Most leaders assume AI and search already see the whole internet. In reality, they all operate on the same tiny slice of the web.

In this episode of IT Visionaries, host Chris Brandt sits down with Sudheesh Nair, Co-Founder and CEO of TinyFish and former CEO of ThoughtSpot, to unpack why only a small percentage of the web is indexable and how that cripples enterprise AI.

Sudheesh explains why the next breakthrough won’t come from bigger models or better search, but from agents that can operate the web at scale, logging in, filling forms, running workflows, and surfacing the long tail of opportunities that never appear on page one. He also shares why human craft, taste, and presence will matter more than ever in an agent-driven world.

Key Moments:

00:00 - The Deep Web Problem

02:48 - The Amazon Search Trap

04:26 - Why Search is Broken

07:01 - Internet is No Longer a Library

08:29 - AI Answers vs Blue Links

13:05 - Introducing Tiny Fish's Mission

16:00 - Search as a Poor Experience

18:29 - The Deep Web: APIs, Workflows & Logins

22:11 - Tackling the 93% Problem

25:47 - The Eight-Room Hotel Success Story

29:04 - Operating the Web vs Skimming It

32:42 - Real-Time Personalized Workflows

38:31 - Enterprise B2B Strategy

40:18 - Taste Over Tools

43:08 - AI Freeing Human Experience

46:36 - Travel Experiences & Local Discovery

50:00 - Democratizing the Internet

56:39 - The Waving Guide in China

1:01:12 - Optimism for AI's Future

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