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Leading Executives Without Losing Yourself with Eric Nitzberg (stage 5) - Ep. 390
Episode 39028th April 2026 • The Start, Scale & Succeed Podcast • Scott Ritzheimer
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In this high-impact episode, Eric Nitzberg, Founder and Principal of Sierra Leadership, shares why even successful CEOs battle imposter syndrome and identity struggles in stage 5. If you feel exposed, question your role, or wonder “who am I now?” as your company grows beyond your hands-on control, you won't want to miss it.

You will discover:

- Why imposter syndrome actually increases at senior levels and is a normal response to bigger challenges

- How to reframe your role from “doer” to strategic leader who focuses on vision and talent

- What it really means to be both fully authentic and fully strategic in your communication.

This episode is ideal for for Founders, Owners, and CEOs in stage 5 of The Founder's Evolution. Not sure which stage you're in? Find out for free in less than 10 minutes at https://www.scalearchitects.com/founders/quiz

Eric Nitzberg is the founder of Sierra Leadership, an executive coaching firm that partners with mission-driven CEOs and senior executives. His coaching combines strategic insight with a grounded, human approach, helping successful leaders evolve and lead with a sustainable perspective. Since 2015, he has coached over 150 leaders at Google/Alphabet, including C-level executives and VPs. He previously served as a communication coach at Stanford Graduate School of Business, teaching executive presence and persuasive storytelling. He specializes in leadership team effectiveness and high-stakes executive communication across fast-growth sectors.

Want to learn more about Eric Nitzberg's work at Sierra Leadership? Check out his website at https://sierraleadership.com/

Connect with Eric through his LinkedIn at https://www.linkedin.com/in/ericnitzberg/

Mentioned in this episode:

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Transcripts

Scott Ritzheimer:

Hello, hello and welcome. Welcome once again

Scott Ritzheimer:

to the start, scale and succeed podcast, the only podcast that

Scott Ritzheimer:

grows with you through all seven stages of your journey. As a

Scott Ritzheimer:

founder, I'm your host, Scott Ritzheimer, and there are many

Scott Ritzheimer:

of you founders listening today who've hit a point where the

Scott Ritzheimer:

skills that made you great are now actively working against

Scott Ritzheimer:

you. If you're in that Chief Executive stage, you may have an

Scott Ritzheimer:

idea of just what I'm talking about, because you've got the

Scott Ritzheimer:

team, you've got the titles, but somehow you feel more exposed

Scott Ritzheimer:

and less in control than ever, and it leaves you asking the

Scott Ritzheimer:

question, Who am I? It probably, maybe even most definitely,

Scott Ritzheimer:

we'll see here in just a moment. May leave you feeling like

Scott Ritzheimer:

you're the only one in the world who struggles with imposter

Scott Ritzheimer:

syndrome, if that's you, which is all of us, you are in for a

Scott Ritzheimer:

treat today, because to help us navigate this whole space of

Scott Ritzheimer:

being a CEO, an authentic CEO, at that is Eric Nitzberg, who's

Scott Ritzheimer:

an executive coach and trusted advisor to CEOs And C suite

Scott Ritzheimer:

leaders across fast growth sectors like technology,

Scott Ritzheimer:

software and life sciences. He has two decades of experience

Scott Ritzheimer:

guiding hundreds of high performing leaders through

Scott Ritzheimer:

complex business challenges, personal growth and lasting

Scott Ritzheimer:

transformation in one long standing engagement at a fortune

Scott Ritzheimer:

100 global tech company. He's worked with more than 150

Scott Ritzheimer:

leaders, including C level executives, VPS, GMs and heads

Scott Ritzheimer:

of emerging business units. He previously served as a

Scott Ritzheimer:

Communication Coach at Stanford Graduate School of Business,

Scott Ritzheimer:

teaching executive presence and persuasive storytelling, and

Scott Ritzheimer:

he's here with us today. Eric, welcome to the show. I'm so

Scott Ritzheimer:

excited to have you here. One of the challenges that I see a lot

Scott Ritzheimer:

is when folks from the outside look at senior executives and

Scott Ritzheimer:

and there's kind of this impression that they've got it

Scott Ritzheimer:

made like it's pretty good, but I have found that the truth

Scott Ritzheimer:

behind the scenes can be a little bit different in two

Scott Ritzheimer:

areas. The first one is the the in the room, you know there

Scott Ritzheimer:

tends to it's not as easy to be an executive as one might think.

Scott Ritzheimer:

And, and the other one is in the person inside an executive, it

Scott Ritzheimer:

gets hard for a lot of reasons we're not expecting at this

Scott Ritzheimer:

time. And, and so I'm wondering if you could just break those

Scott Ritzheimer:

down for us and and explain what's going on in the room, and

Scott Ritzheimer:

even more so, what's going on in the person?

Eric Nitzberg:

Yeah, thanks, Scott, and it's a pleasure to be

Eric Nitzberg:

on the show. Let me start with what's going on in the people,

Eric Nitzberg:

because I think that's what's probably surprising to many of

Eric Nitzberg:

your listeners, that the sense of imposter syndrome, self

Eric Nitzberg:

doubt. I'm not sure if I can do this, I'm not sure if I can

Eric Nitzberg:

succeed in this role. Is not something that is limited to

Eric Nitzberg:

folks who are earlier in their journey. It actually becomes

Eric Nitzberg:

even more common, I would say, as people become more senior. So

Eric Nitzberg:

I've worked with leaders, even who are leading really large

Eric Nitzberg:

teams, 1000s of people, where that's the thing they want to

Eric Nitzberg:

work on. You know, I seem to have lost my confidence, or, you

Eric Nitzberg:

know, I'm not sure who I am in this role. And so, yeah, it is

Eric Nitzberg:

pretty ubiquitous and very common. And I think it's

Eric Nitzberg:

important for folks at every stage of the journey to

Eric Nitzberg:

normalize that and recognize that they really aren't alone as

Eric Nitzberg:

far as what's happening in the room, I think that's a pretty

Eric Nitzberg:

that's a pretty broader question. And if you mean like,

Eric Nitzberg:

what's happening with the executive teams or the

Eric Nitzberg:

leadership teams, that's pretty case by case, I'll say the

Eric Nitzberg:

intensity level is really high the bigger the organization. I

Eric Nitzberg:

think there's a lot of complexity, especially in

Eric Nitzberg:

today's world that these teams are trying to navigate.

Scott Ritzheimer:

I think one of the challenges for folks who

Scott Ritzheimer:

have not been executives is it's easy to think of that as an easy

Scott Ritzheimer:

job. It's easy to think of it as, you know, not doing the real

Scott Ritzheimer:

work. And I think part of the if we can tie these together, part

Scott Ritzheimer:

of the imposter syndrome that I see is folks that are executives

Scott Ritzheimer:

feeling like they aren't doing real work anymore because it

Scott Ritzheimer:

looks so different. So what is it about the nature of the work

Scott Ritzheimer:

that makes imposter syndrome really start to poke its head in

Scott Ritzheimer:

such a significant way at this level?

Eric Nitzberg:

Well, I think there's a couple of issues there

Eric Nitzberg:

on the question of of you know, they feel like they're not doing

Eric Nitzberg:

real work anymore. I think that is unique to a particular

Eric Nitzberg:

transition from a stage where you are hands on doing more work

Eric Nitzberg:

yourself, to a stage which I think you're calling the chief

Eric Nitzberg:

executive stage in your model, where there's really other

Eric Nitzberg:

people who are doing a lot of the work, and even could be

Eric Nitzberg:

doing a lot of the leadership, if your organization is big

Eric Nitzberg:

enough. And then the question arises, especially when you're

Eric Nitzberg:

new to that, well, what am I supposed to do? Like, what's

Eric Nitzberg:

left for me to do? And in fact, all the strategic thinking, the

Eric Nitzberg:

long term planning, the managing of the team, the. Bringing on

Eric Nitzberg:

new talent, like there's a whole different set of tasks, and that

Eric Nitzberg:

is now your real job. I remember once working with a leader who

Eric Nitzberg:

was new to management, and he said, Gosh, I feel like I'm not

Eric Nitzberg:

doing real work anymore. And so we took a whiteboard and drew a

Eric Nitzberg:

line across it, and on the bottom we wrote down all the

Eric Nitzberg:

things he used to do. And then on the top, we wrote down all

Eric Nitzberg:

the managerial tasks, you know, hiring, meetings, managing,

Eric Nitzberg:

leading, and I said to him, Look everything on the top of that

Eric Nitzberg:

line, that's real work like that is your job now, and it just

Eric Nitzberg:

takes a while to grow into that. As far as the question about

Eric Nitzberg:

what, what really provokes more imposter syndrome at these more

Eric Nitzberg:

senior levels, I think imposter syndrome is a normal reaction to

Eric Nitzberg:

a higher level of higher degree of challenge. So if, if any of

Eric Nitzberg:

your listeners are experiencing self doubt right now, I would, I

Eric Nitzberg:

would ask them, When is the last time that you felt confident?

Eric Nitzberg:

And if you think about it, you probably are not that different

Eric Nitzberg:

of a person now than you were then. What's changed is your

Eric Nitzberg:

context. You're now trying to do something that's much harder for

Eric Nitzberg:

something that you've never done before. And it's that kind of

Eric Nitzberg:

face to face experience with challenge that brings up these

Eric Nitzberg:

imposter feelings. Yeah, and by the way, I would just add

Eric Nitzberg:

imposter syndrome and self doubt has been shown. There is some

Eric Nitzberg:

MIT studies last year to actually increase performance.

Eric Nitzberg:

So it's not necessarily a bad thing. It's just uncomfortable.

Scott Ritzheimer:

Wow, that's fascinating. I didn't know that

Scott Ritzheimer:

I want to explore this, because we've got a lot of folks who are

Scott Ritzheimer:

founder, CEOs, who started this thing from their basement,

Scott Ritzheimer:

either literal or proverbial, and have grown it up. And one of

Scott Ritzheimer:

the things that I find, particularly for founders, that

Scott Ritzheimer:

contributes to this is in this CEO stage, because there's so

Scott Ritzheimer:

much of the business or nonprofit that's happening away

Scott Ritzheimer:

from your hands, right? Not only are you not doing it, but like

Scott Ritzheimer:

you said, someone else is leading the person who's doing

Scott Ritzheimer:

it, and that disconnect can start to feel like I'm not as

Scott Ritzheimer:

critical to my organization as I thought I was right. I'm not as

Scott Ritzheimer:

essential as I thought I was. And there's almost this

Scott Ritzheimer:

splitting that happens where I am not my organization anymore.

Scott Ritzheimer:

Have you seen that? Do you find that in the the founders that

Scott Ritzheimer:

you work with? And if so, how do you help them walk, walk through

Scott Ritzheimer:

it?

Eric Nitzberg:

Yeah, I think that is a common experience. And

Eric Nitzberg:

I can, I can think of a conversation actually, you

Eric Nitzberg:

mentioned nonprofits with a nonprofit leader that I had not

Eric Nitzberg:

long ago that felt just like that, because the organization

Eric Nitzberg:

has grown to that stage where this person is really not needed

Eric Nitzberg:

in the day to day, or even in a lot of the leadership. And this

Eric Nitzberg:

is exactly, this is exactly some of the feeling like, maybe I'm

Eric Nitzberg:

not that important anymore. But what I would say to those

Eric Nitzberg:

people, and the way that I would help them work through it, is,

Eric Nitzberg:

you don't realize how critical your role has become. It's just

Eric Nitzberg:

that you're operating in a different sphere. So somebody

Eric Nitzberg:

has to be thinking about the long term vision for the

Eric Nitzberg:

organization. Where are we actually going? Where do we want

Eric Nitzberg:

to be in three to five years, or even 10 years? What is, what is

Eric Nitzberg:

the mission? What is the culture that we need? Who are the people

Eric Nitzberg:

that we need on the leadership team that are really like the

Eric Nitzberg:

best possible people, the highest quality talent to lead

Eric Nitzberg:

each of these functions, these are all part of the remit of the

Eric Nitzberg:

CEO, and nobody else can do that. And so I think a good way

Eric Nitzberg:

to think about your role is, even if you're relatively new to

Eric Nitzberg:

it, what are the things now that only I can do and no one else

Eric Nitzberg:

can do those things? I know that's kind of a common framing,

Eric Nitzberg:

but I think it's really helpful. If you think about it, the

Eric Nitzberg:

people that are under you, if you're leading your

Eric Nitzberg:

organization, probably none of them has the perspective that

Eric Nitzberg:

you have and and you know, they could grow into your role, but

Eric Nitzberg:

they couldn't do your role right now.

Scott Ritzheimer:

That's so good. I want to one of the

Scott Ritzheimer:

things that I noticed as I was getting ready for this episode,

Scott Ritzheimer:

something that I think is true of the folks that you work with

Scott Ritzheimer:

and of our audience in general, is that being an authentic

Scott Ritzheimer:

leader, like showing up as the whole version of themselves as

Scott Ritzheimer:

something that's really important for folks that are

Scott Ritzheimer:

listening today. One of the things, and I don't remember

Scott Ritzheimer:

where I read it, and forgive me if I'm butchering it, but one of

Scott Ritzheimer:

the things that caught my eye as I was getting ready for the

Scott Ritzheimer:

episode is this idea of being both fully authentic and being

Scott Ritzheimer:

fully strategic. And so I'm wondering, what does that look

Scott Ritzheimer:

like for someone who's not trying to become a politician

Scott Ritzheimer:

but just wants to lead well.

Eric Nitzberg:

Yeah, this is one of my more favorite topics,

Eric Nitzberg:

because it is kind of a nuanced one. I think being fully

Eric Nitzberg:

authentic means that you're not putting on a mask, you're not

Eric Nitzberg:

putting on a show your personality. Reality as it shows

Eric Nitzberg:

up with people that you're close to and that you know, know you

Eric Nitzberg:

well, is similar to the personality that shows up at

Eric Nitzberg:

work, but when I say also fully strategic, I think that really

Eric Nitzberg:

sophisticated, high level communicators are aware that in

Eric Nitzberg:

any situation, they need to be mindful of who their audience is

Eric Nitzberg:

that they're communicating with, and what's the purpose of this

Eric Nitzberg:

individual communication that they're having, and to really

Eric Nitzberg:

think through okay, given that what, what is the messaging, or

Eric Nitzberg:

what is the approach that's going to help me achieve my

Eric Nitzberg:

goals here? So you can do that while retaining who you are. You

Eric Nitzberg:

can do that while retaining your personality, I think, at a at a

Eric Nitzberg:

lower, less sophisticated level, somebody could come off as

Eric Nitzberg:

plastic or fake because they're just trying to get what they

Eric Nitzberg:

want, you know, and they're faking something. Or, you know,

Eric Nitzberg:

people see will see through that, and they won't respond

Eric Nitzberg:

well to that. But if your intentions are positive for you

Eric Nitzberg:

and for whoever you're talking to, whether it's one person or

Eric Nitzberg:

your whole organization, then I think you have the freedom to do

Eric Nitzberg:

both, to both be your authentic self and to think strategically

Eric Nitzberg:

about the communication at hand.

Scott Ritzheimer:

Yeah, I love breaking it down that way,

Scott Ritzheimer:

especially around the idea of being strategic in

Scott Ritzheimer:

communication. One of the phrases I use a lot with, with

Scott Ritzheimer:

the folks I'm working with, is to learn to speak the language

Scott Ritzheimer:

of your audience. And at the CEO stage, this is so important,

Scott Ritzheimer:

like, I don't know a lick of Spanish. And so if I were, you

Scott Ritzheimer:

know, overseas in South America, some beautiful place, trying to

Scott Ritzheimer:

teach anybody anything, it wouldn't go real well unless

Scott Ritzheimer:

they knew English. But it could go a lot better if I could have

Scott Ritzheimer:

that interpreted, or, even better yet, if I could speak it.

Scott Ritzheimer:

So recognizing that that doesn't change who I am, it changes the

Scott Ritzheimer:

effectiveness of my communication. So I love how you

Scott Ritzheimer:

differentiated that and and at this stage, maybe you can speak

Scott Ritzheimer:

to this it becomes so important, because you are speaking so many

Scott Ritzheimer:

languages, right? You have to be able to connect with frontline

Scott Ritzheimer:

employees still as their leader. You have to be able to connect

Scott Ritzheimer:

with executives. You have to be able to connect with outside

Scott Ritzheimer:

stakeholders. And so if you don't, if you can't separate it,

Scott Ritzheimer:

it feels like you are having like split personality

Scott Ritzheimer:

disorders. So how do you help folks to recognize these

Scott Ritzheimer:

different languages and speak to those without losing themselves.

Eric Nitzberg:

Yeah, I love all of that. I love the foreign

Eric Nitzberg:

language analogy. I think that is so spot on to what we're

Eric Nitzberg:

talking about. The way that I think of communication is it's

Eric Nitzberg:

it's like you have a communication toolbox, and we're

Eric Nitzberg:

all born with a certain set of tools, our natural personality,

Eric Nitzberg:

our natural communication style. To use your analogy, like I grow

Eric Nitzberg:

speaking English, so that would be in my communication toolbox.

Eric Nitzberg:

And I think what happens as you become more senior and more

Eric Nitzberg:

sophisticated and you're leading more people, it's not that you

Eric Nitzberg:

ever need to remove any of your tools from your toolbox. So

Eric Nitzberg:

let's say your communication style is you're really direct,

Eric Nitzberg:

you're blunt, you're a straight shooter, you're super candid.

Eric Nitzberg:

Maybe that's one of the big tools you've got a hammer in

Eric Nitzberg:

your toolbox. But as you grow you may need to add some other

Eric Nitzberg:

tools. You may need to learn to be more indirect in some

Eric Nitzberg:

situations. You may need to learn to be a better listener in

Eric Nitzberg:

some situations, or more nuanced in what you're saying, or adapt

Eric Nitzberg:

what you're saying for the particular person you're talking

Eric Nitzberg:

to. These are all additional tools. So it's not to say that

Eric Nitzberg:

what what you have and what's natural to you is bad. They're

Eric Nitzberg:

all good in different situations. But you need to add

Eric Nitzberg:

more. I think we all need to keep adding more of these

Eric Nitzberg:

communication tools to our toolbox.

Scott Ritzheimer:

I love it. I hear one of the things I hear

Scott Ritzheimer:

like here, as you're saying that, is there's a difference

Scott Ritzheimer:

between I am direct and I can be direct totally. Yeah. I love

Scott Ritzheimer:

that. That's really powerful. There's a question Eric that ask

Scott Ritzheimer:

all my guests, and I'm very interested to see what you'd

Scott Ritzheimer:

have to say about it. But the question is this, what would you

Scott Ritzheimer:

say is the biggest secret that you wish wasn't a secret at all.

Scott Ritzheimer:

What's that one thing you wish everybody watching or listening

Scott Ritzheimer:

today knew?

Eric Nitzberg:

Everybody has imposter syndrome, that that

Eric Nitzberg:

would be it and and I would add, just to unpack that, imposter

Eric Nitzberg:

syndrome is a voice, not a truth. So when you're feeling

Eric Nitzberg:

imposter syndrome, it's uncomfortable, but don't believe

Eric Nitzberg:

what it's telling you, because, in fact, it may just be

Eric Nitzberg:

motivating you to perform even better.

Scott Ritzheimer:

Wow, that's such a cool take on it, one that

Scott Ritzheimer:

I hadn't considered before. I love that, Eric, there's some

Scott Ritzheimer:

folks listening that would love help with this. They're

Scott Ritzheimer:

struggling with imposter syndrome themself, or maybe even

Scott Ritzheimer:

an executive on their team is dealing with it. Where can they

Scott Ritzheimer:

reach out to you? Where can they find more out about the work

Scott Ritzheimer:

that you do?

Eric Nitzberg:

They can look me up on their favorite AI, or

Eric Nitzberg:

Google my name, or they can check my website at

Eric Nitzberg:

sierraleadership.com

Scott Ritzheimer:

Fantastic, fantastic. Well, Eric, thank.

Scott Ritzheimer:

You for being on the show. It was a privilege, and having you

Scott Ritzheimer:

here with us today, for those of you watching and listening, you

Scott Ritzheimer:

know that your time and attention mean the world to us,

Scott Ritzheimer:

I hope you got as much out of this conversation as I know I

Scott Ritzheimer:

did, and I cannot wait to see you next time. Take care.

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