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Real opinions about what AI is getting right and wrong for operators in 2026, written by us, in our own voice, not a content calendar. Plus the occasional teardown of something Izzy built and what it taught us.

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Showing notes filed under Orchestration Playbooks.

Articles

What to Automate First with AI: The Toil Test
Orchestration Playbooks · Izzy

What to Automate First with AI: The Toil Test

Gartner predicts over 40% of agentic AI projects will be canceled by 2027. The toil test: three filters for picking a first AI agent workflow that survives.

Aug 1913 min
The Demo Worked. Here's Why AI Pilots Fail in Production
Orchestration Playbooks · Izzy

The Demo Worked. Here's Why AI Pilots Fail in Production

Gartner: at least 50% of GenAI projects died after proof of concept. Vercel's CEO named the wall: connecting agents to your systems. Here's the failure map.

Aug 1713 min
The gate belongs inside the tool: giving an AI agent write access to a production CRM
Orchestration Playbooks · Izzy A

The gate belongs inside the tool: giving an AI agent write access to a production CRM

An AI agent will eventually try something dumb at scale. The gate design that lets me write to HubSpot anyway: previews, typed record counts, and undo.

Jul 177 min
Claude Code Dynamic Workflows Explained
Orchestration Playbooks · Izzy A

Claude Code Dynamic Workflows Explained

Dynamic workflows turn one Claude Code chat into maker, checker, and fixer agents. 57% of organizations already deploy multi-stage agent workflows today.

Jun 2714 min
Stop Prompting AI: Why Autonomous Loops Drive Real ROI
Orchestration Playbooks · Izzy A

Stop Prompting AI: Why Autonomous Loops Drive Real ROI

Prompt engineering is the wrong paradigm. Learn how Dev, RevOps, and HubSpot teams are maximizing ROI by replacing single prompts with autonomous AI loops.

Jun 1117 min
HubSpot Agent CLI vs MCP vs Custom API: Which Wins?
Orchestration Playbooks · Izzy A

HubSpot Agent CLI vs MCP vs Custom API: Which Wins?

HubSpot Agent CLI vs MCP vs Custom Skill: Which is best for your CRM? Discover the setup times, limits, and winning architecture for your Claude Code agents.

Jun 842 min
Claude Code for RevOps: Automate Pipeline Cleanup in 30 Mins
Orchestration Playbooks · Izzy A

Claude Code for RevOps: Automate Pipeline Cleanup in 30 Mins

Learn how to automate RevOps workflows like pipeline cleanup and territory reporting using plain English with Claude Code. No coding experience required.

May 1816 min
How to Build Data Infrastructure for AI Agents (Complete Guide)
Orchestration Playbooks · Izzy A

How to Build Data Infrastructure for AI Agents (Complete Guide)

Discover how to build a scalable data infrastructure for AI agents. Learn why real-time streaming beats batch ETL and the 5 architecture layers you need.

May 913 min
Context Engineering for AI Agents: Beyond IVR & Flow Builders
Orchestration Playbooks · Izzy

Context Engineering for AI Agents: Beyond IVR & Flow Builders

Learn why most AI agents fail by forcing complex requests into rigid paths and how context engineering offers a better approach.

May 614 min
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