Assistant OS
The Assistant Operating System is a multi-part audio course designed for high-performing founders, executives, and operators who want to master the art of effective delegation. Built from the proven systems used at FreedUp, this course delivers a step-by-step framework for working with an executive assistant, streamlining your operations, and buying back your time.
Whether you’ve never delegated before or you’ve struggled to get traction with past assistants, this course will show you exactly how to build a scalable, high-trust partnership with your EA - without micromanagement, inefficiency, or overwhelm.
Learn how to identify the right tasks to delegate, build systems that scale, and transform your assistant into a force multiplier for your business and life.
Assistant OS
EP 1: Why Delegation Feels So Hard - and How to Fix It
In Episode 1 of the Assistant Operating System, FreedUp co-founder and CEO Aaron Hayslip sets the foundation for the course by unpacking the real reason delegation often fails—and what to do about it. Drawing from Dan Martell’s Buy Back Your Time and his own experience as a founder, husband, and father, Aaron introduces the core problem: most high-performing execs don’t lack talent or assistants - they lack a system.
You’ll learn:
- Why delegation without systems leads to burnout
- How to calculate your buyback rate (and why it matters)
- The difference between teaching vs. leading delegation
- What it actually feels like to have a fully systematized assistant
- Why buying back your time isn’t just about money—it’s about joy, family, and presence
This episode is more than just an introduction - it’s a mindset reset. Whether you’ve had an assistant before or are just getting started, this will help you see delegation as a skill worth mastering, and the Assistant OS as your roadmap.