Headcount Zero is about scaling a company with AI and no employees. Each week, Jordan breaks down one practical system to win customers, deliver better work, and protect margin.
Stop Writing Custom Proposals: Build a 3-Tier Portfolio That Prices in Minutes
Solo automation consultants waste hours writing custom proposals for projects that follow the same patterns. Jordan breaks down the 3-2-1 portfolio framework: three service tiers (Starter, Pro, Enterprise), two standardized add-ons, and one hard scope gate that lets you price any project in sixty seconds. Using real boundary language from nine automation shops, you'll learn to constrain workflows, channels, interactions, and support windows to make delivery predictable and margins sustainable. Includes the exact Notion Offer Catalog template with toggleable SLAs, red-and-yellow scope flags, and service card generator.
12 Jun 2026
The Enterprise Solo Pack: Trust Center + SSO + SLA Tiers That Close Deals
Jordan breaks down how to package your security posture, questionnaire automation, and SSO capabilities into a named, priceable Enterprise Solo Pack that gets procurement teams to yes faster than larger agencies. Learn to build a Trust Center backed by CAIQ-Lite answers, price SSO as a scoped add-on, structure SLA tiers, and run the 10-minute demo that closes enterprise deals without anyone asking about your team size.
10 Jun 2026
Stop Flying Blind: Monitor Webhooks and Portals with Passive ZAP Scans
Solo operators expose dozens of public endpoints—webhooks, client portals, form handlers—but unlike companies with security teams, nobody's checking if they're properly configured. This episode walks through setting up OWASP ZAP's passive baseline scan in Docker, scheduled weekly with cron, to catch missing security headers, CORS misconfigurations, and cookie issues before they cost you a client or a deal. Jordan covers the exact Docker Compose setup, config file tuning with OUTOFSCOPE patterns, exit code automation for Slack alerts, and ticket creation in Linear or Jira. The scan is passive-only and production-safe, designed as a regression safety net that catches configuration drift between deployments. Includes guidance on authenticated scanning with ZAP contexts, the critical endpoint inventory every solo needs, and honest limits about what passive scans can and can't catch.
Host of Headcount Zero?
Claim your podcast to manage its listing and keep your show details accurate.
Pod Engine is an independent podcast discovery and analytics service and is not affiliated with or endorsed by this podcast. Artwork and show content belong to their owners. Full legal notice.
