Why AI Can’t See Most of the Web (Explained by the Founder Building the Fix)
IT Visionaries
Outro
Chris and Sudheesh close the conversation with final reflections and encouragement to build a better web.
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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