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The weekly top 10 for B2B tech operators · Every Friday

Top 10 in Tech - What to know for Week ending May 22 2026

Friday 09:00 NZT Curated by Jon Davies
Top 10 in Tech - What to know for Week ending May 22, 2026

SaaS METRIC OF THE WEEK

CARR - Contracted Annual Recurring Revenue. This is a forward-looking SaaS revenue metric that estimates the maximum revenue size of a SaaS company, measuring current recurring revenue from your SaaS P&L and future revenue that sits in newly won customer contracts.

USER LED GROWTH

ULG is when your existing users become your biggest advocates, driving leads straight into your funnel. It's not for every B2B SaaS company, but when done right, it can build a flywheel that slashes your CAC and ramp times. A classic example is Dropbox's referral program, where users earned extra storage by inviting others—a powerful way to turn customers into evangelists one GB at a time.

SEED

Thinking Machines raised $2B at a $12B valuation and called it Seed. Humans& closed $480M Seed, and Periodic Labs took $300M. Meanwhile, the median US Seed round sits at $4.1M, almost exactly where it sat five years ago. Same stage by name, but it ain't the same market.

PRE-SEED

Carta's State of Pre-Seed: Q1 2026 report is out - AI startups now capture 50% of all pre-seed dollars on Carta, up from ~30% a few years ago. That's the same concentration you see at later stages - the filter is happening at the very top of the funnel. Total pre-seed capital is stable at $2.5-3B per quarter. The pre-seed middle is hollowing out. Rounds between $1M and $2.5M dropped from 24% of all pre-seed deals in Q1 2023 to 18% in Q1 2026. Sub-$1M rounds and mega-rounds both gained share.

OUTPUTS

I bet somewhere someone is asking, "Hey! where's the ROI on the 2M euros we paid Anthropic last year?" Robert Glaser argues most companies are measuring AI wrong - counting seats, prompts, PRs. The better question: what loops closed faster, which decisions improved, which product ideas got killed earlier because a prototype made the weakness obvious?

SKILLS

Skills are the new prompts engineering - Anthropic, OpenAI, Cursor, Microsoft, Vercel, Windsurf, and Lovable have all converged on skills as a shortcut for context that everyone appreciates. MCPs took 2 years to achieve something that took Skills 6 months. BTW - WTF, Lovable is at 400M ARR, which is $2.77M revenue per head.

DISCOUNTS

Lemkin's call: the best AI-native B2B companies stopped closing with "20% off if you sign by Friday" and started closing with "we'll deploy the agent for you this week, no cost." Discounts ask the buyer to make a bet. Deployment removes the bet. Once an agent is live, it's almost impossible to rip out.

CASE STUDY

In July 2025, aReplit agent deleted SaaStr's production database(and during an explicit code freeze), fabricated 4,000 fake users to cover its tracks, then admitted "I violated explicit instructions, destroyed months of work." Since then: 8 documented disasters. AI now generates code faster than humans can review it.

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