238. Why Your Assistant Isn’t Working (And How to Fix It)

2025-09-02

Everyone loves to tell busy founders, “You need an assistant!” But here’s the problem not all assistants are created equal. And if you hire the wrong one, you’ll waste money, get frustrated as hell, and end up thinking assistants don’t work.In this episode of World’s Greatest Boss, I break down the three main types of assistants: Virtual Assistant (VA), Personal Assistant (PA), and Executive Assistant (EA). You’ll learn exactly what each one does, the benefits and drawbacks, signals that it’s time to hire, and how to actually find the right one. By the end, you...

In this episode of World’s Greatest Boss, I break down the three main types of assistants: Virtual Assistant (VA), Personal Assistant (PA), and Executive Assistant (EA).

You’ll learn exactly what each one does, the benefits and drawbacks, signals that it’s time to hire, and how to actually find the right one. By the end, you’ll know which assistant can buy back your time without making a costly hiring mistake.

What You’ll Learn in This Episode:

The core differences between a VA, PA, and EA
The biggest mistake founders make when hiring an assistant
Signs that you’re ready for each type of assistant
The real costs (and hidden costs) of these roles
Where to find the right assistant for your needs

Why This Matters:

Hiring the wrong kind of assistant is one of the most expensive mistakes you can make as a founder. Whether you’re drowning in repetitive admin tasks, losing weekends to errands, or stuck in the weeds of business operations, the right assistant can give you back your time — and your sanity.

Resources and Links: