Articles

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

The Year of Rethinking "Success"

Around this time of year, I have a tradition of preparing an Annual Report. I brought the practice with me from my experience in nonprofit organizations: I'm a mission-driven individual. Even though I'm not an organization, I wonder what would it look like to create a report on my personal mission impact and growth?

This year's annual report looks a little different from years past…

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

Two Undervalued Leadership Skills That Could Be Useful Right Now

Continuing work as usual when there are layers of unthinkable violence and grief playing out is weird at best and completely heartbreaking at worst. Here are two undervalued leadership skills that might be supportive right now, whether you're a formal leader, a parent, or leading yourself through this difficult time.

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

I’m a Beginner at the Wheel…Again

I’ve been driving for 22 years and it’s become second nature. I’ve been navigating my career for almost as long and it still doesn’t feel effortless. Maybe this is something you recognize too?

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

Growing Better, Not Bigger

Take a moment to step back from the given version of American success (grow forward & up!) and ask yourself: What truly feels like success to me?

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

How to Identify the Right-Fit Opportunities

Being strategic means having a filter to assess opportunities for the right fit. Before I say yes to anything these days, I turn to my “Strategy Screener,” which lays out a set of questions that help me understand if this opportunity is something I can merely fit in or if it’s the right fit.

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

Let’s Talk About Margins

Our culture normalizes overextension, even though it’s anything but normal. Your margins are the border around your capacity. Just like on your resume, they leave blank space to breathe. You need that space in order to absorb things that come up in the moment, adapt plans, or to renew and sustain yourself.

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

2022 Annual Report

Here's what we're celebrating as we wrap up this year—the meaningful work that we did together with our clients, alumni community, and partners…

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

2022 Penney Leadership Holiday Gift Guide

One of the greatest surprises of 2022 for me: Penney Leadership evolved from just me in my little business to a community of talented team members and alumni.

This month, members of the Penney Leadership community put together a gift guide of wonderful things to make work and life more joyful. You'll find great gifts for others here—and some to add to your own list. Check them out..

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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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