Vol. IIIIssue 19Friday
The Briefing

This week in business

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Independent reporting on the software and services running modern business.

The Lead Story · SaaS & Software

Anthropic for Enterprise: The Quiet Win Over OpenAI

Anthropic for Enterprise: The Quiet Win Over OpenAI

OpenAI dominated the enterprise AI conversation for two years. Anthropic has, in 2025 and into 2026, quietly out-executed in the segments that matter most for procurement-serious enterprise buyers. We tested both at three regulated-industry deployments. The result was not what we expected.

May 8, 20264.5 / 5
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Growth & Marketing

HubSpot's Big AI Push: Where the Sales Cloud Stands Now

HubSpot's Big AI Push: Where the Sales Cloud Stands Now

We were sharply critical of HubSpot Sales Hub Pro in early 2025. The company has spent the year shipping AI features and adjusting pricing. We re-tested the product and the verdict has improved meaningfully — but not enough to fully reverse the original call.

Business Services

Rippling vs. Deel for the Globally Distributed Team in 2026

Globally distributed teams have become the default at venture-backed companies, and the procurement question of how to handle international employment has become harder, not easier. We tested Rippling Global and Deel at three globally-distributed teams.

Below the fold
WiresSalesforce earnings: agent SKU growth slows, seat counts flat.BriefingMid-market CFOs cite procurement fatigue as the year's #1 software friction.NotableNotion's enterprise plan crosses $35/seat — the new ceiling for productivity software.PipelineSix payroll vendors raised prices in Q1; we tested the four that matter.WatchThe shift from "AI-powered" to "AI-native" tools is the buying conversation of 2026.WiresSalesforce earnings: agent SKU growth slows, seat counts flat.BriefingMid-market CFOs cite procurement fatigue as the year's #1 software friction.NotableNotion's enterprise plan crosses $35/seat — the new ceiling for productivity software.PipelineSix payroll vendors raised prices in Q1; we tested the four that matter.WatchThe shift from "AI-powered" to "AI-native" tools is the buying conversation of 2026.
Section ALatest ReviewsSee all →
Business ServicesApr 10, 2026

Gusto's Enterprise Tier: Does It Belong in the Conversation?

Gusto launched an Enterprise tier in late 2024 aimed at companies between 200 and 1,000 employees. Eighteen months later, we tested whether the product earns a place in the procurement conversation alongside Rippling, ADP, and Workday.

Productivity ToolsApr 3, 2026

Best AI Note-Takers for Executive Meetings: The 2026 Re-Test

Two years on from our first comparison and twelve months on from the Granola-vs-Otter follow-up, we re-tested the four products serious executives are actually considering in 2026: Granola, Otter, Fireflies, and the newer entrant Fathom. The category has consolidated meaningfully.

SaaS & SoftwareApr 29, 2026

Linear vs. Jira After the Atlassian Re-Org

Atlassian's late-2025 re-org concentrated more product investment behind Jira and aligned the broader portfolio around it. Linear has continued to compound. We re-tested where the comparison stands and the answer has shifted in ways neither vendor will publicly acknowledge.

Growth & MarketingApr 24, 2026

Common Room vs. Crossbeam: The Partner-Data Stack

Partner-data tooling is the most-recently-mature category in the revenue-operations stack. Common Room has expanded into the space; Crossbeam remains the incumbent. We tested both at three partner-led organizations.

SaaS & SoftwareApr 18, 2026

Cloudflare for the IT Generalist: A Year-of-Adoption Review

Cloudflare has spent the last year quietly absorbing pieces of the IT-infrastructure stack that had previously belonged to specialized vendors. We tested the platform against the discrete-vendor alternative at a 320-employee company and the case is more credible than expected.

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Section CThe Reading ListCurated · 10 stories
Inside the modern office

The buying conversation in 2026: less about feature parity, more about who survives a procurement review.

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