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

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’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:

• Connect with Jackie on LinkedIn
• Learn more at People Principles
• Dan Martell’s book: Buy Back Your Time

If you enjoyed today’s episode:

• Subscribe to World’s Greatest Boss wherever you listen to podcasts
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• Share this episode with a founder friend who’s overwhelmed and needs help