Today’s show:

In this TWiST 500 double feature, Alex sits down with two breakout founders: Chalk’s Marc Freed-Finnegan & Tollbit’s Toshit Panigrahi!

First, Chalk’s CEO Marc Freed-Finnegan is tackling one of AI’s biggest bottlenecks—data freshness. Instead of relying on stale batch jobs, Chalk delivers real-time pipelines for inference compute, automatically transpiling Python into C++/Rust so it can run blazing fast in production. Investors are calling it the ‘next Databricks’—and after hearing this convo, you’ll see why.

Then, Tollbit’s CEO Toshit Panigrahi returns after raising a $24M Series A and signing up 1,400+ publishers. With RAG traffic exploding and robots.txt losing its teeth, their ‘bot paywall’ could reshape how AI agents pay for the content they consume. Are we heading for a Spotify moment for data licensing?

A must-watch if you care about the economics of AI, from data pipelines to publisher monetization.

Timestamps:

(0:00) Intro + sponsors

(1:03) Alex tees up two Twist 500 interviews: Chalk & Tolbert

(2:47) Why AI is shifting from training compute to inference compute

(4:41) Data freshness & real-time inference explained

(10:43) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST

(12:00) How Chalk transpiles Python into C++/Rust for speed

(18:52) Chalk’s business model, margins & $500M valuation

(20:11) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist

(21:24) Show Continues…

(28:02) Tollbit returns: $24M Series A & the rise of RAG bot traffic

(30:37) .TECH: Say it without saying it. Head to get.tech/twist or your favorite registrar to get a clean, sharp .tech domain today.

(31:41) Show Continues…

(36:53) Robots.txt losing relevance & the case for bot paywalls

(39:19)Publishers, AI agents & the future economics of the web

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(10:43) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST

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