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Chief Change Officer

#135 From Misfit to Mission: Sara Lobkovich’s Guide to Achieving Big Goals – Part One

Mon, 6 Jan 2025

Description

If you’ve ever felt like a misfit—an introvert, an ADHDer, a rebel, or a frustrated change-maker—this two-part series is for you. Our guest, Sara Lobkovich, proudly identifies with these groups and has turned her unique perspective into a source of strength. After months of writing, Sara has crafted two books that combine her lived experiences and sharp business strategies. Her mission is clear: help others activate their inner strategist and chase ambitious goals with authenticity and clarity. In Part 1, we’ll uncover Sara’s personal journey, from struggles to breakthroughs, and how her experiences shaped her purpose. Part 2 will delve into the books—her motivations, her audience, and the impact she hopes to create. Key Highlights of Our Interview: The Milk Activist: Chocolate Milk Equality at Age Nine “I successfully petitioned the cafeteria ladies for milk equality… so that the bag lunch kids could also have chocolate milk on Friday.” Job Hopping or Scanning? Redefining a Nonlinear Career “They called it job hopping, but my career coach reframed it as being a ‘scanner’ with lots of interests. Turns out, I wasn’t hopping, I was just too excited to make things better!” The Burnout Chronicles: From Always-On-the-Go to Needing a Why “I was that guy on the plane, always on the go. My dog lived with my parents for way too long. That lifestyle led me to burnout, and I realized I needed to do things differently.” Curiosity as a Cure: How Staying Curious Helped Me Avoid Feeling Stuck “Curiosity is an antidote to stuckness and anxiety. Later in my career, I developed the ability to always have a playground in my brain—something to learn.” Turning a Job Disappointment into an MBA in Enterprise Politics “Instead of feeling frustrated, I reframed my experience as a mini MBA in navigating large political organizations with resistance to change.” Strategy Isn’t About Being the Smartest in the Room—It’s About Asking the Right Questions “Being a strategist is not just being the smartest person in the room. It’s having a toolkit of questions that uncover facts, spark insight, and develop ideas.” Connect with us: Host: Vince Chan | Guest: Sara Lobkovich ______________________ --Chief Change Officer-- Change Ambitiously. Outgrow Yourself. Open a World of Deep Human Intelligence for Growth Progressives, Visionary Underdogs, Transformation Gurus & Bold Hearts. 6 Million+ All-Time Downloads. Reaching 80+ Countries Daily. Global Top 3% Podcast. Top 10 US Business. Top 1 US Careers. >>>100,000+ subscribers are outgrowing. Act Today.<<< --Chief Change Officer--Change Ambitiously. Outgrow Yourself.Open a World of Expansive Human Intelligencefor Transformation Gurus, Black Sheep,Unsung Visionaries & Bold Hearts.EdTech Leadership Awards 2025 Finalist.18 Million+ All-Time Downloads.80+ Countries Reached Daily.Global Top 1.5% Podcast.Top 10 US Business.Top 1 US Careers.>>>170,000+ are outgrowing. Act Today.<<<

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Chapter 1: What is the purpose of this podcast episode?

9.6 - 37.746 Vince Chan

Hi, everyone. Welcome to our show, Chief Change Officer. I'm Vince Chan, your ambitious human host. Our show is a modernist community for change progressives in organizational and human transformation from around the world. This episode and the next episodes

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39.662 - 84.138 Vince Chan

are for the introverts, the ADHDs, those on the autism spectrum, trauma survivors, astrology-brained square-packs, frustrated change-makers, revolutionaries, that's rebels and revolutionaries combined, and thinker-doers. Why? Because our guest today, Sarah Lobkovich, is part of these groups and she is not holding back anymore.

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85.379 - 127.996 Vince Chan

In fact, she's spent months writing two books that bring together her life lessons and business strategy experience. to help us all wake up our inner astrologist and achieve big goals with no BS. In this episode, part one, we'll dive into who Sarah is, what she's been through and how her past has shaped her purpose today. In the next episode, part two,

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129.346 - 155.977 Vince Chan

will dig into the book, her why, her audience, her objectives, and her vision. That said, Sarah's story and her book aren't just personal. They are also deeply rational. She's packed it with tools, analysis, and a lot of business concepts.

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157.452 - 183.605 Vince Chan

For anyone familiar with business school models and buzzwords, you'll find her approach balances speaking to a specific audience while delivering real business value. Let's get started. Welcome Sarah, welcome to our show. Let's dive right into your story.

Chapter 2: Who is Sara Lobkovich and what does she do?

185.043 - 207.175 Sara Lobkovich

For sure. So now I am a, I call myself a strategy coach and goal nerd. I'm really fascinated by goal setting and the role that goal setting and then organizing behavior change to support goal achievement can have for people's lives.

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207.995 - 240.799 Sara Lobkovich

So it sounds super intellectual, but to me, it's really a passion and a movement around helping people tap into their intrinsic motivation and their purpose and their why, and then be able to operate their careers and run their businesses with more of that connection to their why and their purpose and the larger meaning instead of just chasing extrinsic rewards or external expectations.

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242.159 - 263.045 Vince Chan

How did you end up doing what you're doing now? Maybe we can dive deeper and go down memory lane. Where are you originally from? I know you are now on the West Coast in the United States, but let's talk about the early part of your life.

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264.946 - 292.645 Sara Lobkovich

Where did it all start for you? You either get a long answer or a short answer when I talk about my work life. The longer story, I am from a little tiny town out on the Olympic Peninsula that's called Port Townsend. So it's still here on the west coast of the U.S. in western Washington. But Port Townsend is a relatively small town.

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292.785 - 323.803 Sara Lobkovich

It's a ferry ride and an hour and a half drive from Seattle, so it's not really close to an urban center. And it is the kind of place where there's a massive arts and creative community, incredible writing programs. I grew up in a very art-filled and creative environment. environment where like being an artist is a way to make a living or being a writer is a way to make a living.

325.024 - 363.145 Sara Lobkovich

And so that was how I started. I had two parents who were public employees. and lived in this place where my creativity was nurtured and encouraged from very early on. So my upbringing helped me find, and my early childhood, I think I've been an activist since birth. I successfully petitioned our cafeteria ladies for milk equality, which sounds so silly now, but I was in the third grade.

363.165 - 388.439 Sara Lobkovich

I think I was nine years old and the brown bag kids had regular milk on Fridays and the hot lunch kids got chocolate milk on Fridays. So I petitioned the schoolyard kids, successfully petitioned the cafeteria ladies to achieve milk equality so that the bag lunch kids could also have chocolate milk on Friday.

388.539 - 419.321 Sara Lobkovich

And once I had a taste of that, it's like the combination of growing up somewhere where creativity was really nurtured and that early taste of successful activism. You can just draw a straight line from that to what I'm doing today in terms of enabling people to really change systems, change workplaces, and change how we operate in ways that are more human-centered.

419.441 - 442.55 Sara Lobkovich

So it's for high performance, but also with these practices that really help us operate from our why and our shared purpose and what really matters beyond just the generating of revenue. So that's the early childhood. And then from there, I got really into technology. So I was an early adopter.

Chapter 3: What challenges did Sara face in her early career?

747.732 - 773.229 Sara Lobkovich

I believe that authority and respect are earned not awarded or not due to something other than being earned person to person. So I have had a career where for one thing, I just got, I'm just going to own it. I got really lucky that I started in technology as early as I did because for my early career,

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774.29 - 806.627 Sara Lobkovich

Because I had that technology and community and content and internet content experience so early, That created opportunities for me whenever I decided I was ready to move on in a role. So I did have, I would have been called a job hopper if we had that language back then. But I worked with a career coach who reframed that for me to use the language of being a scanner at the time.

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807.167 - 838.172 Sara Lobkovich

So it's not as much about job hopping. It's that I'm nonlinear and I have lots of interests. In my early career, those issues with authority manifested themselves in frustration. I would get into a role. I'd be super excited. I would bring my 150% to the role and then I would realize they don't even want 25% of what I'm bringing.

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838.813 - 852.777 Sara Lobkovich

It's just not, they just want someone to sit down and do the widget building or sit down and do whatever the tactical thing was. And so that was my struggle early in my career.

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853.338 - 880.838 Sara Lobkovich

Part of the job hopping was I would get hired in with a change remit or hired in with a more strategic title and then find out that it was actually just a tactical execution role, which there's nothing wrong with tactical execution. I'm just a person who I can't help but see how things can be better or how things can be different or how we can innovate or improve.

881.559 - 909.879 Sara Lobkovich

And that wiring for this can be better. Our customer experiences can be better. Our employee experiences can be better. We can be more efficient. We can waste less human labor. All of those noticings have been part of me since my early and mid-career. And all those things made my early career, I would describe it as seeking.

910.199 - 949.047 Sara Lobkovich

I was just trying to find somewhere that I could love my work and have my employer love me back again. And it was in mid-career, my tenure started to get longer. I was hired in, I started working It was when I started working in actual strategy as a field that my tenures got longer. So I can't remember exactly the year that I started.

949.067 - 981.047 Sara Lobkovich

I think it was 2012-ish was the first time I took a job in an agency as a content strategist. And when I found that discipline, it was the perfect mix of strategic and conceptual and creative and executional. And there were numbers. I could see the performance of our content. I could optimize and improve and analyze. And so that was my first ding ding. I think I found it.

982.188 - 1019.098 Sara Lobkovich

And working in that space. then led me again into other opportunity in that field i graduated into a larger agency that was part of a larger holding company and that was when i got my big agency advertising experience was that chapter from 2013-ish to 20, I can't remember when I actually left. I think it was 2018-ish. And that was, I'd say, in addition to what I'm doing now, that was really the

Chapter 4: How did Sara's childhood influence her activism?

1045.553 - 1084.594 Sara Lobkovich

experiences in that agency chapter of my life was spotting potentially strategic talent from the admin pool or the intern list and being able to nurture folks who had not been considered for strategy roles into the field of strategy. So my work graduated from content strategy into actual brand strategy and planning. And then that was when I loved my work. I loved my colleagues. I loved my team.

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1084.854 - 1107.559 Sara Lobkovich

My team was incredible. And I was the guy on the plane. So I'd be at the office and they'd say, we need you in Cleveland. And I'd I'd stop at home and grab a suitcase and I'd be on a plane and then I'd ask when I was on the plane, okay, what's the client and what are we doing? And then I'd prep on the plane and then deliver the pitch or the collaboration or whatever it was.

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1109.18 - 1140.415 Sara Lobkovich

So I found myself always on the go, a lot of travel, trying to maintain my team at home, my leadership of my team, having at that point very little life. And my dog lived with my mom and dad for way too long during that chapter. And that was what led me ultimately to that burnout that then had me thinking, I can't sustain this. I need to find ways to survive.

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1141.375 - 1170.602 Sara Lobkovich

do this differently or to do something differently. And I can't just be constantly in activity without some sort of why for myself or some sort of reason or some self set goals. And so that kind of brings it full circle to that 2016 year when I started creating my own self set goals.

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1172.529 - 1211.279 Vince Chan

as I was listening to your story. First off, if we were in a studio together right now, I would give you a big high five. You really hit on something that's basically me. When you mentioned getting excited about an opportunity, putting in 200% of your time and effort, only to realize... They just want 20 or 25% from you. And they don't even appreciate all the extra thoughts and work.

1213.34 - 1252.387 Vince Chan

Yeah, that was me too, for sure. Thanks for sharing that, Sarah. But as I kept listening, I also picked up on something else. There have been quite a few moments when you were stuck or felt stuck. And it sounds like through a lot of self-discovery, you rose above those challenges and kept moving forward. Is that a fair way to summarize your evolution?

1254.828 - 1283.618 Sara Lobkovich

It's such a good question, Vince, because Now I am professionally trained as a coach. I, part of my work is helping people in organizations remain unstuck. But partly because of all my wiring and the way that I've navigated my career, early career when I would move from opportunity to opportunity based on my interest and the opportunities that were presented to me.

1284.578 - 1313.731 Sara Lobkovich

And then later in my career when I started to become just an insatiably curious student of career and leadership and change. I have had times in my career where, in retrospect, I think I was stuck. Like when I think back, it's like I overstayed somewhere or I had to pay the rent and I didn't have something lined up, so I didn't make a move.

1315.117 - 1353.929 Sara Lobkovich

But I have always been so intensely curious that I don't feel like I have struggled with stuckness as much because when I get stuck, I just get intensely curious. Curiosity is an antidote. for me to so many ills. Curiosity is an antidote to anxiety. It's an antidote to stuckness. And so I've always, I think, been able to shift my brain. I shouldn't say always.

Chapter 5: What is the significance of goal setting in Sara's life?

1699.898 - 1728.551 Sara Lobkovich

I have been brought in after this jump with those consultants and, um, done additional work where it wasn't as successful, um, And so I've seen that big strategy machine operate. I've also worked with folks who come from that world who are some of my dearest colleagues, incredibly talented people.

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1728.571 - 1756.109 Sara Lobkovich

They learned brilliant ways of working in that environment and really strong frameworks for working in those environments. learned how to work well and how to serve clients well. So I've observed and learned a lot being adjacent to those types. But the big agency thing just wasn't something that I was a candidate for. So I worked in smaller agencies.

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1756.769 - 1791.895 Sara Lobkovich

I worked in creative agencies to begin with, and then I started working in smaller consultancies. And I think some of the misconceptions or misunderstandings in the workplace, I think too often. The words strategy and smart are conflated. So being strategic or being a strategist is not just being the smartest person in the room.

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1792.575 - 1824.701 Sara Lobkovich

Being a strategist is being someone who is curious and has a toolkit of questions and that help uncover facts and observations that then spark insight and let us develop ideas. And so I think that's the thing. that I didn't realize until really late is being a strategist, I'm looking at a book on my bookshelf right now that I always keep within arm's length by Mark Pollard.

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1825.061 - 1853.754 Sara Lobkovich

And it's called Strategy is Your Words. But he is very much from the school. He's a rebel in strategy. He's a delightful rebel in the field of strategy. And strategy is your words. Strategy is your questions. Strategy is... the curiosity to ask questions that yield facts and observations and possibility that wasn't there before the questions were asked.

1854.174 - 1874.642 Sara Lobkovich

So I think we just think of, I don't, for one, I don't think a lot of people know what strategy is as a field, but for two, when we do, I think we think of strategists as the Mad Men reference. The Don Draper, he's an account guy, but he's also strategic.

1874.942 - 1891.437 Sara Lobkovich

The polished person in the suit at the front of the room that's got the line and the story and the room is captivated by the strategy that's being unfolded. And the world of strategy that I've always worked in is not that.

1891.817 - 1917.795 Sara Lobkovich

It's me and other collaborators from a diverse range of backgrounds standing at a whiteboard on a Saturday trying to solve a problem that we're so excited to solve together or to create possibility around that we're there by choice on a Saturday standing at a whiteboard together. Throwing ideas or throwing facts and observations and insights around.

1917.975 - 1932.243 Sara Lobkovich

So I think especially what we see when we think of strategic consulting, it is the McKinsey's, it's the Bain's, it's the big ones, it's the folks in suits and the frameworks and they do brilliant research and that's what we see in the field.

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