, a bank that operates in 160+ countries, serves 200 million+ customer accounts, runs a $12 billion annual tech budget, and employs 30,000+ developers. In this episode, we discuss how he decides what to buy versus build, what it takes for an AI startup to get deployed at a bank of this size and some of the wins from partnering with the likes of Cognition, xAI, Anthropic and Google Gemini. We also talk about why he thinks tokenmaxxing is a really bad idea and what he is doing to keep costs under control as usage takes off. David makes the case that there are now enough scaled use cases where smaller task-specific models will beat paying frontier prices for general intelligence, and that the timing has arrived for startups helping enterprises train or fine-tune their own models. 00:00 Introduction 01:03 Evaluating Enterprise AI Tools at Scale 10:05 Measuring Real ROI in AI 14:13 Citi's Multi-Model AI Strategy 18:55 Managing AI Risks & Cost Control 21:33 Small Language Models & Proprietary Data 24:57 Advice for AI Founders & Future Agents David's LinkedIn: https://www.linkedin.com/in/david-griffiths-17106b59/ Cagla’s LinkedIn: https://www.linkedin.com/in/caglakaymaz/ Cagla’s X: https://x.com/caglakaymazLearn more about Category Ventures: https://www.categoryvc.com/ Produced and edited by Eric Johnson from LightningPod: https://lightningpod.fm/ Theme music composed by DJ La Mano, provided by https://soundtaxi.com/

    Buy vs. Build on a $12B tech budget, with David Griffiths, Group Head of AI at Citi
  2. Jun 4

    Arvind Jain’s AI Playbook: How The Glean CEO Built to $300M ARR

    For the launch episode of Main Branch, I sit down with Arvind Jain, founder and CEO of Glean, who took a widely dismissed idea and turned it into one of the fastest-growing AI platforms, crossing $300M in ARR. We chat about how he built conviction when the enterprise search market was a graveyard, the three shifts (SaaS, cloud, and BERT-era transformers) that quietly made the problem solvable in 2019, and how the launch of LLMs and every step-function change from the labs since has been a lucky supercharger for Glean. We trace the product arc from a search box to an agentic coworker, and dig into the early operating playbook, including how he used to send 100 cold LinkedIn DMs a day. Arvind makes the case for how to compete when foundation labs move up the stack, and why the AI market is still 100x undersupplied. Chapters: 00:00 Introduction 02:12 Early Conviction in Enterprise Search 05:33 Why Previous Search Solutions Failed 07:42 From Transformers to Generative AI 14:24 The Scale of the AI Revolution 16:17 Competitive Moats and Strategic Focus 18:31 Advice for Founders Starting Today 21:24 The Multi-Year Stealth Journey 24:04 Early Sales Philosophy and Customer Discovery 29:38 Integrating AI at Glean 32:31 Hiring and Testing AI Aptitude 36:40 Embracing Market Challenges and Mission Arvind's LinkedIn Cagla’s LinkedIn Cagla’s XLearn more about Category Ventures Produced and edited by Eric Johnson from LightningPod Theme music composed by DJ La Mano, provided by Soundtaxi

    Arvind Jain’s AI Playbook: How The Glean CEO Built to $300M ARR

About

Main Branch is a podcast about how leading AI startups get built, deployed, and scaled. Each episode, host Cagla Kaymaz goes deep with AI founders and early adopters, covering their tech stack, research bets, inflection points, key hires, and more. Early guests include founders of Glean, CrewAI, LaunchDarkly, and Myriad AI.  Cagla is a seed investor at Category VC, focused on AI infra, devtools, and apps. Before VC, she was an engineering and product leader at Microsoft, and holds math and CS degrees from Stanford.