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.

33 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 · 19 issues

One-Off Motions

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

01
S01E32: They Told You Exactly What to Demo. You Still Gave Them the Full Product Tour.

You already ran discovery. They told you what they wanted to see. Then you ran the full platform demo... all of it.

02
S01E31: The Best Sales Call You'll Make Today is a Breakup Call

Every dead deal you're still forecasting is costing you the one you haven't found yet.

03
S01E30: 10 Skills Every Founder and Seller Should Steal

Ten frameworks already proven on real deals, rebuilt as save-once, reuse-forever Claude Skills.

04
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.

05
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.

06
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.

07
S01E26: Everyone Automated Outbound. That's Why Yours Stopped Working.

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

08
S01E25: Champion Enablement: Give Your Internal Advocate the Tools to Win

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

09
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Static battle cards are outdated before you use them.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.

10
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.

11
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

12
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.

13
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

14
S01E06: Build a Deal Risk Score Before Your Buyer Goes Dark

How to predict stalled deals using four signals after every interaction

15
S01E05: Your AI Sounds Like Everyone Else's AI

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

16
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

17
S01E03: Operationalizing Discovery

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

18
S01E02: Discovery Starts Before the Call

A practical guide to building your own discovery prep GPT

19
S01E01: Stop Sending Recap Emails. Start Sending Decision Emails.

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