Notes from the build.

Long-form writing on AI sales automation and what's actually working for 10–50 person B2B service teams. New post roughly twice a month.

Illustration for: Why Clients Go Quiet After You Send a Quote (And What Actually Gets a Reply)
August 5, 2026 proposals

Why Clients Go Quiet After You Send a Quote (And What Actually Gets a Reply)

Buyers open 80% of the proposals they reject. Silence isn't an oversight, so a follow-up cadence won't fix it. Here's what actually gets a reply.

Illustration for: ChatGPT Work vs Claude Cowork: Which One Your Sales Team Should Actually Get
August 3, 2026 ChatGPT Work

ChatGPT Work vs Claude Cowork: Which One Your Sales Team Should Actually Get

Both run scheduled work in the cloud. The real differences sit in the fine print, and they matter less than which tool your reps will actually open.

Illustration for: The Best CRM for a Small Team With No Ops Person Is the One That Fills Itself In
July 27, 2026 CRM

The Best CRM for a Small Team With No Ops Person Is the One That Fills Itself In

Pick a CRM by how many fields fill themselves in, not by feature count. Across four vendors, that layer starts 2.3x to 2.8x above the entry price.

Illustration for: What Should You Automate First? Not the Task That Takes the Longest.
July 25, 2026 sales automation

What Should You Automate First? Not the Task That Takes the Longest.

Automate the task that gets skipped when your week is busy, not the one that takes longest. A two-question test for picking your first automation.

Illustration for: How to Tell If Your AI Sales Automation Actually Worked
July 23, 2026 AI sales automation

How to Tell If Your AI Sales Automation Actually Worked

Most AI pilots feel useful but show no measured return. Here's a three-question test to tell if your AI sales agent actually worked, or just felt busy.

Illustration for: Claude Cowork No Longer Needs Your Laptop Open, Except for Local Files
July 19, 2026 Claude Cowork

Claude Cowork No Longer Needs Your Laptop Open, Except for Local Files

Claude Cowork can now run without your laptop, but only for connector-based work. Here's the real split behind Anthropic's July 7 announcement.

Illustration for: Claude Sonnet 5's Price Cut Didn't Actually Make Your AI Agents Cheaper
July 13, 2026 Claude Sonnet 5

Claude Sonnet 5's Price Cut Didn't Actually Make Your AI Agents Cheaper

Claude Sonnet 5's per-token price didn't drop. A new tokenizer and default-on reasoning mean real AI agent costs can go up, not down.

Illustration for: Your Notetaker Charges Extra to Update Your CRM, and Still Gets a Third of It Wrong
July 9, 2026 CRM automation

Your Notetaker Charges Extra to Update Your CRM, and Still Gets a Third of It Wrong

AI notetakers charge extra for CRM write-back, and still hallucinate a third of the time. Here's what to check before you pay for the upgrade.

Illustration for: HubSpot's AI Agents Now Charge Per Result. Here's What That Means for Buying vs. Building Sales AI.
July 3, 2026 HubSpot

HubSpot's AI Agents Now Charge Per Result. Here's What That Means for Buying vs. Building Sales AI.

HubSpot's Breeze agents now charge per outcome. Here's why that works inside one CRM, and where it breaks down elsewhere in your sales process.

Illustration for: Claude Can Now Run Agents on a Schedule. What That Changes for a Small B2B Sales Team.
June 28, 2026 Claude

Claude Can Now Run Agents on a Schedule. What That Changes for a Small B2B Sales Team.

Claude's June 2026 scheduled agents run unattended on a cadence and reach your CRM. Here's what a small sales team can put on a schedule, and where a human still belongs.

Illustration for: What a 10-person B2B sales team's stack actually costs in 2026 (and what to cut)
June 20, 2026 sales stack

What a 10-person B2B sales team's stack actually costs in 2026 (and what to cut)

Most small sales teams overpay for tools their reps don't use. Here's the real stack: three jobs, two tools, under $300/month.

Illustration for: Why Your AI-Written Outreach Keeps Failing (It's Not the AI)
June 16, 2026 AI SDR

Why Your AI-Written Outreach Keeps Failing (It's Not the AI)

AI SDR tools underperform because most teams skip enrichment. The AI isn't the problem. The data feeding it is. Here's how to fix the layer that actually matters.

Illustration for: Why Your Inbound Leads Never Get a Reply (And How an AI-Drafted First Response Fixes It)
June 12, 2026 lead routing

Why Your Inbound Leads Never Get a Reply (And How an AI-Drafted First Response Fixes It)

Inbound leads sit unanswered because outbound-focused teams have no inbound process. Here's how routing plus an AI-drafted reply fixes that.

Illustration for: Why Your Sales Reps Are Doing the Work Your Automation Was Supposed to Do
June 8, 2026 sales automation

Why Your Sales Reps Are Doing the Work Your Automation Was Supposed to Do

Your CRM is connected and your tools are set up, but your reps are still copying data between them manually. Here's the diagnosis and the fix.

Illustration for: How to build an automated lead enrichment pipeline that runs before your SDR touches a lead
June 6, 2026 lead enrichment

How to build an automated lead enrichment pipeline that runs before your SDR touches a lead

SDRs spend 20 minutes per lead on manual research. Here's the n8n + Claude workflow that enriches leads the moment they enter your CRM.

Illustration for: Why Your Sales Team Ignores Every AI Tool You Roll Out (And the One Fix That Actually Works)
May 30, 2026 sales automation

Why Your Sales Team Ignores Every AI Tool You Roll Out (And the One Fix That Actually Works)

95% of sales AI pilots produce zero ROI. The problem isn't the AI. It's that every tool lands in the wrong place in the rep's day. Here's how to fix that.

Illustration for: The Autonomous AI SDR Is Dead. Here's the Human-in-the-Loop Stack That Actually Works.
May 22, 2026 AI SDR

The Autonomous AI SDR Is Dead. Here's the Human-in-the-Loop Stack That Actually Works.

Fully autonomous AI SDRs underperformed in 2026. The winning model is human-in-the-loop: AI handles signal detection, research, and drafts. Humans own judgment and send.

Illustration for: Why AI Feels Underwhelming in Your Sales Process (and the 3 Workflows That Actually Deliver)
May 20, 2026 sales automation

Why AI Feels Underwhelming in Your Sales Process (and the 3 Workflows That Actually Deliver)

Most sales teams try AI on open-ended tasks and get generic results. Here are 3 narrow, trigger-based workflows that consistently save real time for B2B teams.

Illustration for: What Anthropic's Claude for Small Business Actually Does for Your HubSpot Sales Team
May 16, 2026 HubSpot

What Anthropic's Claude for Small Business Actually Does for Your HubSpot Sales Team

Claude for Small Business connects Claude directly to HubSpot. Here's what a sales rep can actually do with it today, where it helps, and where it falls short.

Illustration for: Why CRM Automation Makes Your Follow-Ups Worse (and the Trigger Fix)
May 9, 2026 CRM

Why CRM Automation Makes Your Follow-Ups Worse (and the Trigger Fix)

Time-based sequences don't know what just happened in your deal. Here's the trigger architecture that actually works for a small B2B sales team.