Selling/AI

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Archive

Every issue, organized by series. Most of this newsletter is a curriculum — find the track that maps to where you are.

30 issues · 3 series

Series · 6 issuesActive

Build Your Own Codebase

Your AI has no memory. This series fixes that — building a persistent, queryable codebase your AI can actually use. 6-part series, currently publishing.

6 / 6
Series · 3 issuesComplete

Claude as Your Sales Co-Pilot

Prep calls. Draft follow-ups. Run pipeline reviews. A 3-part framework for turning Claude into an active selling partner — not a research assistant.

3 / 3
Series · 5 issuesComplete

Build Your Own Jarvis

The original 5-part series that started it all. From first principles to a working AI sales operating system — built from scratch, by a rep, for reps.

5 / 5
Standalone · 16 issues

One-Off Motions

Single-issue deep dives. No prerequisites, no follow-ups. One tactic, fully executed.

01
S01E29: Lower Pricing. More Favorable Terms. Redlines Galore. Finance Wants All Three. Trade for Every One

Every concession has a price. Most reps give theirs away for free.

02
S01E28: The Referral Engine: A Systematic Way to Turn Customers Into Advocates

A satisfied customer and an advocate are not the same person. How to build previous champions into present and future advocates.

03
S01E27: Your Closed-Won Accounts Already Wrote Your ICP.

Your next "best" customer is often most easily defined by mirroring who your happiest existing customers are.

04
S01E26: Everyone Automated Outbound. That's Why Yours Stopped Working.

Outbound isn't dead. It just all looks the same now.

05
S01E25: Champion Enablement: Give Your Internal Advocate the Tools to Win

Believing in your product doesn't make your champion a closer.

06
S01E24: Competitive Intelligence On Demand: Build a Real Brief in 10 Minutes

Static battle cards are outdated before you use them. Here's a 4-step, 10-minute workflow for building deal-specific competitive intelligence with AI. Prompts included.

07
S01E23: Multi-Threading Is a Mindset Problem, Not a Tactics Problem

You have one contact in that deal. That's not a relationship. That's a risk.

08
S01E16: Your Pipeline Is a List. Signals Turn It Into a Priority Queue.

How to triage 20 deals in 10 minutes and know exactly which 5 to work this week

09
i launched something. i could use your help.

this is not a regular issue. i don't send mid-week emails unless something is worth interrupting your week for. this one is.

10
S01E07: Your Buyer Doesn't Have a Buying Process. Build Them One.

The Two Prompts That Turn "We'll Get Back to You" Into a Timeline

11
S01E06: Build a Deal Risk Score Before Your Buyer Goes Dark

How to predict stalled deals using four signals after every interaction

12
S01E05: Your AI Sounds Like Everyone Else's AI

How to train AI to match your voice so you stop rewriting everything

13
S01E04: Cold Calling Starts Before You Pick Up the Phone

How agentic AI watches your accounts, surfaces the right moments, and tells you exactly who to call and why

14
S01E03: Operationalizing Discovery

Early Discovery Doesn’t Fail. It Just Tells the Truth Earlier.

15
S01E02: Discovery Starts Before the Call

A practical guide to building your own discovery prep GPT

16
S01E01: Stop Sending Recap Emails. Start Sending Decision Emails.

Why most follow-up emails document conversations instead of moving deals