Jen Coken · Executive Leadership Coach
A coaching tool by Jen Coken
Whether you know what you want or you're still figuring it out, you'll leave here ready to ask for it.
Where are you right now?
You're building an ask for:
Here's what I see all the time. You know what you want. You've known for a while. But somewhere along the way you learned that wanting too much out loud was risky. Too pushy. Too demanding. Not a team player.
So you pushed it back down and got back to work.
Pick the reason that resonates most with you. Be honest. Nobody's looking at your screen.
Now write it down. Not what seems realistic. Not what you think they'll go for. What you actually want.
What have you actually delivered? Think beyond sales numbers. This is your evidence — the real, specific things that changed because you were there.
Impact looks different for everyone. It could be a process you built, a team you led through a tough transition, a project you saved, a system you created from scratch, a cost you cut, a problem nobody else solved. What changed because of you?
Want to refine your answer? Edit it above and click Get coaching on this again.
Here's the thing — whoever you're asking is thinking "what's in it for us?" whether they say it or not. Your job is to answer that question before they ask it. What does your organization care most about right now, and how does your ask connect to that?
Think about what's keeping your leadership up at night. Is it growth? Retention? Cutting costs? A big initiative that needs the right people? Your ask becomes a lot easier to say yes to when it's connected to something they're already trying to solve.
Want to refine your answer? Edit it above and click Get coaching on this again.
This is the moment most people soften, over-explain, or talk themselves out of it. Don't. State exactly what you want using recommendation language. Clear. Specific. No apology.
Language swaps that change everything:
"Maybe we could..." → "My recommendation is..."
"I was wondering if..." → "I would like to discuss..."
"I just wanted to ask..." → "I am asking for..."
"Is that okay?" → "Here is why."
Want to refine your answer? Edit it above and click Get coaching on this again.
After you deliver your ask — stop talking.
Silence is power. The first person to speak is at a disadvantage.
Let your ask land. Let them sit with it.
If they push back or say not right now — this is not where you cave. This is where you get curious. You're not retreating. You're finding out what it will take to get to yes.
Power phrases that keep you in the conversation:
"How do you see the path forward?"
"What would need to happen for that to become possible?"
"When is the best time to revisit this?"
"What would you like to see from me before we take that step?"
Crafted. Coached. Ready to deliver.
Enter your name and email and I'll send your complete ask script and coaching note straight to you. It'll be there when you need it.
Want Jen's eyes on your ask before you deliver it? Book a 30-minute strategy call and talk it through in real time.
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