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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This episode of IT Visionaries is brought to you by Meter - the company building better networks. Businesses today are frustrated with outdated providers, rigid pricing, and fragmented tools. Meter changes that with a single integrated solution that covers everything wired, wireless, and even cellular networking. They design the hardware, write the firmware, build the software, and manage it all so your team doesn't have to.

That means you get fast, secure, and scalable connectivity without the complexity of juggling multiple providers. Thanks to meter for sponsoring. Go to meter.com/itv to book a demo.

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IT Visionaries is made by the team at Mission.org. Learn more about our media studio and network of podcasts at mission.org.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Most organizations are sitting on mountains of documents, PDFs, emails, and images they still cannot fully search, organize, or understand.

In this episode of IT Visionaries, host Chris Brandt sits down with Tim McIntire, CTO of Hyland, to unpack why unstructured data is still one of the biggest blockers between AI hype and real results. Tim breaks down why so many companies struggle to access the content they already have and what it really takes to make that information usable, trustworthy, and valuable.

From building content that is ready for AI to unlocking new context-aware agents and improving governance and transparency, Tim explains how leading organizations are finally turning everyday content into real business impact and why the future of enterprise AI starts with cleaning up what is already in the basement.

Key Moments:

02:36 - What Hyland Actually Does

04:18 - Why 80% of Enterprise Data Is Unusable

06:46 - From 30,000 Manual Indexes to Automation

07:47 - Vectorization: Making Documents AI-Ready

09:45 - The ROI of Eliminating Mundane Work

10:55 - AI vs RPA: Why Intelligence Changes Everything

13:23 - Federate Don't Migrate: Meeting Customers Where They Are

16:29 - Governance Can't Be an Afterthought

18:11 - The Explainability Breakthrough

20:10 - Day 1 to Day 90: Faster Time to Value

22:56 - Enterprise Agent Mesh Explained

24:06 - Context Engineering: The New AI Superpower

26:36 - Confidence Scores: When Humans Step In

28:12 - Right Model for the Right Job

31:00 - The 18-Month Prediction: Agents Everywhere

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This episode of IT Visionaries is brought to you by Meter - the company building better networks. Businesses today are frustrated with outdated providers, rigid pricing, and fragmented tools. Meter changes that with a single integrated solution that covers everything wired, wireless, and even cellular networking. They design the hardware, write the firmware, build the software, and manage it all so your team doesn't have to.

That means you get fast, secure, and scalable connectivity without the complexity of juggling multiple providers. Thanks to meter for sponsoring. Go to meter.com/itv to book a demo.

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IT Visionaries is made by the team at Mission.org. Learn more about our media studio and network of podcasts at mission.org.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

If your business relies on video calls, messaging apps, or mobile devices, you are at risk for a new kind of attack.

In this episode of IT Visionaries, host Chris Brandt sits down with Christine Gadsby, Chief Security Officer at BlackBerry, to explore how AI, deepfakes, and weakened telecom infrastructure are reshaping the modern threat landscape.

Christine explains why enterprises can no longer trust what they see or hear, how metadata has become one of the most valuable intelligence sources for attackers, and why encryption alone is no longer enough to protect high-risk communications.

She also breaks down how nation-state groups like Salt Typhoon infiltrate global telco networks, exploit unpatchable 2G and 3G protocols, and use AI to refine attacks in real time.

Key Moments:

00:00 – Where Organizations Are Underestimating Communication Risk

04:05 – Can You Still Trust What You See and Hear on a Call?

08:11 – How Internal Messaging Quietly Became an Attack Surface

12:18 – Why Encryption Alone Does Not Secure Communications

16:24 – What BlackBerry Is Today and Why It Still Matters

20:31 – Why Governments and Enterprises Face a Different Threat Model

24:37 – How AI Deepfakes Changed Executive and Enterprise Risk

28:44 – Which Conversations Inside Your Company Matter Most?

32:50 – The Trust Assumptions Most Companies Don’t Realize They’re Making

36:56 – Why Attackers Wait for Moments of Urgency

41:03 – Is Cyber Extortion Sometimes a Cover for Espionage?

45:09 – Who Salt Typhoon Is and Why Telecom Networks Were Targeted

49:15 – Why Telecom Infrastructure Became an Intelligence Goldmine

53:22 – Why 2G and 3G Networks Still Put Modern Systems at Risk

57:28 – What Secure Communications Actually Require Today

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This episode of IT Visionaries is brought to you by Meter - the company building better networks. Businesses today are frustrated with outdated providers, rigid pricing, and fragmented tools. Meter changes that with a single integrated solution that covers everything wired, wireless, and even cellular networking. They design the hardware, write the firmware, build the software, and manage it all so your team doesn't have to.

That means you get fast, secure, and scalable connectivity without the complexity of juggling multiple providers. Thanks to meter for sponsoring. Go to meter.com/itv to book a demo.

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IT Visionaries is made by the team at Mission.org. Learn more about our media studio and network of podcasts at mission.org.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.