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Clouded Judgement

cloudedjudgement.substack.com · Personal blog · on HN since 2021

Jamin Ball writes a weekly newsletter analyzing public software company metrics, SaaS valuations and the effect of AI on software businesses.

What HN saysHN commenters cite it for data like the correlation between revenue multiples and growth rates, and for its analysis of GitLab's S-1.
23HN people shared it
5linked it in comments
29stories submitted
62story points
4 months agolast shared
2021people per year2026

Most-shared posts

  1. 1
    Systems of Record Are Evolving
    6 people · 18 points · first shared 2025 · discussion on HN
  2. 2
    Authentication in the Age of AI Agents
    3 people · 2 points · first shared 2025 · discussion on HN
  3. 3
    Clouded Judgement 10.25.24 – Misaligned Incentives
    2 people · 2 points · first shared 2024 · 1 comments on HN
  4. 4
    Authority Is the AI Bottleneck
    2 people · 1 points · first shared 2026 · discussion on HN
  5. 5
    Is seat-based pricing dead?
    1 people · 11 points · first shared 2024 · 6 comments on HN
  6. 6
    Moats in the Age of AI
    1 people · 3 points · first shared 2025 · 1 comments on HN
  7. 7
    From Systems of Record to Systems of Intelligence
    1 people · 3 points · first shared 2024 · discussion on HN
  8. 8
    The End of Compute Scarcity? Not So Fast
    1 people · 3 points · first shared 2026 · discussion on HN
  9. 9
    Latest Trends in Cloud Software Companies
    1 people · 2 points · first shared 2022 · discussion on HN
  10. 10
    Time to Power
    1 people · 2 points · first shared 2026 · 1 comments on HN
  11. 11
  12. 12
    The Bar for Going Public
    1 people · 2 points · first shared 2024 · discussion on HN
  13. 13
    Hard Truths
    1 people · 1 points · first shared 2024 · 1 comments on HN
  14. 14
    A Look Back at Q2 '22 Public Cloud Software Earnings
    1 people · 1 points · first shared 2022 · discussion on HN
  15. 15
    Clouded Judgement: Is Software Cheap or Expensive?
    1 people · 1 points · first shared 2024 · discussion on HN

What HN people wrote when they linked it

jlas · 2024-03-02
ZIRP is over and startups are back to hard mode > In 2021 and the first half of 2022 (when most of the 2022 activity happened) we essentially crammed 5 years worth of funding into an 18 month period. Series Bs and Cs were raised when companies were at the typical Series A milestones. Normal round sizes doubled or tripled. Every type of investor was broadly operating in a “risk on” mindset given the ZIRP environment, and the venture capital ecosystem was no exception. From https://cloudedjudgement.substack.com/p/clouded-judgement-11224-hard-t…
redwood · 2025-12-15
Jamin Ball had a better take on Clouded Judgement https://cloudedjudgement.substack.com/p/clouded-judgement-121225-long-… "Long Live Systems of Record"
twakefield · 2025-03-18
There is a correlation analysis in Jamin Ball's "Clouded Judgement" substack [1] which shows the correlation between next twelve month ("NTM") Revenue Multiples and Revenue Annual Growth Rates for public market tech / SaaS stocks. The current Slope-Intercept is (NTM Revenue Multiple) = 36.677*(NTM Rev Growth Rate) + 2.0013. If Wiz is doubling revenue (100% Growth Rate) and they are at about $500M of revenue today [2], then the multiple according to that calculation is ~38.7 X Next Twelve Month Revenue ($1B) or $38.7B. So, the price is in line with the market...or you could argue even a discount to it. [1] https://cloudedjudgement.substack.com/p/clouded-judgement-31425-authen… [2] https://www.barrons.com/articles/google-stock-price-wiz-deal-alphabet-…
asciimike · 2021-09-17
Here's a good analysis of the financials in the S1: https://cloudedjudgement.substack.com/p/gitlab-benchmarking-the-s-1-da…
steer_dev · 2026-01-06
Doing post-mortems on my agent's failures over the holidays made me realize the problem isn't the model. It is the lack of a deterministic inference-time verification layer. I spent the break reading the recent Stanford/Harvard paper on agentic adaptation [1]. Their research provides mathematical proof for what I experienced in Q4: supervising only final outputs is a dead end. Agents learn to "ignore tools and improve likelihood," meaning they learn to lie more convincingly to pass evaluations while the underlying logic rots. I call this the Agent Lobotomy. The agent I have in production today is significantly dumber than the one I demoed in December. I was forced to strip autonomy, remove context, and add human checkpoints because I could not trust the probabilistic output. We are stuck in an Autonomy Retreat, creating an Authority Bottleneck [2] where agents are relegated to assistive tasks because the tail risk of autonomous action is too high. I built Steer (open source) to stop the bleed. In v0.4.0, I moved the architecture to an Agent Service Mesh pattern. Instead of decorating every function, you patch the framework (e.g. PydanticAI) at the entry point. It auto-discovers tools and enforces a reliability policy globally via deterministic Reality Locks. The real unlock is the data. By capturing the delta between a Blocked Response and a Taught Fix, Steer acts as a synthetic data factory for DPO. It moves reliability from a runtime tax to a training asset, allowing…

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