You just hired your Executive Assistant. The first few weeks feel like magic. Tasks are flying off your plate, your inbox is finally under control, and you’re breathing easier for the first time in months.
The temptation is overwhelming: let’s keep this momentum going. Delegate more. Move faster. Get everything off your plate while this energy is high.
But here’s the trap: speed without context caps your potential.
The Difference Between Delegation and Partnership
Most entrepreneurs stop at delegating tasks. “Schedule this meeting.” “Reply to that email.” “Book my travel.”
Some progress to delegating outcomes. “Get me five qualified sales calls this week.” “Handle the client onboarding.”
But the entrepreneurs who reach Transformation (the ones who truly become Superpowered) delegate something entirely different: their way of thinking.
“Here’s Why…”
These two words might be the most powerful tool in your first 90 days with your EA.
- “I changed the meeting time. Here’s why…”
- “I said no to that opportunity. Here’s why…”
- “This project needs to move faster. Here’s why…”
When you share your reasoning, you’re not just completing transactions. You’re closing loops in your assistant’s mind. You’re building their ability to anticipate you, to make decisions as you would make them when you’re not available.
From Understanding You to Anticipating You
Remember the Crawl, Walk, Run framework? In the first 30 days, your EA learns to Know You. In days 31-60, they begin to Understand You. By day 90, they should start to Anticipate You.
But anticipation doesn’t happen by accident. It requires you to slow down enough to explain the “why” behind your decisions. Each explanation is a deposit in the relationship bank. It builds trust, yes, but more importantly, it builds strategic partnership.
Your EA can’t read your mind. But when you consistently share your reasoning, something remarkable happens: they start thinking like you do. They begin to see around corners on your behalf. They protect your time and energy not just by managing your calendar, but by understanding what matters most to you.
Transferring Your Operating System
This feels slow at first. Taking 30 extra seconds to explain why you made a decision seems inefficient when you could just rattle off the next five tasks.
But consider the compound interest.
Without context, your EA will need to check with you constantly. They’ll handle tasks, but you’ll remain the bottleneck for decisions. You’ll be working harder, not smarter.
With context, your EA evolves into your proxy. They make the call without you. They course-correct before problems reach your desk. They pull you forward because they understand not just what you want to accomplish, but why it matters.
The time you “waste” explaining in month one returns 10x by month three. You’re not just gaining an assistant. You’re gaining a thinking partner.
What This Looks Like in Practice
After your daily sync, take 60 seconds: “I moved the Johnson meeting back because we need the Q4 numbers first. I don’t want to pitch without data to back up our recommendation.”
When you say no to a speaking opportunity: “I’m declining this one because the audience isn’t our ideal client profile. I need to protect my Focus Days for revenue-generating activities.”
When you shift a priority: “I’m bumping the website redesign ahead of the podcast launch. The website directly impacts conversion, and we need that win before we drive more traffic.”
These explanations feel unnecessary in the moment. But they’re deposits in your EA’s strategic bank account. They’re building her ability to make these same calls when you’re in back-to-back meetings or taking a Free Day with your family.
The Three Levels of Delegation
Most entrepreneurs get stuck at Level 1. To become Superpowered, you must move to Level 3.
- Delegating Tasks (Low Leverage): “Book this flight.” This is a Process Assistant. They can only do exactly what you say. If variables change, they are stuck, and you become the bottleneck again.
- Delegating Outcomes (Medium Leverage): “Get me to Chicago by 6 PM.” Better. You are focusing on the result.
- Delegating Thinking (10x Leverage): “Book this flight, and here’s why I chose this airline: I value the legroom over the price difference because I need to prep for a board meeting.”
The Entrepreneurs Who Get This Right
The highest performers we work with at Superpowers share this trait: they treat their EAs as thinking partners, not task managers.
They debrief after Strategic Coach sessions. They explain their reasoning during the daily sync. They share not just decisions, but the why behind those decisions.
And the result? Their assistants don’t just manage them. They lead them. They become the certainty solve. They close loops before they open. They protect their entrepreneur’s mental energy so ferociously that the business leader can operate in their Unique Ability 80% of the time or more.
Your First 90 Days Matter
You’re in the relationship-building phase of your partnership. Everything you do now (or don’t do) compounds over time.
Yes, it feels good to move fast. To check boxes. To see tasks disappear from your plate.
But if you want true transformation? If you want to move from the Delegation level of the Superpowered Scale all the way to Transformation?
Slow down. Share the why. Build the foundation for a partnership that doesn’t just take tasks off your plate. Build one that multiplies your capacity to think, decide, and lead.
The entrepreneurs at the top of the Scale didn’t get there by delegating faster. They got there by delegating better. By investing time up front to build true partnership.
Two words. “Here’s why…”
They might be the most leveraged investment you make in your first 90 days.

