{"podcast":{"title":"The CTO Podcast with Fexingo: Technical Leadership, Architecture, and Engineering Org","slug":"the-cto-podcast-with-fexingo-technical-leadership-architecture-and-engineering-org-7871807","podcast_index_feed_id":7871807,"rss_url":"https://feeds.fexingo.com/business/the-cto-podcast.xml","website_url":"https://www.fexingo.com/","image_url":"https://audio.fexingo.com/business/the-cto-podcast/cover.png","author":"Fexingo","episode_count":76,"summary":"Lucas and Luna sit down in front of a whiteboard to dissect the decisions that shape technical organizations. Each episode of The CTO Podcast with Fexingo examines a specific engineering leadership challenge — from scaling a microservices architecture without creating a distributed monolith, to managing the cognitive load of a 200-engineer org, to choosing between a monorepo and polyrepo strategy based on team topology. The conversations are grounded in real-world cases: how Etsy restructured its data pipeline after a 2019 outage, why Stripe’s API versioning policy reduces breaking changes, or what Basecamp’s choice of SQLite over PostgreSQL says about product philosophy. Lucas brings the journalistic rigor — citing commit histories, RFCs, and postmortems — while Luna pushes back with the pragmatics of org dynamics, hiring constraints, and technical debt. There are no hot takes, no vendor pitches, no ‘best practices’ without trade-offs. Each episode ends with a specific tension left unresolved: the optimal number of direct reports for a VP of Engineering, the point at which a monolith should be broken apart, or whether a platform team should own the CI/CD pipeline. The listener is…","last_synced_at":"2026-06-27T14:18:24.326804+00:00","page_url":"https://stenobird.com/podcast/the-cto-podcast-with-fexingo-technical-leadership-architecture-and-engineering-org-7871807"},"episode":{"title":"How Datadog Monitors Its Own 100-Terabyte Infrastructure","slug":"how-datadog-monitors-its-own-100-terabyte-infrastructure","published_at":"2026-06-16T07:13:43+00:00","page_url":"https://stenobird.com/podcast/the-cto-podcast-with-fexingo-technical-leadership-architecture-and-engineering-org-7871807/how-datadog-monitors-its-own-100-terabyte-infrastructure","show_page_url":"https://stenobird.com/podcast/the-cto-podcast-with-fexingo-technical-leadership-architecture-and-engineering-org-7871807","url":"https://audio.fexingo.com/business/the-cto-podcast/episode-0054.mp3","audio_url":"https://audio.fexingo.com/business/the-cto-podcast/episode-0054.mp3","summary":"Episode 54 of The CTO Podcast: Lucas and Luna explore how Datadog, the monitoring giant, uses its own tools to manage a sprawling infrastructure that ingests over 100 terabytes of data daily. They dive into the dogfooding strategy, the architectural choices that keep observability scalable, and the surprising insight that Datadog runs its entire backend on a single PostgreSQL fork — with custom sharding. Lucas explains the engineering org structure behind the monitoring team, and Luna questions whether dogfooding can blind teams to customer pain. Specific examples include how Datadog handles metric cardinality explosion and why they built a separate time-series database internally before launching it as a product. #Datadog #Observability #Dogfooding #TechLeadership #Infrastructure #PostgreSQL #Scalability #TimeSeriesDatabase #EngineeringCulture #Monitoring #CTOPodcast #FexingoBusiness #BusinessPodcast #Architecture #Sharding #MetricCardinality #SRE #CloudNative Keep every episode free: buymeacoffee.com/fexingo","meta_description":"Episode 54 of The CTO Podcast: Lucas and Luna explore how Datadog, the monitoring giant, uses its own tools to manage a sprawling infrastructure that inge…","key_points":[],"chapters":[],"topics":[],"duration_seconds":595,"processing_state":"not_requested","actions":[{"name":"request_transcript","method":"POST","url":"https://stenobird.com/v1/public/podcasts/the-cto-podcast-with-fexingo-technical-leadership-architecture-and-engineering-org-7871807/episodes/how-datadog-monitors-its-own-100-terabyte-infrastructure/transcription-requests","description":"Idempotently request low-priority transcript generation for this episode."},{"name":"read_markdown","method":"GET","url":"https://stenobird.com/podcast/the-cto-podcast-with-fexingo-technical-leadership-architecture-and-engineering-org-7871807/how-datadog-monitors-its-own-100-terabyte-infrastructure.md","description":"Read the agent-friendly Markdown representation of this episode resource."}]}}