Insights Newsletter Archive

View Larry Dignan's Insights Newsletters from 2026.

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Insights Newsletter

August 18, 2026

Enterprise AI grows up, vendors are noticing

The era of grown-up AI is emerging, with governance, architecture, and model-agnostic approaches taking shape. A few vendors are striving to be the grown-ups in the AI implementati...

Larry Dignan

Insights Newsletter

August 18, 2026

How UnitedHealth Group sets its AI stack, targets 1,000 use cases

UnitedHealth Group has more than 1,000 AI use cases in play, key technology partnerships, and a solid governance framework. The bet: AI returns on individual use cases can add up t...

Larry Dignan

Insights Newsletter

August 18, 2026

Enterprise vendor pecking order upended by volatility, AI inflection points

IBM's second quarter clunker shouldn't be viewed in a vacuum, even though some of the disappointing results are due to self-inflicted wounds. IBM is just the canary in the vendor c...

Larry Dignan

Insights Newsletter

August 18, 2026

General Mills bets on AI, supply chain redesign to drive $3 billion in savings

General Mills plans to save $3 billion over the next four years through technology modernization and supply chain redesign to offset inflation, fund growth investments, and increas...

Larry Dignan

Insights Newsletter

August 18, 2026

What we've learned about AI projects from enterprise buyers so far

General Mills plans to save $3 billion over the next four years through technology modernization and supply chain redesign to offset inflation, fund growth investments, and increas...

Larry Dignan

Insights Newsletter

August 18, 2026

Don't let your vendor's AI strategy become yours

Tom Pagram, Head of AI at Virgin Australia, has a simple message for enterprises: Don't let your vendor pick your AI strategy. quot;One of the fastest ways to slow down your AI tra...

Larry Dignan

Insights Newsletter

August 18, 2026

For Starbucks, AI returns are behind the scenes

Starbucks CEO Brian Niccol is betting the coffee company’s returns on AI investment will come from outcomes that aren’t noticed by customers that much. The company is focusing on s...

Larry Dignan

Insights Newsletter

August 18, 2026

What if our AI infrastructure is already built?

If you're one of those people who watch what people do, not what they say, you may want to start paying attention to AI royalty right now. Why? Because the likes of Microsoft CEO S...

Larry Dignan

Insights Newsletter

August 18, 2026

How to avoid vendor lock-in in the AI age

Technology vendors are barraging enterprise buyers with platform pitches that'll enable their agentic AI dreams and automate enterprises, via private product previews that'll be av...

Larry Dignan

Insights Newsletter

August 18, 2026

AI inference costs are going to be a big concern: What's the fix?

AI inference costs are surfacing on earnings calls as enterprises try to get a handle on token costs while ramping up AI agents. The bigger question is whether the context layer is...

Larry Dignan

Insights Newsletter

August 17, 2026

How Prudential CTO Liz Brand is approaching agentic AI, transformation

Prudential Financial CTO Liz Brand said governance is an AI advantage, the pendulum is swinging toward building over buying, and tech debt can be an odd advantage when technology i...

Larry Dignan

Insights Newsletter

August 17, 2026

How Verizon manages AI agent sprawl

Verizon has been scaling its use of AI agents across its enterprise, focusing on operational efficiency and customer experience. As a result, Verizon has had to put in place proces...

Larry Dignan

Insights Newsletter

August 17, 2026

The space race and what it means for enterprises

Amazon's move to acquire Globalstar is just the latest data point that enterprises are likely to have space in the IT stack with real-world use cases. To date, space has been all a...

Larry Dignan

Insights Newsletter

August 17, 2026

Your AI talent planning algorithm is common sense

Your talent pool is running dry as you freeze hiring, cut workers, and worship at the altar of agentic AI utopia. If not careful, enterprises will find themselves in a world of hur...

Larry Dignan

Insights Newsletter

August 17, 2026

Zillow bets on content, context, data flywheel as AI differentiator

Zillow is betting that AI will be a boon to its business, both internally and in customer experiences, thanks to a hefty dose of proprietary data, context, and the ability to tailo...

Larry Dignan

Insights Newsletter

August 17, 2026

AI Forum 2026: There's no easy button for AI

There isn’t an easy button for agentic AI, and enterprises will need more discipline to implement it, not less. The difference between AI transformation and real returns is depende...

Larry Dignan

Insights Newsletter

August 17, 2026

Constellation Research's Futures Forum: What CEOs are thinking

AI has accelerated the rate of change for enterprises, and CEOs and boards of directors need to keep up, lead, and transform industries. Constellation Research brought together 120...

Larry Dignan

Insights Newsletter

August 17, 2026

Where’s tokenomics for the rest of us?

The enterprise resource planning software category is about to get a lot more interesting over the next 12 to 18 months amid NVIDIA CEO Jensen Huang has a go-to riff about the comp...

Larry Dignan

Insights Newsletter

August 17, 2026

Disruption coming for ERP, not from where you'd think

The enterprise resource planning software category is about to get a lot more interesting over the next 12 to 18 months amid new entrants, margin compression, new experiences, and ...

Larry Dignan

Insights Newsletter

August 17, 2026

Anthropic vs. SaaS: A nuanced view

Anthropic has been portrayed as a SaaS assassin. Anthropic launches connectors and plugins to various enterprise apps, and SaaS stocks tank. Anthropic doubles down on Claude Code a...

Larry Dignan

Insights Newsletter

August 17, 2026

Zoho Day 2026: Emerging themes to watch

Zoho Day 2026 featured dozens of takeaways and insights from an enterprise software company that has historically been disruptive with great value for the money. And AI is likely t...

Larry Dignan

Insights Newsletter

August 17, 2026

How three hotel giants are playing agentic commerce, AI

Agentic commerce is in its infancy, and enterprises need to think through ownership of the customer experience and architecture, and how to play the co-opetition game with AI giant...

Larry Dignan

Insights Newsletter

August 17, 2026

SaaS under the microscope: How to evaluate your vendor

Software as a service companies are being repriced, re-evaluated and rethought as analysts, investors and customers wonder how AI agents will affect the category. CxOs need to go t...

Larry Dignan

Insights Newsletter

August 17, 2026

Forward-deployed engineers: The promise, peril in AI deployments

Enterprise software vendors and AI players are talking up forward-deployed engineers as a turbocharger that helps companies achieve faster value in agentic AI deployments....

Larry Dignan

Insights Newsletter

August 17, 2026

Caterpillar’s AI Vision Takes Shape, with Data, Cloud Focus a Precursor

Caterpillar has plans for artificial intelligence (AI)– enabled features in its construction equipment; autonomy at scale and machine learning using computer vision, sensors, and e...

Larry Dignan

Insights Newsletter

August 17, 2026

Agentic AI experiences will determine enterprise winners

Agentic AI to date has revolved around architecture, standards, use cases, process automation, and productivity, but customer experiences and visions of reinventing categories are ...

Larry Dignan

Insights Newsletter

August 17, 2026

Why enterprise AI leaders should bank on open-source LLMs

Nvidia, which is quickly becoming the champion of open-source AI models in the US, argues that open-source AI models are roughly six months behind more expensive proprietary fronti...

Larry Dignan

Insights Newsletter

August 14, 2026

Enterprise technology 2026: 15 business trends to watch

Enterprises will get all-you-can-eat agentic AI pricing; data tools will be a headache; AI agents will look more like a feature than a revolution; and physical AI will matter. Thos...

Larry Dignan

Insights Newsletter Archive

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