Articles

Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

This Will Make You Feel Official

Let’s have a look at how a prop can give you the confidence to walk into a new space with your head held high, or help a gatekeeper take you seriously.

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Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

Think Beyond What Is Just Barely Enough

The scrappy culture of nonprofits shaped my worldview not only at work, but in life. Now, as my own boss, I am trying to shift my habits and model what it looks like to operate beyond the bare minimum. I don't want to be scrappy. I want to have resources that match the challenges our business is taking on, and I think you, as my clients, want that, too.

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Career Jessica Crowley, Strategic Career Coach Career Jessica Crowley, Strategic Career Coach

What Gets in the Way of Confident Decision Making?

We hear from clients all the time who are teetering on the edge of a choice, wanting to take the “right” path (whatever that means!) and worried about potential regrets down the road. Today, we’re hearing from Penney Leadership Coach Jessica Crowley on what it means to make a career decision with confidence.

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Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

How to Make Meaningful Connections at a Conference

I'm psyching myself up to attend my first in-person conference in three years. Conferences are nerve-racking. Networking, especially now, is intimidating. ​Will I remember how to talk to people? Are we going to shake hands? What do I say about myself? Couldn't I just stand in a corner and scroll Instagram instead?

While I'm preparing to walk by myself into a room full of people I've never met before, I've had a weird and wonderful realization: Some of the most meaningful and treasured relationships in my life came about as a result of...attending a professional conference?!

So today, I wanted to share six simple ways for how you, too, can make meaningful connections at a conference.

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Leadership Carole-Ann Penney, Founder Leadership Carole-Ann Penney, Founder

Five Essential Skills For Leaders

One of my clients is in the process of earning her graduate degree in organizational leadership and learning.

She’s taking a course this summer on leadership development, and she shared with me that the course materials included a list of 45 must-have core skills for leaders. She wondered about my take on the topic.

My eyes bugged out of my head for a second.

I definitely have a take: 45 core skills for leaders is an impossible standard. It sets all leaders up for failure. It’s unwieldy and overwhelming. And it puts leadership in a place where it will always be just out of reach.

My own leadership philosophy took a while to crystallize, but it's quite simple…

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Leadership Carole-Ann Penney, Founder Leadership Carole-Ann Penney, Founder

Insecurity & Leadership

I have a new puppy / sidekick / coworker named Rosie. She's an adorable, quickly-growing, rescue beagle/terrier mix, and she is my first dog ever. What does having a dog have to do with leadership? As it turns out—everything.

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Leadership, Career Carole-Ann Penney, Founder Leadership, Career Carole-Ann Penney, Founder

How to Manage That Mean Voice in Your Head

Everyone has a mean voice in their head—a voice that tells you things like:
- You're not ready—don't try.
- You'll embarrass yourself and be a complete failure.
- Who do you think you are?
- No one will care what you have to say.


At first glance, it may appear that this voice—sometimes referred to as the inner critic or gremlin—is a jerk trying to keep you down. But actually, your gremlin is just misunderstood.

He or she showed up in your head sometime when you were young. Maybe you read a poem to the class and someone laughed at you, or you got new glasses that you thought were snazzy but the other kids teased you about. And this voice appeared to protect you, telling you to play it small—stay safe, don't stand out, don't take chances, don't put yourself out there—at every turn…

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