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Overcoming Imposter Syndrome: Learn How to Trust Yourself on the Path to Leadership
Thursday, July 16, 2026 @ 12:00 pm - 1:00 pm EDT

Presented by Lori Kirksted, Author of The Imposter’s Guide to Authentic Leadership, Founder and Managing Director of Content Uncomplicated
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Imposter syndrome hits hardest in the people who least deserve it. Every educator who has stepped into a leadership role has felt some version of the question: Who am I to be the one in charge here? The doubt gets louder, not smaller, the more responsibility someone takes on, even when every promotion was earned on results that should have settled the question entirely.
There is a specific reason for that. The instinct to read what students and colleagues need, to keep the room steady, to put relationships at the center of how you teach and lead, is what makes someone good at this work, and it is also the instinct that, taken into a leadership moment, can shift into needing everyone’s approval to feel like you’re doing it right. Leadership asks you to make decisions people will not always like, to hold positions that disappoint someone in the room, and to trust your own judgment when no one is going to confirm you’ve got it right, and for people whose whole craft is built on attunement to others, that is the harder part of the job, and almost nobody names it out loud.
This edWebinar is built around Dr. Bill George’s Five Dimensions of Authentic Leadership, interpreted through the lens of educators and people-pleasers who got here by being excellent at a completely different job, exploring what it actually looks like to lead from trust in yourself instead of approval from everyone else, whether the room you’re leading has 30 kids in it or 30 adults.
This edWebinar is for you if…
- You got promoted because you were excellent at the work, and now you sometimes wonder if you tricked everyone into thinking you could do this job
- You came up through the classroom and leadership is asking for something completely different from what made you great at teaching
- You are the person your team comes to with everything, and you are starting to feel the weight of that
- You have been told to just be yourself as a leader and found that advice spectacularly unhelpful
- You care so much about getting it right that the caring itself has started to feel like the problem
You leave with…
- A clear understanding of why imposter syndrome is a predictable feature of the practitioner-to-leader path, not something wrong with you
- Language for what is actually happening when leadership feels harder than it should, so you can stop treating it like a personal flaw
- The ability to spot where your people-pleasing instincts are serving your team and where they are running the show in ways that cost everyone
- A real distinction between being liked and being trusted, and why that gap matters more in education than almost anywhere else
- At least one concrete reframe for a leadership challenge you are facing right now, drawn from Dr. Bill George’s Five Dimensions interpreted through the lens of people who got here by caring deeply about everyone else
Buy The Imposter’s Guide to Authentic Leadership by Lori Kirksted here.

About the Presenter
Lori Kirksted is the author of The Imposter’s Guide to Authentic Leadership and the Founder and Managing Director of Content Uncomplicated, a boutique marketing consultancy. She spent close to two decades inside the education sector, building the content marketing function at Lexia Learning from the ground up and later serving as Director of Marketing at CORE Learning. That work put her in close orbit with the educators, instructional coaches, and school leaders who became the inspiration for this book, not as its intended audience, but as proof that the practitioner-to-leader transition is one of the most disorienting and least-discussed experiences in professional life. Lori writes and speaks for anyone who got promoted on the strength of their work and then discovered that leading required something fundamentally different from what made them excellent in the first place.
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