Field Notes — 2026
San Francisco, CA
sachinai.com

The machines are learning. So am I.

Writing at the intersection of artificial intelligence, enterprise sales, and the market. Because the future doesn't wait for permission.

Sachin Rai · Senior AE · Freshworks · 7× President's Club

Writing at the frontier.
No polish. Just signal.

The world's most unnecessarily data-driven sales blog.
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Field Notes — Volume 1
* 200% Quota · 7× President's Club · Largest TCV deal in Freshworks history
0
Field Notes Published
0
Signals Scanned — AutoQuant
0
% Quota Attained
What I write about 03 categories
Category 01 — Built in public

AutoQuant, SwingTrader, LangGraph pipelines, gbrain. I build things and write about what breaks, what ships, and what I'd do differently.

AI Systems
Category 02 — Earned in the field

President's Club, Seagate close, cold email experiments, pipeline forensics. What actually works in enterprise software sales in 2026.

Enterprise Sales
Category 03 — Real capital, real rules

Bayesian signal grading, options flow, regime detection. Trading systems that learn from every trade and update their own weights.

Markets
Latest writing All posts →
The Player-Coach Fallacy
Management · AI · June 2026

The Player-Coach Fallacy

6 min read
The AI Skill Gap Nobody Is Teaching
AI · Engineering · June 2026

The AI Skill Gap Nobody Is Teaching

7 min read
The Metric That Actually Measures AI Productivity
AI · Productivity · June 2026

The Metric That Actually Measures AI Productivity

7 min read
Memory Is the New Moat
AI · Strategy · May 2026

Memory Is the New Moat.

7 min read
The 90/10 Reliability Wall
Enterprise · AI · May 2026

The 90/10 Reliability Wall.

7 min read
Boring Verticals Win
Venture · Strategy · May 2026

Boring Verticals Win.

6 min read
The Trojan Horse Strategy
Strategy · Sales · May 2026

The Trojan Horse Strategy.

7 min read
Building a Second Brain That Actually Works
Knowledge · PKM · May 2026

Building a Second Brain That Actually Works.

8 min read
Thirteen Agents in One Saturday
AI · Engineering · May 2026

Thirteen Agents in One Saturday.

10 min read
Most Second Brains Just Rotate
Knowledge · May 2026

Most Second Brains Just Rotate.

10 min read
Vault: 7.5 to 9.5
Ops · May 2026

Vault: 7.5 → 9.5

10 min read
I Renamed Seven Agents
Engineering · May 2026

I Renamed Seven Agents.

10 min read
6 Months of Bayesian Signal Grading
Markets · Apr 2026

6 Months of Bayesian Signal Grading.

9 min read
Win Rate Lies
Strategy · Apr 2026

Win Rate Lies.

7 min read
7 AI Trends I'm Tracking in 2026
Strategy · Apr 2026

7 AI Trends I'm Tracking in 2026.

9 min read
The AI Sales Stack I'd Build Today
Sales · AI · Feb 2026

The AI Sales Stack I'd Build Today.

8 min read
System Comparison — AutoQuant

Static vs.
Adaptive

LegacyStatic Rules AutoQuant v1Bayesian Grader The EdgeHuman + System
Fixed weights forever Updates every trade Pattern + intuition
Regime-blind Regime-conditioned Context-aware
Win Rate: 46% Win Rate: 57% Target: > 60%
Signal noise: high De-correlated vector Edge: Sunday review
Journal: never Autopsy: every trade Learning loop: weekly
Updates: never Runtime: 9:15am + 2:30pm ET Horizon: ongoing
LegacyStatic Rules
Fixed weights forever
Regime-blind
Win Rate: 46%
Signal noise: high
Journal: never
Updates: never
The EdgeHuman + System
Pattern + intuition
Context-aware
Target: > 60%
Edge: Sunday review
Learning loop: weekly
Horizon: ongoing
About the author

Sachin
Rai

Background

Senior Strategic Account Executive at Freshworks, based in San Francisco. 7× President's Club. 200% quota. Closed Seagate as the largest TCV deal in company history.

Building AI tools on the side — AutoQuant, SwingTrader, LangGraph pipelines, a personal knowledge OS. Writing about what I find.

President's Club
200%
Quota Attained
57%
AutoQuant Win Rate
847
Signals Scanned
Abstract

Writing about the things I'm actually building and doing — not the polished version, the real version. AutoQuant when it breaks. The email that booked the Seagate meeting. The agent architecture that shipped in a weekend.

The thesis: AI + sales + markets are converging. The person who understands all three will be in a category of one. I'm trying to be that person. This blog is the log.

@misc{sachinrai2026,
  title  = {Field Notes from the Frontier},
  author = {Sachin Rai},
  year   = {2026},
  note   = {AI + Sales + Markets.
            Code: github.com/sachinai1981-web }
}
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