Datadog has over 4,000 engineers actively using coding agents, with virtually every employee across the company using some form of AI.
Datadog has over 4,000 engineers actively using coding agents, with virtually every employee across the company using some form of AI.
Where this was said
At 3:48 · chapter starts 1:49
Joel de la Garza opens by asking Escobar to walk through how Datadog is thinking about AI risk and deployment. Escobar's answer is instantly disarming: there was never a serious debate about blocking AI tools — that ship had already sailed. Datadog started small, with just 50 Cursor licenses on a 'see who bites' basis, and adoption exploded organically [1] — Emilio Escobar "Blocking AI tools has never stopped employees from using them — it just drives adoption underground. Datadog handed out ChatGPT licenses to…" 02:43 . Today, over 4,000 engineers use coding agents and the company-wide AI adoption rate sits around 98%. On the non-engineering side, the approach was equally pragmatic: hand out ChatGPT licenses to everyone, configure zero data retention, and let people use it for whatever they want — including finding a recipe for pot roast. The contrast with the prevailing industry posture is stark: at RSA two years ago, Escobar was surrounded by CIOs asking him how he wasn't blocking these tools.
Datadog's AI coding journey began with just 50 Cursor licenses, deployed on a trial basis to see organic adoption before scaling to thousands of users.
Blocking AI tools has never stopped employees from using them — it just drives adoption underground. Datadog handed out ChatGPT licenses to everyone two years ago, with zero data retention, while most CIOs were still asking how to block it.
Rather than blocking ChatGPT, Datadog gave all employees access with zero data retention policies — a move Emilio said was still contrarian among CIOs two years ago.
Bhanu and his team built approximately 50 free tools to attract search traffic, each linked back to SiteGPT.
With AI coding tools like Cursor, Bhanu can now create a new free marketing tool in less than 5 minutes by referencing existing tools.
Bhanu filters Ahrefs keyword results to show only those with a keyword difficulty below 10, making them realistic ranking targets for any decent website.
Bhanu sets a minimum search volume of 1,000 monthly searches when selecting keywords to target with free tools.
PropGPT averaged 20 downloads per day right after launching on the App Store through influencer marketing.
Eyal and Yali shut down all marketing and spent 4 months completely rebuilding PropGPT from scratch.
PropGPT has accumulated over 40,000 total downloads since launch.
PropGPT's large language model (AI) operating costs are just $20 per month, and the cost is continually falling.
Ad-based monetization works well for game apps where users spend extended time in-session, as seen with Grid and Wordle.
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