I made this video because most leaders think hiring the right assistant is the hard part. It’s not. What you do after the hire is what actually determines whether this works or quietly falls apart.
If you’re winging it after day one, you’re already behind.
In this video, I walk through exactly how I approach the first 90 days with an executive assistant because this is where the real foundation gets built. Not just tasks, but trust, rhythm, communication, and ownership. This is where you decide whether you’ve hired someone to take direction or someone who can truly think and operate alongside you.
I’ll be honest, I didn’t get this right at first. I assumed things were clear when they weren’t. I delegated without context. I expected outcomes without defining what success actually looked like. And that gap created frustration on both sides.
So I break down what I’ve learned and how to do this differently.
The first 30 days are all about foundation. This is where clarity matters most. I share how to set expectations early, why being specific about outcomes and timelines changes everything, and how simple fixes like adding due dates can completely shift performance. It’s also where you build trust quickly by giving access, creating communication rhythms, and starting with the right kind of tasks.
Then we move into days 30 to 60, where things start to expand. This is where you stop thinking in terms of individual tasks and start handing over ownership. Calendar management, inbox flow, meeting prep. Not pieces of it, the full picture. I talk through how to build systems together so you’re not duplicating work and how to empower your assistant to start making decisions without constantly checking back in.
By the time you reach days 60 to 90, the shift should be clear. This is where you move into autonomy. You’re no longer in the weeds. You’re reviewing, aligning, and asking a different kind of question. What am I still holding onto that I shouldn’t be?
This is also where your assistant becomes a true partner. Someone who protects your time, anticipates needs, and runs systems without you needing to be involved in every detail. That only happens if you give permission and step back in the right way.
The biggest takeaway here is simple. Delegation isn’t about handing things off. It’s about how you lead through the process. And the first 90 days set the tone for everything that follows.
Here’s what I walk you through in the video:
If you want your assistant to become a real force multiplier, not just extra help, this is where it starts. Watch the video and build the kind of partnership that actually gives you your time back.