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Enterprise hits and misses - AI agents get a deterministic reality check, and the SaaSpocalypse hype gets new critics

Jon Reed Profile picture for user jreed February 9, 2026
Summary:
This week: AI wants to eat software, but can it? A fresh wave of critics bring a reality check. Speaking of reality check, enterprise LLM agents are getting a deterministic architectural makeover, as vendors acknowledge that out-of-the-box LLMs aren't what customers need. Microsoft continues its epic streak - in the whiffs section.

man-losing-mind

Lead story - Is the SaaSpocalypse a real thing? No, says... Geoffrey Moore? 

We've published a slew of explanations on why agentic AI isn't going to eat SaaS. But I didn't expect one of the best to come from Geoffrey "Crossing the Chasm" Moore. But check Stuart's Can agentic AI 'cross the chasm' without falling in? Tech thought leader Geoffrey Moore assesses progress in straddling the divide. Stuart's virtual sit down with Moore produced this money quote: 

SaaS contains almost a half a century of business acumen, and I'm sorry, but you're not going to just displace a half a century of experience, you're just not. Every company in the world runs on systems of record and has overlaid systems of engagement, so nobody's going to rip them out...If you believe that the end product is a deterministic action, the universe’s  deterministic actions live in the systems of record and systems of engagement. They don't live in AI. OpenAI has no library of determinist actions. SAP does, Oracle does, Hubspot does, Salesforce does, ServiceNow does.

Yes, that's the crux of it, the deterministic essence. With smaller models and superior context, you can improve (probabilistic) LLM accuracy. But a library of deterministic workflows? Not so fast - Moore is right. 

Beyond workflows, there is the separate matter of decision intelligence using LLM agents/assistants. Yes, you could make those decisions on top of a harmonized data layer across a range of SaaS applications, abstracting away from the SaaS vendor in question. It will be interesting to see who wins that business. Software vendors will argue for embedded intelligence and rich semantics, e.g. SAP's partnership with Databricks - making the case that this is superior to agentic best-of-breed API data calls. We'll find out.

Stuart hits home again via SaaSpocalypse No! Stop with the rumors of software's death and listen to Box CEO Aaron Levie. He quotes Levie: 

I'm sympathetic to the idea that you're going to see more competition in software, and I'm sympathetic that agents will do some capabilities that we've currently had in software. Those two things have to happen. They have to be inevitable.

The part that I'm not sympathetic to is actually the two parts are not synthetic. One is that we're just going to code our own CRM system or ERP system. I largely don't think that's going to happen. We all collectively have a fixed amount of resources, and we can deliver more things that [our customers] want to buy and better sort of support their needs. Coding an ERP system is not on that list of things our customers cares about.

After one-too-many LinkedIn skirmishes, Brian Sommer lured me into a blown gasket on this same topic, which we released as a podcast: ERP vendors versus AI agent disruptions - an informal discussion gets heated.

  • Despite some of the over-the-top AI happy talk and investor infatuations, market pressure on incumbent software vendors is a good thing, for vendors and customers.
  • Not all Saas (or ERP) is created equal. Modern solutions that flexibly adapt business models to the pace of today's economy are pretty rare; SaaS software with innovative pricing models are rare indeed. (See more on this in the best-of-web section).
  • ERP and CRM as categories are getting long in the tooth; the need for deterministic workflows doesn't mean software categories themselves will live on forever. End-to-end data/process platforms are more in tune with where we are headed.
  • Tacking best-of-breed agents on whatever software you can find and declaring that 'software is dead' is a recipe for governance and orchestration roadblocks.

As Stuart concludes from his talk with Moore

I felt coming into 2026 that this would be a year of not so much correction as adjustment of expectations around AI and agentic AI in particular and that this was going to take some modified messaging on the part of vendors to set user expectations accordingly without at the same time putting them off of the tech’s potential.

A slew of keynotes are being planned right now; we'll soon find out where that messaging lands. 

Investors balk at AI infrastructure spend - Wall Street loves AI (well, mostly, except for that pesky ROI thing), but doesn't like SaaS that actually works... Investing in AI infrastructure? Stuart tries to find the market wisdom amidst the fickle: 

Vendor analysis, diginomica style. Here's my three top choices from our vendor coverage:

Event wraps come in - with more events on deck. Before long, the event calendar will get wacky... for now, cold fronts, storms nobody asked for, and time for event wraps + standout use cases: 

A few more vendor picks, without the quotables:

Jon's grab bag -  Cath hits on key issues that matter all year round in Black History Month - how to survive and thrive as a Black woman in tech. Madeline has one of my fave tech stories of the year in Tech for good - the death of animal testing? Tech advances might render it obsolete... Phil shares the view from a new workplace startup that is, appropriately enough, founded by former engineers on Meta's underrated (and unceremoniously kiboshed) Workplace product: Former Workplace from Facebook engineers launch AI start-up Slashwork to banish teamwork slop

Katy nails down a crucial Ai productivity insight in Standing at the crossroads - PwC on the difficulties of getting productivity gains from Copilot. Quoting PwC's Stephanie Mosticchio: 

Would I use an AI agent to email execs at Microsoft? Do I want it to send this autonomously? No, I do not. For productivity gains you need to look at AI agents in supply chain apps or predictive maintenance apps.

Bingo indeed. I haven't heard rave reviews of Copilot, but we can expect these kinds of productivity apps to - at best - scratch the surface, compared to the kinds of meaty use cases Mosticchio cited. 

Stuart spices up a stellar week with Haves and have nots, Europe's big problems, and why Palantir is too busy in the US to help much - CEO Alex Karp gets bombastic with the tough love. Once more from Stuart: NewsCorp isn't messing around with content theft: News Corp's ultimatum to AI firms - fund fecundity and get sued or get with the program and do a content deal:

I like Thomson’s turn of phrase when he warns that anyone who doesn’t get the company’s message around AI and take it on board will be demonstrating a policy decision “to fund fecundity will mean that AI stands for Artificial Intransigence.'

Yep, that's a blammo, and, a wake-up call for Big AI execs, at least those who haven't made content deals with News Corp.

Best of the enterprise web

Waiter suggesting a bottle of wine to a customer

My top six

Overworked businessman

Whiffs

Things that make you go...

Malicious VS Code AI Extensions Harvesting Code from 1.5M Devs www.koi.ai/blog/malicio...

"They also capture every file you open, every edit you make, and send it all to servers in China. No consent."

-> hmmmm.... but if it made your coding faster then all is well....???

Jon Reed (@jon.diginomica.com) 2026-02-09T03:23:23.976Z

Not everything online is FOMO: 

Wedding Photo Booth Company Exposes Customers’ Drunken Photos www.404media.co/wedding-phot...

-> perhaps not ideal but I personally find those types of wedding photos oddly reassuring lolz

Jon Reed (@jon.diginomica.com) 2026-02-09T03:19:45.274Z

Microsoft, meanwhile, is on an epic Hits/Misses hot streak: 

Microsoft walks back AI in Windows 11! Yeah, right pivot-to-ai.com/2026/02/04/m...

"Copilot integrations like those found in Notepad and Paint are under review."

-> oh noooo, not the Paint Copilot!!! That's way more important than Windows 11 bugs lol....

Jon Reed (@jon.diginomica.com) 2026-02-09T03:16:44.083Z

If you find an #ensw piece that qualifies for hits and misses - in a good or bad way - let me know in the comments as Clive (almost) always does. Most Enterprise hits and misses articles are selected from my curated @jonerpnewsfeed.

 

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