WEBVTT

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Welcome to Milestone Moments, the show where

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we explore the journeys that lead to success.

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I'm Sheila Slick, your host and founder of Five

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Milestones. In every episode, we will bring you

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insights from the minds of entrepreneurs, leaders

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and experts who will share not just their expertise,

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but the milestone moments that have reshaped

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their journeys and led to significant achievements.

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So if you're looking for motivation, you're in

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the right place. Subscribe now and discover the

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milestones that mark the path to success. Welcome

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to another episode of Milestone Moments in Business

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and Leadership. I'm Sheila Slick, your host.

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And today, my special guest is Gwen Bortner.

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She is an operational strategist and business

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advisor with over four decades of experience

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and more than Not one, not two, not three, but

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more than 47 industries. And she helps founders

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succeed in business without sacrificing happiness

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by identifying their true desires and aligning

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their business functions. And her approach comes

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from the belief that personal and professional

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success looks different for everyone and that

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most business owners waste time and energy trying

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to conform to outside expectations and definitions

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of success. Welcome to the show, Gwen. Sheila,

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thank you so much for having me. I'm so happy

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to be here. So I want to learn a little bit about

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your backstory and then get to understanding

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how someone can work in 47 different industries.

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That's mind blowing. Well, and so those two things

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go together. I started out my career as a freelance

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programmer. way, way, way long ago when a PC

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was a brand new thing. They weren't even calling

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it a PC. It was still a personal computer. And

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as in doing so, that gave me opportunity to jump

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into lots of different industries to help them

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solve their problem. And and so I did that for

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many, many years, probably, oh, probably close

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to 10 years before I ended up leading an IT department.

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And then took several other, you know, jaunts

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and turns. And in the last 10 years, I've also

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been working with lots of different industries.

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But part of my career, most of my career has

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been working as a consultant for other businesses

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and industries. And because of the type of work

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I would do, I would have to get involved and

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deep into their information. And so a number

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of years ago, I was working with a coach and

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his question, he was like, so you've worked with

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a lot of industries? I'm like, yeah. And he's

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like, like 10? And I'm like, oh yeah, way more

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than 10. Like I can name off 10 without even

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trying. And he's like, more than 20? And it's

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like, probably. And he's like, okay, your homework

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is to list them out. And so that's what I did.

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I listed them out and I came up with 47 different

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industries that I've had some amount of knowledge

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and experience with. over my 40 plus year career.

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So today your specialization is consulting. You're

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not doing tech work. You're doing... I'm not

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doing tech work, no. I focus now today in what

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I call business advisory. And for me, business

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advisory is looking at the whole business. So

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I'm not, you know, I do look at... tech, but

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that is not my primary focus. I also look at

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finance. I look at HR. I look at systems. I look

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at leadership. I look at planning. I look at

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all of those things as a kind of like an advisory

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board, but like an advisory board of one. How

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can someone make the mindset shift to go from

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solo to CEO? I'm going to start with part of

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what was in my bio. That's not necessarily a

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shift that everybody needs to make. And that's

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one of the first things that when I work with

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clients, I really get focused on is. Is that

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something that you actually want or has social

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media convinced you that you're not a real business

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if you're not a CEO? And so there always needs

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to be some CEO activities, even if you are a

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solopreneur. But it's how much of that shift

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do you really need to make to be your definition

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of success? But if you are wanting to make that

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shift, one of the biggest mindset shifts you

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have to be able to do is let go of. the how and

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focus on the outcome. And I think it's one of

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the biggest things that solopreneurs really struggle

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with as they move from solo to CEO is we're so

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used to having to do it all. We feel like the

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best way to do it, possibly the only way to do

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it, is the way that we do it, whatever that piece

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is. But as we're moving into a CEO role, we really

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need to be focused on what is the actual outcome

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that we need and be way less concerned about

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the path the other thing that we have to do is

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realize that we've got to be able to verbalize

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our why why something is important to someone

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else because that why often will be part of the

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path but it may not be the absolute you know

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step by step by step process of the path but

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understanding why this outcome matters, why we're

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trying to do this, why all of those things. And

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as a solopreneur, it is so intuitive to us because

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that's why we built our business. It's how we

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built our business. It's all of those things.

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And so when we start there, it's like, well,

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I don't need to explain it because it's so obvious.

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But the thing is, it's us, but it's not necessarily

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obvious to the people we're working with. And

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so being able to let go of the how. and really

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focus on the result and why that result matters

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so that whoever else we're bringing in is able

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to actually develop their own how that often,

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if we actually let them do their job, is actually

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better than the way that we were doing it. Why

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do so many business owners end up what we could

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say is externally successful but stressed out

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internally? Well, I think this is back to we

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get caught. in not defining our own definition

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of success. This is, to me, that's the perfect

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example of a simple question, but a really hard

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question to answer. And when we say, you know,

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what is your definition of success? It's like,

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oh, and often as we start digging into whatever

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the answer is, it's like, But why is that actually

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important to you? What does that actually mean

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to you? As we start, you know, pulling off the

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layers, you know, of the paint to get down to,

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you know, the bare wood floor, we realize that

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they don't actually know. What it is is because

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someone said a million dollar business is what

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is a real successful business. Is it? Maybe.

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But in some cases, a million dollar business

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won't be successful for a person. But they were

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going after it. And often can achieve it. But

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in that achieving, they have let go of their

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own definition of success. And we were seeing

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this a lot probably a year or two ago where people

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had quietly burned down their business and weren't

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talking about it. And then like a couple of years

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ago, we're kind of coming out and talking about

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it. And this was exactly what it was. They had

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achieved outside success. I have a million dollar

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business. I have, you know, I have this, I have

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that. But what they also had with that business

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were things that they didn't want. They had.

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mouths to feed in the form of payroll. They had

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people they had to manage that maybe they didn't

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actually want to be managing people. Maybe the

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reason they left whatever their previous world

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was to start entrepreneurship wasn't to manage

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people. And so that means that the definition

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has to be defined for you. About a year ago,

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I was having a conversation with a woman who

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I... I said, the thing is, a lot of times people

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are like, if I achieve all of these things, then

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I will be able to, you know, fill in whatever

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blank. And I said, a classic is when I get to

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this certain level, then I will have the freedom

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to do the things that I want to do, spend more

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time with my kids, you know, be able to have

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meals at home, you know, so on and so forth.

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But if you spend 20 years doing that, the kids

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aren't home anymore. Right. And as I said that,

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she started crying and she said, no, that's actually

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what happened to me. She said, my kids don't

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talk to me because I spent all of my time building

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the career so that I could spend time with them.

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But then I didn't spend time with them when they

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were there to spend time with. And so to me,

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that's this definition of success. We need to

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know what actually matters right now. Make sure

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that we're doing things that get us closer to

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that right this minute. And maybe that means

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some of the other outside definitions of success

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will have to wait. That was such an unexpected

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answer, and it was so deep. You made my own heartbeat.

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Yeah, it's a real question. Like I said, it's

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a simple question, but it is very hard to answer,

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and it takes a lot of time. And I always point

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that out because people are like, oh, yeah, no,

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I know what it means. And it's like, I bet you

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don't. And part of it is because it continues

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to shift depending on what's happening in your

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life. The definition of success when you have

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young children at home may be very different

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than the definition of success after they've

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all gone off to college or even graduate. It

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shifts over time. It's not a one and done kind

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of answer. It's something we have to think about

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on an ongoing basis. So I'm going to confess

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when I asked that question, and I don't know

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if it's because it's engraved that you have your

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IT background. I thought you were going to say

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they don't have the proper systems in place and

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we were going to go down that route. So you really

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just caught me by surprise with your answer.

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Once we know what your definition of success

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is, then we can install the right systems for

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it. Well, let's move on to the next one. How

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can someone break that burnout cycle if they're

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having one in their business? One of the first

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things is to actually identify that you're having

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a burnout cycle and realizing that the only person

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that can fix that is you. It's not an outside

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system. It's not bringing in another VA. It's

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not, you know, I mean, it's like we keep wanting

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to like fix it from outside things, but it typically

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is an inside problem. And the first question

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goes back to the answer to the last question.

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Are you actually working toward the thing that

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you want to be working toward? Are you working

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toward something that isn't actually inspiring,

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isn't actually aligned with what you're doing?

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Because being really successful at something,

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what's the phrase someone used? Winning a game

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you don't want to play isn't a win, right? And

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so that's part of it, is to make sure that the

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thing that you're winning at actually is the

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thing that you want to be. winning at. That's

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the first step. Once you realize that, then it's

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to look at what actually needs to change so that

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you can reclaim your time and your energy. You

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know, as business owners, we get really focused

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on the money because it's an easy thing to measure.

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You know, money is very, very tactical. We can

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absolutely know, you know, do you have $100 or

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do you have $1 ,000? It's very easy. Time we

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can kind of measure because we have these things,

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watches and whatnot. But time is kind of a weird

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construct anyway, but we kind of sort of measure

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it. But energy is the piece that we have a really

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hard time measuring. And it's, you know, physical

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energy. It's mental energy. It's spiritual energy.

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It's all of those types of energy. And that's

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the place that we have to get really honest with

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ourselves is, is our energy being used in the

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right place? Because most of the time burnout

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is about energy depletion. It's not usually about

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money depletion. And it's not actually usually

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about time depletion. It feels like time depletion

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because energy and time are kind of. closely

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related. But it's usually about energy depletion.

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Why is this draining me so much? Why am I not

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recharging? Because burnout really is about not

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recharging at a proper level. And sometimes it

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is about time. I'm spending way too much time

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working and I'm not taking enough time to eat

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properly, sleep properly, you know, do all of

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those things. But It often is not about time.

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It's actually about I'm putting energy into things

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that don't actually fuel me. And over time, my

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gas tank just keeps getting lower. So we have

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to be honest with ourselves. And it's not an

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easy process. And often we need someone on the

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outside to help us diagnose it because the voice

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in our head usually is not. as honest as we want

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it to be. So now let's talk about the implementation

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gap. What does that mean? The implementation

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gap is where we're looking for X and we're at

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Y. And how do we get from here to there? And

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so the implementation gap is to say. What needs

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to change? How do we need to do things differently

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and not just keep doing the same thing? It's

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often also part of what I call root cause analysis

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of actually getting deeper. We're very good at

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fixing issues that come up, but what we forget

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is often this issue is actually because of a

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deeper issue that's because of a deeper issue

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because of a deeper issue. And so that implementation

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gap is trying to get down to that root cause

00:14:31.850 --> 00:14:37.190
of the issue and saying, let's solve that and

00:14:37.190 --> 00:14:40.789
see how many of these others get solved as a

00:14:40.789 --> 00:14:45.529
result of that fix, whatever that fix happens

00:14:45.529 --> 00:14:49.610
to be. Sometimes it's about bringing in additional

00:14:49.610 --> 00:14:53.330
people, but sometimes it's about changing a system.

00:14:53.720 --> 00:14:56.279
Sometimes it's about cutting out things that

00:14:56.279 --> 00:14:59.539
maybe aren't actually valuable for you, your

00:14:59.539 --> 00:15:03.000
business, your customers. Often the implementation

00:15:03.000 --> 00:15:08.179
gap is the space where we're trying to put things

00:15:08.179 --> 00:15:11.039
in and actually the trick for the implementation

00:15:11.039 --> 00:15:15.500
gap is taking things out and having less in there

00:15:15.500 --> 00:15:19.200
instead of... instead of more in there. But functionally,

00:15:19.200 --> 00:15:21.179
it really is about saying, what is that root

00:15:21.179 --> 00:15:23.399
cause that's going to get us from where we are

00:15:23.399 --> 00:15:26.620
to where we actually want to be instead of just

00:15:26.620 --> 00:15:29.360
continuing to put, you know, a Band -Aid on the

00:15:29.360 --> 00:15:34.360
cut. So how can someone work with you? I actually

00:15:34.360 --> 00:15:38.879
have three main programs that I offer, and they're

00:15:38.879 --> 00:15:41.799
designed at different levels of business. All

00:15:41.799 --> 00:15:43.860
of our programs are based on an accountability

00:15:43.860 --> 00:15:46.240
process that we call the weekly course of action.

00:15:46.480 --> 00:15:49.820
And regardless of how you work with me, that's

00:15:49.820 --> 00:15:53.340
one of those places. And for many people, that's

00:15:53.340 --> 00:15:55.940
sufficient because it's a way that we're communicating

00:15:55.940 --> 00:15:59.139
back and forth. And I'm helping hold you accountable

00:15:59.139 --> 00:16:03.340
to what your definition of success is. Now, I

00:16:03.340 --> 00:16:08.730
work with women entrepreneurs. If you're a man,

00:16:08.990 --> 00:16:11.269
you can reach out. I will absolutely talk to

00:16:11.269 --> 00:16:13.509
you. And then I will redirect you to one or two

00:16:13.509 --> 00:16:18.070
of my most trusted colleagues. But for women,

00:16:18.269 --> 00:16:23.250
I focus on women because women often are getting

00:16:23.250 --> 00:16:26.730
advice from men who have not lived the female

00:16:26.730 --> 00:16:30.559
experience. There is a different level of expectation

00:16:30.559 --> 00:16:34.480
still in women in our society of what the obligations

00:16:34.480 --> 00:16:37.700
and expectations are. And so that's part of what

00:16:37.700 --> 00:16:41.259
I focus on and talk about when I'm working with

00:16:41.259 --> 00:16:44.539
my clients. So the weekly course of action is

00:16:44.539 --> 00:16:48.059
for any level of business owner. I've had folks

00:16:48.059 --> 00:16:50.720
that were brand new business owners join a weekly

00:16:50.720 --> 00:16:52.419
course of action. And I've had people who've

00:16:52.419 --> 00:16:54.460
been in business for 20 years join a weekly course

00:16:54.460 --> 00:16:56.929
of action. I also have a small group program,

00:16:57.049 --> 00:16:59.909
which allows us to do a little masterminding

00:16:59.909 --> 00:17:03.269
every month, as well as a little bit of one -on

00:17:03.269 --> 00:17:06.789
-one work. And then my primary offer is one -on

00:17:06.789 --> 00:17:09.450
-one coaching, where I spend some time every

00:17:09.450 --> 00:17:11.990
week or every other week with my client, really

00:17:11.990 --> 00:17:15.049
digging in and looking at where's the root cause?

00:17:15.109 --> 00:17:17.750
What are we dealing with? Are we thinking strategically?

00:17:17.829 --> 00:17:20.369
Are we getting a little too myopic and a little

00:17:20.369 --> 00:17:23.990
too focused on tools and tactics? Helping them

00:17:23.990 --> 00:17:27.359
think through alternatives. You know, you mentioned

00:17:27.359 --> 00:17:29.740
at the beginning of the call, the 47 industries.

00:17:29.759 --> 00:17:32.319
And years ago, I had a client say, you are such

00:17:32.319 --> 00:17:36.240
an out of the box thinker. And I remember being

00:17:36.240 --> 00:17:39.839
struck by that as like, that is not at all about

00:17:39.839 --> 00:17:41.640
how I think about myself. And then I started

00:17:41.640 --> 00:17:44.779
giggling and she said, what? And I said, I'm

00:17:44.779 --> 00:17:47.359
not actually an out of the box thinker. I just

00:17:47.359 --> 00:17:50.930
know what's in everybody's box. And that was

00:17:50.930 --> 00:17:54.069
actually what I had done is I had grabbed a tool,

00:17:54.230 --> 00:17:58.089
a tactic out of a completely unrelated industry

00:17:58.089 --> 00:18:01.910
that has used that tool and tactic for decades

00:18:01.910 --> 00:18:06.410
and said, what if we plug that in into your situation?

00:18:07.029 --> 00:18:10.329
And it felt so revolutionary and so unusual.

00:18:10.509 --> 00:18:12.910
So that's also part of what I provide when I'm

00:18:12.910 --> 00:18:14.950
working with my clients one -to -one is to say,

00:18:15.049 --> 00:18:17.109
have you thought about this other thing that

00:18:17.109 --> 00:18:21.029
you probably have no idea even. exists because

00:18:21.029 --> 00:18:24.690
it's way outside of where your brain and your

00:18:24.690 --> 00:18:27.710
industry currently works. The one -on -one work

00:18:27.710 --> 00:18:30.450
is my very favorite work because I really like

00:18:30.450 --> 00:18:33.309
digging in. So before we wrap it up, I'd like

00:18:33.309 --> 00:18:36.930
for you to share one key takeaway that they can

00:18:36.930 --> 00:18:41.430
implement to become better about their own accountability.

00:18:41.589 --> 00:18:43.849
So I guess the question is, what does everybody

00:18:43.849 --> 00:18:46.730
get wrong about accountability and what step

00:18:46.730 --> 00:18:49.549
can they take today to be more accountable? The

00:18:49.549 --> 00:18:53.910
thing for accountability is we have conflated

00:18:53.910 --> 00:19:01.029
task management and chasing down people and making

00:19:01.029 --> 00:19:03.369
people feel bad about not getting things done

00:19:03.369 --> 00:19:06.470
as accountability. And none of those things are

00:19:06.470 --> 00:19:09.990
accountability. Those are project management

00:19:09.990 --> 00:19:12.809
and, you know, hassling and dogging people and

00:19:12.809 --> 00:19:15.230
shaming. And none of those things are actually

00:19:15.230 --> 00:19:19.190
accountability. Real accountability. takes two

00:19:19.190 --> 00:19:24.109
people talking together to reflect and to problem

00:19:24.109 --> 00:19:27.549
solve. That's what real accountability takes.

00:19:28.170 --> 00:19:31.509
And when I start talking to people about accountability,

00:19:31.609 --> 00:19:33.289
they're always a little surprised. It's like,

00:19:33.329 --> 00:19:35.450
no, that's really all it is. It's reflecting

00:19:35.450 --> 00:19:38.690
on your decisions, both the good decisions and

00:19:38.690 --> 00:19:40.789
the bad decisions. Most of us only reflect on

00:19:40.789 --> 00:19:42.750
the bad decisions, but we should reflect on the

00:19:42.750 --> 00:19:46.109
good decisions too, so that either we can confirm

00:19:46.109 --> 00:19:49.420
it was. actually a good decision or just got

00:19:49.420 --> 00:19:52.900
lucky? Or if it was a good decision, how do we

00:19:52.900 --> 00:19:58.359
make more of those? Right. But also the problem

00:19:58.359 --> 00:20:01.519
solving. If we're stuck, if something's not moving

00:20:01.519 --> 00:20:04.500
forward, how do we actually solve that problem?

00:20:04.680 --> 00:20:08.359
And my number one tip is to change the way we

00:20:08.359 --> 00:20:12.220
ask the question. So typically when we're in

00:20:12.220 --> 00:20:15.299
an accountability kind of process, what we will

00:20:15.299 --> 00:20:18.950
ask is, Why didn't that get done, right? That

00:20:18.950 --> 00:20:21.150
is the standard way that we will ask the question,

00:20:21.309 --> 00:20:25.269
why didn't that get done? Well, as soon as we

00:20:25.269 --> 00:20:28.950
use the term why, our brain, being, you know,

00:20:28.950 --> 00:20:32.109
back to humans are complicated, goes into an

00:20:32.109 --> 00:20:37.029
automatic defensive mode. And depending on which

00:20:37.029 --> 00:20:39.869
brain starts first, sometimes it's the very nasty

00:20:39.869 --> 00:20:41.970
brain in our head that we wouldn't let any, you

00:20:41.970 --> 00:20:44.210
know, wouldn't talk to anyone that way. We'll

00:20:44.210 --> 00:20:46.170
say, well, because I'm stupid, because I'm lazy,

00:20:46.289 --> 00:20:48.430
because, you know, we'll have all of those very,

00:20:48.490 --> 00:20:52.210
very negative things. Other times it will still

00:20:52.210 --> 00:20:54.630
be about, well, because I had so many things

00:20:54.630 --> 00:20:57.869
I had to do and we start coming up with excuses,

00:20:58.170 --> 00:21:02.509
right? But if we change the framing of the why,

00:21:03.400 --> 00:21:07.960
to a what or a how question, our brain actually

00:21:07.960 --> 00:21:13.359
skips all of that useless conversation and immediately

00:21:13.359 --> 00:21:16.059
goes into problem -solving mode. So instead of

00:21:16.059 --> 00:21:19.099
saying, why didn't you get that done? You could

00:21:19.099 --> 00:21:22.599
ask, what prevented you from getting that done?

00:21:23.400 --> 00:21:27.019
It's exactly the same question, but our brain

00:21:27.019 --> 00:21:30.859
goes into a completely different place. Completely

00:21:30.859 --> 00:21:32.799
different place. It immediately goes into problem

00:21:32.799 --> 00:21:37.660
-solving mode. Or you could ask, how do we need

00:21:37.660 --> 00:21:40.000
to approach it differently so it gets done this

00:21:40.000 --> 00:21:45.500
week? Same thing. Completely different place.

00:21:45.579 --> 00:21:49.319
It's still the same question. It functionally

00:21:49.319 --> 00:21:52.079
is the same question. But instead of focusing

00:21:52.079 --> 00:21:56.740
on defensive excuses, feeling bad about ourselves,

00:21:56.900 --> 00:21:59.200
we immediately go into... How do we solve this

00:21:59.200 --> 00:22:03.099
problem? What really is the issue? And in doing

00:22:03.099 --> 00:22:06.460
that, we actually are being held accountable

00:22:06.460 --> 00:22:09.359
and or are holding someone else accountable in

00:22:09.359 --> 00:22:11.519
a way that's helpful. And that's actually going

00:22:11.519 --> 00:22:13.200
to move the needle in the way that we want to

00:22:13.200 --> 00:22:17.420
move the needle. So I'm a why kind of girl. Most

00:22:17.420 --> 00:22:20.079
of us are. Oh, my gosh. Our natural tendency

00:22:20.079 --> 00:22:24.099
is why. Yes, and I love it because to me it invokes

00:22:24.099 --> 00:22:26.960
curiosity, right? Like, why does that work that

00:22:26.960 --> 00:22:29.900
way? So the way that you just explained it made

00:22:29.900 --> 00:22:34.240
me reframe my own way of thinking just now. Like,

00:22:34.240 --> 00:22:39.400
even with myself, when should I use why versus

00:22:39.400 --> 00:22:44.279
how? Or what? How or what creates a very different

00:22:44.279 --> 00:22:47.980
space. And as you said, we've been taught to

00:22:47.980 --> 00:22:52.269
ask why as a curiosity question. which is a really

00:22:52.269 --> 00:22:58.109
helpful question. But our mind doesn't go there.

00:22:58.309 --> 00:23:00.130
I mean, there are times that why makes perfect

00:23:00.130 --> 00:23:04.069
sense. But so often, if we change it to what

00:23:04.069 --> 00:23:09.390
or how, it really changes the answer. I can already

00:23:09.390 --> 00:23:12.519
see me now. Why? No, wait. Let's think this through,

00:23:12.640 --> 00:23:15.599
Sheila. Now let's see it from the what perspective.

00:23:15.859 --> 00:23:18.519
And now we're going to see it from the how perspective

00:23:18.519 --> 00:23:23.559
before I make that decision. I will tell you

00:23:23.559 --> 00:23:26.220
from my own experience, it is really hard to

00:23:26.220 --> 00:23:28.259
make the shift. But you gave me something to

00:23:28.259 --> 00:23:30.900
think about. And I will think of you next time.

00:23:30.900 --> 00:23:34.660
The why, which is very often it comes into my

00:23:34.660 --> 00:23:37.500
head. It won't be hard. It'll just be that split

00:23:37.500 --> 00:23:40.869
second. Well, if I reframe it. to what and how,

00:23:41.069 --> 00:23:43.990
how does that answer change? Well, thank you

00:23:43.990 --> 00:23:47.250
so much for joining me today, Gwen. Sheila, I

00:23:47.250 --> 00:23:50.750
have enjoyed the conversation and appreciated

00:23:50.750 --> 00:23:52.970
all the questions and the opportunity to be here

00:23:52.970 --> 00:23:56.069
with you. And thank you all for tuning in to

00:23:56.069 --> 00:23:58.809
another episode of Milestone Moments in Business

00:23:58.809 --> 00:24:00.789
and Leadership. Until next time.
