Curated for content, computing, data, information, and digital experience professionals

Month: May 2026

Gilbane Advisor 5-6-26 — Language games, agent reality gap

Featured articles from: Stephanie Shen, and Cobus Greyling.

Additional reading from: Annalise Sumpon, Daniel Tunkelang, Rachel Draelos, and Michael Andrews.

News from: Microsoft, Deepgram, Acquia, Otter. ai.

Our next issue arrives 5/20/26.

All previous issues are available at https://gilbane.com/gilbane-advisor-index


Opinion / Analysis

The illusion of understanding

Wittgenstein, neuroscience, and why language is not thought in humans or AI

Stephanie Shen’s intriguing essay provides novel way to look at how humans and LLMs each “think”. Shen wrote this piece for a general audience; no philosophical, neuroscience, or AI expertise required. Every reader will learn something. Highly recommended. (12 min)

https://medium.com/illumination/the-illusion-of-understanding-8b083cc1e11e

The AI agent reality gap

Researching AI agents in production and the gap between demo and deploy

Cobus Greyling summarizes a study, Measuring Agents in Production, from UC Berkeley, Intesa Sanpaolo, UIUC, Stanford University, and IBM Research, that surveyed 306 practitioners and conducted 20 in-depth case studies across 26 domains. Greyling’s article design is a bit loud, but a way to quickly get the take-aways, some of which are surprising. Link to the paper below. (8 min)

Article: https://medium.com/@cobusgreyling/the-ai-agent-reality-gap-143c04136b5b
Paper (PDF): https://arxiv.org/pdf/2512.04123

More Reading

All Gilbane Advisor issues


Content Technology News

Microsoft 365 E7 and Agent 365 now generally available

Agent 365 is the control plane for agents, extending the visibility, control, and trust that organizations rely on for users to the agents they deploy.
https://www.microsoft.com/en-us/security/blog/2026/05/01/microsoft-agent-365-now-generally-available-expands-capabilities-and-integrations/

Deepgram launches Flux Multilingual

Flux Multilingual supports 10 languages in a single conversational model, enabling teams to build and deploy voice agents globally with one integration.
https://deepgram.com/learn/introducing-flux-multilingual

Acquia enhances Acquia Source

The unified intelligent workspace with the new Acquia AI allows digital teams manage content, applications, AI agents, and analytics in one place.
https://www.acquia.com/newsroom/press-releases/acquia-announces-significant-updates-acquia-source-and-launches-acquia-ai

Otter. ai launches enterprise Conversational Knowledge Engine

Knowledge Engine turns every meeting, call, and discussion into data that is searchable, cross-referenced, connected to your existing tools, and available to your AI systems.
https://otter.ai/blog/otter-ai-evolves-from-ai-notetaker-to-create-100b-enterprise-conversational-knowledge-engine-market

All content technology news


The Gilbane Advisor is authored by Frank Gilbane and is ad-free, cost-free, and curated for content, computing, data, web, and digital experience technology and information professionals. We publish recommended articles and content technology news. We do not sell or share personal data.

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Microsoft 365 E7 and Agent 365 are now generally available

From the Microsoft 365 Community blog…

Today, Microsoft 365 E7 – the Frontier Suite – is generally available, offering a single, integrated solution that unifies intelligence and trust, so organizations can move from experimentation to enterprise-wide AI adoption. Microsoft 365 E7 brings these capabilities together in one suite: 

  • Microsoft 365 Copilot: AI built for work
  • Microsoft 365 E5: enterprise‑grade productivity, security, identity, and compliance
  • Microsoft Entra Suite: identity and network access controls that secure employee use of all apps and AI
  • Microsoft Agent 365: the control plane for governing, observing, and securing AI agents at scale

Today also marks the general availability of Microsoft Agent 365. Agent 365 provides a consistent way to:

  • Observe: Gain visibility into agents in your environment, understand how they’re used, and act quickly on performance, behavior, and risk signals before they impact the business.
  • Govern: Establish guardrails for agents and people, onboard agents with IT oversight, and govern agent access to resources and data. Be audit ready with built-in compliance and data retention.
  • Secure: Secure agent identities, control access to resources, prevent data oversharing and leaks, and defend against threats and vulnerabilities with enterprise-grade security solutions.

Microsoft 365 E7 and Agent 365 are now generally available | Microsoft Community Hub

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