August 25, 2026
Why This 5x Founder Ditched Assistants and Let AI Run His Life
Jody GliddenFounder & CEO of Postilize, an AI relationship-intelligence platform — previously founded Introhive, which raised $100M
Jody Glidden started coding at 7, launched his first business at 9, and bought a car at 14 — two years before he could drive it. Now on his fifth company, he has raised close to $200 million across his career, built and exited multiple startups (including Introhive at $400M+), and today runs Postilize, a legal tech company valued at nearly $100 million with just 20 employees.
We get into why raising less money often leads to bigger exits, the real math of dilution, the all-stock deal that crashed 16x during the dot-com bust, and how BlackBerry acquired his company on the drive home from a fundraising meeting in the middle of the 2008 crash.
Jody also breaks down how he runs a 20-person team with the output of 150 by using AI to do actual work — automated code reviews with a “model council,” and AI skills for travel, CRM and pipeline that replaced the need for an assistant entirely.
