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Jon Reed has been building enterprise communities since 1995. These days, Jon is a roving blogger/analyst. He also advises vendors and startups on reaching today's informed enterprise buyer, now that the sales funnel is discredited (see his new d-book, Reaching the B2B Informed Buyer - The Case for a Different Framework). He is a diginomica co-founder, the author of five books, and a purveyor of multi-media content. Jon is quickly earning a reputation for outspoken views - and research - on the pros and cons of agentic AI in the enterprise.

Jon is an advocate for media over marketing; he sees diginomica as a chance to disrupt tech media, with the BS-weary enterprise reader in mind. Jon's signature weekly column, Enterprise Hits and Misses, is a punchy enterprise review for readers who enjoy puncturing hype balloons.

Jon's core areas include the problem of CX and customer success, the pursuit of AI/analytics ROI, work futures/skills development, and the realities of transformation efforts - including the pitfalls of cloud ERP value extraction. Lately, he's been documenting the art - and perils - of creative event design, and why next-gen analyst relations needs to happen.

Articles by Jon Reed

Enterprise hits and misses - the AI "cognitive revolution" and job impact debate heats up, while tech earnings season faces off against the tariff economy

This week - is AI a "cognitive revolution" - and isn't it time to grapple with the jobs impact? Tech earnings give an early clue into the tariff impact, but how will tech investments change? Event season rolls on, and so do we. As always, your whiffs.

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Why do organizations wait for a data breach before taking security seriously?

Why do organizations wait for a breach to take the actions that would have prevented a breach in the first place? The answer is not as simple as it sounds. How should organizations respond to changing risks, and AI threats? Time to rethink enterprise security with the experts at Buckhorn Consulting.

dominos fall

Workday Innovation Summit review - generative AI fell short for enterprises, but will agents be different?

Workday Innovation Summit 2025 brought the future of work to a head. Amidst spirited discussions with Workday leadership, we went deep into Workday's agentic AI ambitions. If generative AI is too "shallow" for enterprise ROI, then what's next? Grab your beverage of choice and let's do this.

Shane Luke, VP Product and Engineering, Head of AI & Machine Learning at Workday

Enterprise hits and misses - AI agents need systems of knowledge, while SAP, Google and ServiceNow report upbeat earnings amidst tariff questions

This week - tariff uncertainties haven't derailed the earnings of enterprise software bellweathers like Google, SAP, and ServiceNow (at least not yet). Systems of AI agents need systems of knowledge - but why? Intel is down, but "vibe coding" is up. Plus: your weekly whiffs.

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Want to build cool stuff with AI? Then don't be fragmented! Boomi CEO Steve Lucas on the state of enterprise data

Dear CIOs: "Don't build a lakehouse and wait two years and see if you have a job." A provocative statement - enough for a meaty conversation with Boomi CEO Steve Lucas. In the run-up to Boomi World, I talked to Lucas about his new book, and revisited our agentic AI debate.

Steve Lucas CEO Boomi

Want to get AI agents right? Get your real-time evaluation metrics right first

The AI agent hype has reached a new crescendo, but that doesn't bring us closer to successful projects. Enter AI evaluation - can visibility into agent performance help? Here's my ten tips for better AI agent results, along with burning questions to the CTO of Galileo - with screen shots of AI evaluation in action.

Galileo CTO (and Co-Founder) Atin Sanyal

Enterprise hits and misses - Walmart hits an e-commerce milestone, while CEOs weigh in on the global market reset

This week - how Walmart hit an e-commerce milestone, and where gen AI fits in. Plus: CEOs weigh in on what's next for global markets, and enterprise spending. Generative AI project lessons are piling up, and the weekly whiffs are ready.

Different, Leader Individuality Concept. Unique Paper Plane Flying Up in the Sky while The Group of Failure is Falling Down. © Black Salmon - Shutterstock

Sustaining through change - how the Elizabeth Glaser Pediatric AIDS Foundation manages their global mission with Unit4

In this best-of-events highlight, I share the discussion around the Elizabeth Glaser Pediatric AIDS Foundation's move to Unit4's ERPx platform. There's no getting away from managing change, but when it's discussed this openly, it's worth a closer look.

Elizabeth Glaser Pediatric Aids Foundation

Enterprise hits and misses - professional services confronts AI (and tariffs), and the enterprise tech market resets

This week - so much for all those tech predictions - the enterprise tech market now resets. Professional services faces off against tariffs - and AI disruption. Spring events roll on, and we mix in some tech for good. As always, your weekly whiffs.

man-losing-mind

Enterprise hits and misses - AI winter, AI bubble, or better quality AI - what comes next?

This week - are we heading for an AI winter, are we in a market bubble, or is there a breakthrough in AI quality coming? Plus: quantum computing chugs along, and enterprise projects get a boatload of negotiating tips. Your whiffs include: the DNA of 15 million up for sale.

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Why SAP Business Data Cloud, and why now? Burning questions edition with Irfan Khan

SAP's Business Data Cloud announcement was one of the most ambitious in the company's history. It also raised a flurry of questions on SAP's data strategy, how existing investments fit in, and what this means for SAP Business AI. Time to dig into the top community questions with SAP's Irfan Khan.

Irfan Khan of SAP
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