Spoiler alert: working for a first-time executive is hard. But with the right tools, it can be the most impactful partnership ever.
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The Perfect EA Exists, Working for a Rookie Exec, and Speak-Up Culture

October 10, 2025
Black-and-white portrait of Monique, standing confidently in front of a large window with a city skyline blurred in the background. She has long dark hair, wears a floral top, and has a thoughtful, slightly playful expression, with one hand on her hip.

I love watching an executive’s eyes widen when I tell them their perfect EA actually exists. Need someone who can handle bookkeeping and read a P&L? Done. Want an assistant who can build your brand on social media? Absolutely.

But here’s what always stumps me... why is this the first time they’re hearing it? Why hasn’t any of their past EAs explained the two million things those in this role can do?

Spoiler alert: because too many assistants assume their executives should just “know.” They expect leaders to magically understand the depth of their skills without ever spelling it out.

Assistants, listen up: not all executives know what to do with us. They don’t get to take an “Administrative Assistants 101” course before they hire someone (because there is none). It’s our job to teach them. Tell them what you love to do. Show them the projects you can crush. Make it crystal clear who we are and what we bring.

Otherwise? Don’t be surprised when they Google, “What does an EA do?”

Working for a Rookie Executive: Read This Before You Say Yes

Working for an executive who has never had an assistant is harder than it looks. In fact, it’s at least 2–3 times harder than supporting someone who already knows how to work with an assistant.

Before you say yes, read this guide to understand the real expectations, emotional toll, and powerful legacy you could be building for other assistants.
Monique sits confidently in a modern yellow chair, wearing a floral blouse, blue skirt, and red heels. She gazes out thoughtfully, exuding calm focus and strength.
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Already working for a Freshman Exec?

Try these three questions to kick-start clarity and uncover where you can add value:

  1. “Walk me through this week.” Not a “typical” week—that’s too vague. Ask about this week. Where did they get stuck, slowed down, or procrastinate? Those are opportunities for you to step in.

  2. “What are your short-term goals (3–6 months)?” Push for details. As they talk, you’ll hear 20 different ways you can support them—you just have to listen for the openings.

  3. “If you could wave a magic wand and give this role one more superpower, what would it be?” Even if it’s unrealistic, their answer reveals what they value most—and how you can get closer to it.

Speak-Up Culture by Stephen Shedletzky

This book is a must-read for leaders and assistants alike—it breaks down how to create workplaces where people feel safe to actually say what needs to be said.

FlightAware Mobile

Forget the airline apps—FlightAware has the real scoop on flight delays, arrivals, and cancellations (and it’s usually right long before the airline admits it).

Ember Mug

Because lukewarm coffee is a (first-world) crime: this rechargeable, temperature-controlled mug keeps your drink exactly how you like it for hours—no microwave needed.

Catch me LIVE at EA Ignite in November!

I’m thrilled to be heading to EA Ignite this November—one of the premier events for high-performing executive assistants and administrative professionals.

This isn’t your average conference. EA Ignite is where strategy meets execution, where support roles are treated like the powerhouse leadership partners they are, and where YOU walk away sharper, bolder, and more equipped to lead from your seat.

I’ll be there speaking on strategic communication and high-impact partnerships, and I’d love to see some familiar faces in the room. Whether you’re there to grow your leadership, strengthen your partnership with your executive, or finally find your people—this event is it.

👉 Check out the lineup and register here.
REGISTER HERE

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