How Can Your Boss Help You Improve?
(My Top 3 Simple Tips)

If you’re a new leader, you might be asking, “How can I not just survive but thrive in this jungle?”
Well, part of the answer lies in an unexpected place: your boss.
Yes, the person who probably sends you more emails than your inbox can handle might just be your ticket to improvement.
Let’s check out 3 easy tips I picked up from my radio days on how your boss can help you level up, complete with some personal stories.
Tip 1: Demand Feedback Like It’s Going Out of Style
We’ve all heard the old adage, “Feedback is a gift.”
But let’s be real: sometimes, it feels more like a gift you’d rather return.
I suspected my boss was a vampire; he rarely gave feedback. He avoided daylight and direct communication.
So, I took matters into my own hands and started asking for feedback on everything. “How was my presentation?” “Could I have handled that meeting better?”
“What’s your take on the efficacy of telepathy in team communication?”
Okay, maybe not that last one, but you get the point.
Be the squeaky wheel.
Your boss is busy, but that shouldn’t make you invisible. Challenge them to give you the good, the bad, and the ugly.
It’s like finding a hidden treasure or stepping on Legos in the dark — you never know what you’re going to get...
Either way, you learn something.

Tip 2: Shadow Your Boss (Not in a Creepy Way)
I learned this from my mentor at a company called Emap. A big publishing company.
It goes like this.
Remember when you were a kid, and you’d mimic your heroes or even your parents?
It’s time to channel that energy again.
I once shadowed my boss for a week, and it was like being given the cheat codes for everything.
I gotta say, I was pretty impressed by her negotiation skills — she really knows how to get what she wants.
Plus, she’s a total time-management wizard and killer email writer to boot.
Observe and absorb.
Your boss has climbed the ranks for a reason.
Watching how others do things can teach us a lot about leadership, communication, and the way things work in the office (which can be pretty similar to the crazy stuff that happens in House of Cards sometimes!)...
Yikes!
Tip 3: Challenge Them (Yes, Really)
Ok, this takes guts. So it needs careful handling.
Brace yourself. I once told my boss their decision was like choosing water-flavored ice cream: safe but uninspiring.
Yes, I’d been coached on how to do this…
It sparked one of the most profound discussions we ever had.
Healthy debates can lead to growth — for both of you. It shows you’re engaged and passionate.
Plus, it might just introduce new perspectives to your boss.
Just remember, there’s a fine line between challenging and charging like a bull in a china shop. Tread carefully.
Action Plan
It’s kinda terrifying not knowing all the controls of your new gig.
Your boss can help you get through these challenges, even if you don't always agree on things.
Demand feedback, shadow them (with boundaries), and dare to challenge them.
These steps focus on improving your skills and creating a good working relationship.
Your boss may not see it that way, and that’s OK. This is your plan, not theirs.
You Got This
I’m Phil. I'm Passionate about people development and the author of The Imposter Syndrome—Stop The Inner Critic on Audible.
Images licenced By Canva Pro
