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

When Visionary Leadership Crosses The Line

Today I'm spilling on why I'm obsessed with Elizabeth Holmes and Theranos.

A lot of it boils down to this: I was inspired by her at first, but once she fell from grace, I realized there was a lot to learn from her and similar "unicorn leaders" like Adam Neumann of WeWork.

I believe there is an important lesson to be learned about visionary leadership here:

Visionary leaders invite us into a picture of possibility—what the future could be if we work together to make it real. Visionary leadership is literally about something that doesn't yet exist. It's essential to any cause worth fighting for—a sense of what we're moving towards that is inspirational and motivating.

So where is the line between welcoming others into a vision for the future and outright fraud?

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

Six Creative Ways to Develop Your Professional Skills

A client recently scheduled a session to strategize on how they can develop their skills at work.

At the beginning of the conversation, they were thinking small—constrained by working within the limited funds available for professional development at their organization.

Unfortunately, a lot of organizations offer limited (if any) financial support for professional development. But don't let that be the deciding factor on how or if you grow.

There are more resources and opportunities for professional development than ever before.

Get in the driver's seat of your own professional growth by exploring these creative ways to develop your skills (many of which cost $0)…

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

Quit Week: How to Take Care of Yourself in a Job Transition

Often, when we quit a job or have a big change in our lives, we are told to “take good care of ourselves.” But what does that look like? I reached out to my friend, Shannon of Harmony on Hope Massage, and resident self-care expert, her thoughts. What I received completely changed the way I think about self-care.

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

#CareerDiaries: Quitting Doesn't Make You a Quitter

In this edition of #CareerDiaries, we'll hear from a 30 year-old nonprofit professional who, after seven years with her organization, is talking herself through the roller-coaster of putting in her notice and launching her own business.

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

Tool: The Scale of Loathing

Wondering how to know if it’s time to move on from your current position?

Here’s a guide to deciphering that feeling in your gut: The Scale of Loathing from Pamela Slim

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

Help is Here: Welcome to Quit Week, August 22-28

The Great Resignation: that's what they're calling this time, when 30-40% of the workforce is expected to leave their current positions.

I’ve heard from so many of you who are asking yourselves: Should I stay or should I go? (And if I do go, how do I face those unknowns?)

To help you navigate these career moves, I'm planning a full week of tips, resources, and tools for making a job transition—it’s called Quit Week. (In my head, it has all the hype of Shark Week plus the practicality of a how-to handbook.)

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

#CareerDiaries: Managing the mental ping-pong of a career pivot

One thing that all of my career coaching clients have in common: Whirlwind minds.

Everyday, they're playing a game of mental ping-pong, trying to figure out what the heck they want, how or if they can make it happen, and whether they deserve it.

One day, a possibility sounds promising. The next, they're...not so sure.

Navigating career questions is confusing and lonely. You can't be open with everyone around you about your dreams, doubts, and desires.

When you do share your dreams with others, you get advice and guidance that is often well-meaning but misguided.

Even within your own mind, it's a constant dialogue of tamping down the self-doubt.

It can make you feel like you're out of your mind…

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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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Resource Fridays Carole-Ann Penney, Founder Resource Fridays Carole-Ann Penney, Founder

Resource Friday: 6/25/21

In a job interview, they ask you to "Tell us about a time when..."

Instead of rambling or worrying that you've given too much or too little detail, use this simple framework to structure your answer: the STAR method.

S – Situation. What was the challenge or situation you were in?

T – Task. What was your responsibility in the situation?

A – Action. What steps did you take to address it?

R— Result. What was the outcome that your actions achieved?

Read more about the STAR Method, including examples of what it looks like in action over at The Muse.

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

The cure for your exhaustion isn't rest

this time, when 30-40% of the workforce is expected to leave their current positions.

After my last essay about burning out from my nonprofit position, I heard from so many of you that the story resonated.

And right now, so many of my clients are asking themselves: Should I stay or should I go? (And if I do go, how do I face those unknowns?)

These conversations are bringing me back to a book that I read around the time I was thinking of leaving—David Whyte's Crossing the Unknown Sea: Work as a Pilgrimage of Identity.

There was this one idea from one chapter that felt like it was written just for me.

I felt called out and called forward at the same time.

I think that it might do the same for you:

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

Why the best job I've ever had isn't on my resume

Four years ago, I quit my job as the associate director of a statewide nonprofit to work at the front desk of a massage therapy studio. It made no sense. You won't see it on my resume. But it's the most meaningful career move I've made. Here’s why.

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

Resource Friday: 6/11/21

You see multiple job openings at a company where you think you'd be a great fit. You could see yourself in more than one of those roles. Do you apply for them all?

Will applying for multiple jobs at the same company give you a better chance at landing a role?

For this week's Friday Resource: one recruiter's take on why the answer is no:

The Myth of Multiple Job Applications: Don’t Send Them - Sara DeBrule for the HubSpot Careers blog

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

Two Reasons Why Imposter Syndrome is Highly Problematic—But Can Also Propel Us Forward

Imposter Syndrome is the feeling that you're unworthy of the opportunities you've been granted—that you've gotten lucky or tricked everyone around you into thinking you're competent or smart enough.


Despite any success and accolades, you still feel like you're fooling everyone, and at some point they'll realize the mistake and find you out. You're forever doubting your abilities and waiting to be exposed as a fraud.


I see it especially in people who are stepping into new levels of leadership and responsibility or into a new work environment.


While it's a comfort to know that you're not the only one who may be carrying these self-doubts, it's time that we rethink this "syndrome" from something that holds us back to something that can propel us forward—as individuals, as companies, and as a society.

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

Resource Friday: 5/21/21

For today's Resource Friday: a roundup of job boards focused on careers that contribute to social impact.

They range from for profit to social enterprise to nonprofit, from design work to environmental sustainability and everything in between.

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