857: How to Stop Feeling Doubtful and Start Feeling Successful with Laura Gassner Otting

By April 17, 2023Podcasts

 

Laura Gassner Otting says: "Success wasn’t an endpoint but it was a waypoint."

Laura Gassner Otting reveals the surprising reason why success can sometimes feel like a burden—and what to do about it.

You’ll Learn:

  1. Why success often makes us feel conflicted
  2. How to turn impostor syndrome on its head
  3. How to find your confidence when doubt settles in

About Laura

Author, Catalyst, and Executive Coach Laura Gassner Otting inspires people to push past the doubt and indecision that keep great ideas in limbo by helping audiences think bigger and accept greater challenges that reach beyond their current, limited scope of belief.

She delivers strategic thinking, well-honed wisdom, and perspective generated by decades of navigating change across the start-up, corporate, nonprofit, political, as well as philanthropic landscapes. Laura is the author of Limitless: How to Ignore Everybody, Carve Your Own Path, and Live Your Best Life (2019), as well as Mission-Driven: Moving from Profit to Purpose (2015). Her most recent book is Wonderhell: Why Success Doesn’t Feel Like It Should . . . and What to Do About It (2023).

Resources Mentioned

Laura Gassner Otting Interview Transcript

Pete Mockaitis
Laura, welcome back to How to be Awesome at Your Job.

Laura Gassner Otting
Hey, Pete, I’m glad to be back.

Pete Mockaitis
Well, I’m excited to dig into the wisdom of your latest work Wonderhell: Why Success Doesn’t Feel Like It Should . . . and What to Do About It. Whoa, that’s a big concept. Laura, what even made you think this is a thing you want to write?

Laura Gassner Otting
Well, I think a lot of personal development and self-help authors write the books that they needed but they couldn’t find. So, when my last book Limitless that I talked about on your show last time came out, I suddenly found myself in this place where I was like, “Oh, that book did okay. It did pretty good. I wonder what pretty great would feel like?” And I saw this potential that I had in me, that I didn’t even have a mailing list when the book came out, and it debuted as a bestseller, and it was, like, “Pretty amazing. But how do I make it even bigger? Like, how do I do the next thing?”

And in that moment of success, well, I thought I was at the end of the line, I thought I was done, I was finished, I published the book, great, I suddenly realized that success wasn’t an endpoint but it was a waypoint. It became this portal that showed me that there was even more inside of me. And so, I had this moment where I realized, like it’s exciting, it’s humbling, it’s amazing, it’s wonderful, but also now I have this burden of potential that’s sitting on my shoulders, and I’m filled with anxiety, and fear, and dread, and uncertainty, and doubt, and impostor syndrome, and exhaustion, and burnout.

It’s wonderful but it’s kind of hell. It’s sort of Wonderhell. And so, I went about reading all the self-help books that were out there, like I 10X’d, and I crushed it, and I leaned in, and I washed my face, and I apologized, and all the things I was supposed to do, and, Pete, none of them worked. And so, finally, I was like, “All right. Well, there got to be people who know.”

So, I just started talking to other people who have been super successful people.

And it turns out that there are no answers, that we don’t actually get through these moments of Wonderhell but we just learn how to get more comfortable in them because on the other side of this Wonderhell is just the next one, and the next one, and the next one after that. And so, the book really talks about everything I learned from these people and how they learned not just to try to survive these moments but how to look forward to them, and thrive in them instead.

Pete Mockaitis
Okay. So, then let’s capture the main idea here. So, we achieve a success, a goal, a victory, something cool, and maybe it exceeds your expectations, like, “Whoa, all right, there we go.” And so then, you’re suggesting the common emotional experience for such achievers goes like what?

Laura Gassner Otting
Well, so what happens is every time we experience success, whether it’s a huge success, like, “I just sold my first company,” or a small success, like, “I just sold my first consulting contract,” or, “My first tube of lipstick.” Like, it doesn’t have to be like this huge massive thing. We think we’re like, okay, we’ve been sold this bill of goods, like, once we succeed everything gets easier. Like, once you just get to the other side of this project, this potential, this committee, this promotion, everything will get easier.

And what I learned from my own experience and from all the people that I talked to is that it actually doesn’t get easier. In fact, it gets harder because every time we achieve something, we realize that there’s more inside of us. Like, the success becomes a portal to everything else we could be. And so, we feel this faster pace, this bigger hunger, this drive to see what else is out there and what else we could be. And because of that, success never feels as good as we think it’s going to feel because it’s never the endpoint. It’s just a waypoint.

Pete Mockaitis
Well, I’m intrigued, Laura, when you said bigger hunger, I think sometimes, I’ve heard tales – I’ve experienced a touch this myself – that instead of a bigger hunger, it’s just like, “Okay, well, I’ve been chasing this thing for a long time, and I got it, and that’s really cool, but now what? I don’t really have a new big dream or goal or thing I’m after.” And, in a way, it could be sort of a downer, I think there’s less hunger. So, do you see that as well? Or, how do you think about this vibe?

Laura Gassner Otting
Yeah, absolutely. And for a lot of those people, there’s this moment that feels almost a little bit like burnout. So, the book, I wrote the book, it sort of emulates an amusement park, where, like, you go to an amusement park, you think it’s going to be fun. You can go to all the towns, you can go to all the rides, you can eat all the food. It’s going to be great.

And then it’s like 3:00 o’clock in the afternoon, and you’re a little sunburned and you’re a lot dehydrated, and that corndog in your stomach is not so happy, and you’re in line for the rollercoaster, and you’re like, “Do I really want to go on this? Like, I was told this was going to be fun. I thought this was going to be fun.”

So, success is kind of the same way, where you get to that goal, and you’re like, “I thought this was supposed to be fun. Like, why do I just feel kind of blah? Like, why doesn’t it feel better when I’m here?” So, the book is sort of organized around an amusement park, and there’s three towns: there’s Impostor Town, there’s Doubtsville, and there’s Burnout City.

So, burnout city, the first ride, like all the chapters are rides, the first ride of burnout city is the merry go round, which is that moment where you just say no hustle porn, you’re like, “I’ve done the thing, I’ve crested the mountain, and maybe right now, like, I’m okay where I am. Like, I achieved the big work thing, and now I want to spend time focusing on other parts of my life.”

So, we’re told that we need to keep going, like bigger, better, faster, more. As soon as you achieve something, you need to be “What’s the next thing you want to achieve?” And so, for a lot of the people that I spoke to, they saw their lives sort of in these seasons, where there’s a time for them to be building their businesses, there’s a time for them to be growing in their jobs, but then there are also times when they’re like, “You know what, maybe I don’t want to take on the next big thing, the next big promotion. And maybe I don’t want to syndicate my podcast. Maybe I don’t want to take on the job that’s going to put me on the road all the time because I’ve got small kids.”

So, it’s not even necessarily a case of “I don’t know what the next big thing is.” It can also be a case of, like, “Even if I do know what the next big thing is, maybe I don’t want to do that. Like, I don’t need to keep bigger, better, faster, more growing. I just want to expose other parts of my life right now because I’ve already done that thing over there.”

Pete Mockaitis
Well, hey, since we’re in Burnout Town, let’s complete our tour, and then visit the other two towns. And so, yeah, if folks find themselves in this kind of a spot, are there some cool stories or best practices you recommend for dealing with that effectively?

Laura Gassner Otting
So, one of the stories that I actually talk about in Burnout Town is the story of Jordan Harbinger, who is of the Jordan Harbinger Show, a very popular podcast, and he was approached to syndicate his podcast, a very successful podcast, people approached him to 10X the thing.

And he looked around, and he said, “You know, I spend all day long talking to incredibly successful humans who are all coming on my show at the time when they’re like launching a book, or a launching a course, or launching a mastermind, or some sort of thing.” And he goes, “And I interview them, and they’re like, ‘This is the part that sucks. This is the part where I’m on the road all the time. This is the part where I don’t see my kids. This is the part where I’m spending money out the wazoo and I don’t even know if I’m going to get it back. This is the part that sucks.”

“And then, afterwards, they’re like, ‘Hey, so, Jordan, when are you going to write your book? When are you going to have your mastermind?’” And he’s like, “No, it sounds terrible. Why would I want to do it?” So, when he got approached to syndicate his show, he looked around and he said, “Everybody I know who is doing the thing, everybody I know with a private jet is miserable. All they do is tell me about how expensive the private jet is.”

“And so, I looked around and I thought, ‘Why did I get into this in the first place?’ I got in this the first place because I want a ton of flexibility in my life. And he said, “Now, I’m married, I’ve got a baby, I’ve got another baby on the way,” and he’s like, “There’s only so many days I could say to my kids, like, ‘Hey, it’s Tuesday afternoon, your dad has got a super flexible job, let’s go to Disney World today so we can avoid the long lines on the weekend.’”

He’s like, “There’s only so many years I could do that before my kids are, like, “You, you old fart. We don’t want to hang out with you. We want to hang out with our friends and go play XBOX or something.” So, he was, like, “When I got approached for that, I thought about all the people that I talk to who are hustling, and who were exhausted, and who were miserable, and I looked at my little babies and I thought, ‘Nah, I’m good. I’m going to stay right here for a little while, and then, the syndication thing, it’ll be there later.’”

Pete Mockaitis
That’s right. And as I think about Jordan’s example, because I sort of follow his podcast world, and he’s done quite well for the show, I guess, without taking that pathway, and is, in fact, really a leader in this space, specifically, of smartly purchasing – not to get too much in the weeds and minutiae of the podcast industry – but smartly purchasing promo spots for his own show on other podcasts, which he recoups via just audience growth and then selling ads on his show in a beautiful replicable kind of scaling way, which is, like, “Oh, maybe that’s my future, too.” Thank you for sharing us the pathway to that. So, he’s still hustling, in a way, but on his own terms, it seems.

Laura Gassner Otting
On his own terms. And, speaking of podcasts, there’s another podcaster I interviewed for the show is Jonathan Fields, a dear friend of mine. And Jonathan talked about his own experiences with burnout, and his really were focused around this question of perfection. So, when he was younger, when he was a teenager, his grandfather just passed away, and they were cleaning out his grandfather’s house.

And he said, “Well, I went down to the basement and I found this pile of old paint and an old doorframe, and I stuck the door on a bunch of cement blocks, and I just started painting. And I lost myself for hours in the painting. And it was the first experience I ever had of being in flow about something. So, I decided I wanted to start painting album covers on jean jackets. And, in my mind, I had this vision of what the album covers would look like on the jean jackets, and then I would try to paint them. And I was not able to produce what I saw in my mind, the thing in my mind that I, literally, had no right to expect because I had no experience painting.”

And he said, “And then I would take these terrible jean jackets, and I would destroy them, and I was so filled with self-hatred about the fact that I wasn’t perfect at this thing, that the self-punishing behavior became super damaging.” And he said, “I took that perfectionist drive, and I took that through law school, through an early career in law. And so, one day I realized that I was, literally, putting myself in the hospital because I was so stressed about the perfectionism.”

And he said that he learned much later, and I learned this through my research, that there are three different types of perfectionism, and there’s only one which is like self-oriented, like wanting more from ourselves, which is even remotely good for us. But what he said was, now, he’s older, he’s in his 50s, he looks back and he says, “The truth is I just released my last book. It debuted as a US Today instant bestseller.”

He said, “I’m not that proud of that.” He goes, “I’m proud of it but I’m prouder of the fact that on page 34 or the third chapter, or the third paragraph of chapter four, there’s a paragraph that I couldn’t have written five years ago. I wasn’t capable of doing it. And now I know that when I see something that’s hard, I don’t go, ‘God, I can’t do it. I’m not perfect.’ I think isn’t it amazing that I get so spend the next 10 years getting better at that thing?’”

Pete Mockaitis
Okay. So, from the stories of Jordan Harbinger and Jonathan Fields, and your other research, any sort of key prescriptive to-dos you’d recommend if folks are in that space of, “Hey, just had a big success, and now having some burnout”? What’s to be done?

Laura Gassner Otting
Yeah. Well, I think that there are a lot of different ways that we can define success, and I think that when we finish one thing, we assume that the next success should be something else in that vein, like, either we’re going to build the next bigger business, we’re going to get the next bigger job, or we’re just going to just keep going on the same path.

And I think, based on 20 years on executive search and interviewing the most successful people in the world, I called all of them because they were super successful. They all called me back because, despite that success, they weren’t very happy. So, they were like, “Oh, is there another job, another promotion, another title, another organization out there?” Like, we think we’ll be happy when.

So, what I learned in that work in two decades in executive search is that we start our careers thinking that success is defined a very specific way. Like, whatever somebody told us at some point, whether it was a teacher, or a parent, or a boss, or an internet celebrity, or a guidance counselor before we had a frontal lobe, we were 17 years old, we start our career with a certain definition of success, and then we follow our entire career with this same one.

And I would say, like a specific tactic would be to ask yourself, “What actually makes you happy? How do you define success?” For some people, that success may be, “I want to make a bajillion dollars.” For other people, it may be, “I want to make just enough money but I want to be at home every night and have dinner with my kids.” For other people, it might be, “I want to cure cancer.” But everybody has different definitions. And even as we change, the world around us changes also.

So, my tactic for people is to check in with yourself. Don’t just blindly keep doing the same thing you did before just because it’s now. Like, keep thinking about it. And I think the pandemic is actually a perfect time to do this because I think a lot of us woke up in the middle of the pandemic, and we’re like, “You know, when life goes back to normal, is the normal I’m going back to really the life I want?” And I think, for a lot of people, the answer was “Not really.”

I don’t know anybody that came out of 2020, 2021, even 2022, not thinking that there were some changes that they wanted to make in some way. And so, I just think it’s a perfect time right now to reassess and to reprioritize.

Pete Mockaitis
Okay. Well, can you take us to another town within Wonderhell and share with us what that’s about?

Laura Gassner Otting
Yeah. So, why don’t we go to the beginning? Let’s go to Impostor Town.

Pete Mockaitis
Okay.

Laura Gassner Otting
So, Impostor Town is every time we figure out that there is something in us, something more that’s in us, something that we’re capable of doing. There’s also a voice inside of our head that goes, “Are you sure you should be doing this? Are you sure this is for you? Are you sure that nobody’s going to figure out that you’re a fraud, that you don’t belong here?”

And so, Impostor Town is there’s this great moment of, “This is exciting. This is something I want to do.” But then we hear these voices that go, “Oh, my God, you haven’t done this before. Don’t do it. You’re going to get hurt. It’s going to be a problem.” And I think we have to turn those voices around and hear them not as limitations but as invitations.

So, it’s not, “Oh, my God, you haven’t done this before,” it’s, “Oh, my God, you haven’t done this before. What an opportunity.” So, with the people that I spoke to, and I thought, Pete, let me tell you, I thought I was going to talk to these incredible people, like I said, glass ceiling shatterers, Olympic medalists, startup unicorns, and they were going to tell me how they got through impostor syndrome, like how did they finally get through it.

And much to my chagrin, it turns out that there’s no way to get through it. Like, everybody, each one of them at every stage, at every age, at every level, had impostor syndrome because each time they were going into a room, they were going into an opportunity, they were going into an office, they were going into a possibility that they did not think was available to them before. Like, every time we succeed and we look to the doors of success to what else is out there, there’s other doors behind it that we don’t know are available to us, even if we know they exist.

So, this impostor syndrome, the people who were able to thrive in wonderhell didn’t see the impostor syndrome as a limitation, but they saw them as actually these incredibly helpful allies that told them if they were on the right track. And I thought that that was a pretty great way to turn that idea around because if you just think about impostor syndrome alone, like the gall of the term impostor syndrome, like, “Oh, you’re an impostor. Maybe you should leave. You have a syndrome. You’re sick. Maybe you should lay down.”

So, if we think about impostor syndrome and we think about ourselves as the impostor, we’re the ones that are wrong, when, in fact, most of the people who feel impostor syndrome are trying to operate in an environment that wasn’t built by them, wasn’t built for them. Like, unless you’re the madman of the 1950s, too female, too gay, too black or brown. We’re trying to get into rooms that were not built for us, that don’t accommodate us.

And so, the impostor tries to change the shape of themselves to fit into a room that wasn’t built for them, when, in fact, we should be demanding that the rooms themselves change shape. So, this idea, this notion of sort of turning this around and not saying impostor syndrome where something is wrong with me, but impostor syndrome is actually telling me that I’ve gotten to a place that I never knew I could get to, and isn’t that awesome, was a really interesting mindset shift for me.

Pete Mockaitis
That’s good. That’s good. Okay. And can we visit the final town?

Laura Gassner Otting
Yup, so the final town is Doubtsville. And Doubtsville is when you are starting, you’re there, and you’re like toes over the edge of incompetence, which, honestly, is the most fun place to be. Like, the only things I’ve ever done in my life that I was excited about were things that I didn’t know how to do. Like, it’s not that interesting to do the puzzle again. You want to do a new puzzle. You want to do something different.

So, Doubtsville is really, like, you found yourself in this place, you don’t quite know what to do, and you’ve got to figure it out, you’ve got to find your own way, you’ve got to realize that you are flying without a net, that there’s maybe never been a net there ever, and you’ve got to figure out who you want to have around you, who belongs in the sidecar with you, and, frankly, who doesn’t.

And, also, how do you manage uncertainty, how do you figure out when everything in the world is completely brand-new and unknown. So, in these moments when we don’t quite know who we are, or where we are, and how we should be, these are the stories that I learned about, about how to get us through those moments.

Pete Mockaitis
And what are some of the top things to do?

Laura Gassner Otting
Yeah. So, some of the stories that I love were, first of all, I did an interview with Jen Welter who was the first female coach of the NFL, and before she became a coach, she actually played for a very short while. And when she was at the training camp, she said to the coach, she was like, “Listen, you’re either going to have to cut me or kill me because I’m not quitting.” She stands of all of 5’4” I think.

But what she did is she decided she was going to break down all of the plays, all of the moves into their component parts. And when she did that, she began to understand the game in a way that, actually, made her into a really good coach. She didn’t know it at the time, but it made her into a really good coach, and so, she became a coach for the NFL.

And when she became a coach for the NFL, she had this moment where she realized, like, “There’s no roadmap, there’s no safety net, there’s no buddy who’s done this before me. I’m going to be the first girl but I’m dead set on not being the last girl.” So, she knew she had to do well by all the women who could come after her.

And she said, “If I decided to do what everybody else did, and I tried to go toe-to-toe with these giant football players and yell at them, I’d be toe-to-toe but I’d also be, like, eyeball to bellybutton. Like, I wasn’t going to be able to do the thing the way everyone else had.” So, she said, “I became the master of the lean-in, of the pull-aside, and I pulled the players aside, and I would whisper because everyone can lean in for a whisper.”

“I became the queen of the pull-aside, the strong pull-aside, and I would whisper, and I would tell the players what they should do. And I was so good at it, and they could tell that I knew the game, and I loved the game, and I understood each component part, that when I finished, they were like, ‘That’s great, coach. What else you got for me?’” People respected her.

So, she could’ve done it the way everybody else did it, and failed. Like, in this moment of doubt, a lot of times we go, “Who else is out there? How are they doing it? Let me do exactly how they’re doing it.” Or, she could say, “I have to do it my way. I have to learn to do it my way. And if I do it my way, and I’m the very best at my way, then I can succeed.” And so, I think a lot of times we forget that what got us there, it might not be enough to get us where we want to go but it certainly is enough to build on a foundation of where we’re going from there.

Another story I’ll tell you from that section is a story of Dorie Clark. And Dorie, she’s an author who I know, she’s written a lot of great personal development books, and she’s a professor at Duke’s Fuqua School of Business. She’s one of the top business thinkers in the world, but she also wants to become a Broadway producer.

Pete Mockaitis
That’s right. She mentioned this.

Laura Gassner Otting
Yes. Yes. So, this is one fun little thing. One of her books is called Reinventing You and it’s all about how to reinvent yourself. And so, she’s reinventing herself as a someone who’s going to score Broadway musicals. And so, she decides she wants to do this, and she applies and gets rejected from it, and applies again after some coaching, and finally gets into one of the top Broadway musical scoring programs in the world.

And so, she’s there on the first day, and everybody is going around the room talking about what they’ve done, and this one’s won a Tony, and that one scored six musicals, and she’s like, “I’ve scored three whole songs. And I could either have, in that moment, put up my hoodie and shrunk back into my sweatshirt, and left the room, or I could’ve said, ‘You know, Dorie, you’ve been really successful in other parts of your life, in areas where you didn’t know what you were doing, but you knew how to become better. You don’t know how to do this. It’s not that you’re not good. You’re just not good yet.’”

“So, everything that got me to here was what I was able to do, the habits I was able to build, the network I was able to create, the grit, the tenacity, the hunger, the weight, all of those things, that was enough to get me here. And all I can build on all of those things to get me to where I want to get to. So, it’s not that I’m not good, I’m just not good yet.”

Pete Mockaitis
That’s powerful. That’s really good. And I’ve heard it said, “If you’re the smartest person in the room, you need to find some other rooms.”

Laura Gassner Otting
I say that all the time, yeah.

Pete Mockaitis
Maybe you told me that, Laura.

Laura Gassner Otting
If you’re the smartest person in the room, you’re in the wrong room.

Pete Mockaitis
And Dorie often is the smartest person in a lot of rooms, and so it’s pretty cool to be able to step into that spot. And I think it’s actually quite endearing if someone said, “Hey, you know what, you guys have wisdom and experience far beyond mine, and I’m really excited to learn from you all.” As someone who is more experienced in that room, I get excited to be with that person, and say, “Ooh, here’s someone who’s eager and they’re not…I guess, they’re opposite of stuck up, inflexible, un-coachable. It’s exciting to say, ‘Ooh, someone’s about to have a transformation here, and I get to have a little role in it.’”

And, well, I guess, that’s kind of my thing. But even if it’s not, even if you’re not a podcaster, or in the personal development world, it’s just a good human feeling to be a part of that.

Laura Gassner Otting
Yeah. It’s funny, people always ask me, like, who’s in my inner circle, and I say, “I have three types of people in my inner circle.” I have aspirationals, like people who I want to be when I grow up, people who are way more successful than I am in the thing that I want to do, my aspirationals. They are the ones that I call for advice, they are the ones who give me these mentoring moments, they are the ones who give me, like, a kick in the ass when I need it. They don’t let me settle for mediocrity. My aspirationals.

Then I have my peers. And my peers are the ones who are like, they’re in the foxhole with me. They’re on the same track as me, and we complain about stuff together, we whine about stuff together, we celebrate together, we learn from each other because they’re learning one thing about what we’re doing, I’m learning another thing so we can power of two. So, the peers are really great.

And then there are the mentees. And having people come to me for advice, I have found, is the greatest way to get rid of my impostor syndrome ever. It’s the greatest way for me to get rid of my doubt ever because if I’m teaching somebody something that I know, I might not even remember that I know the thing. Like, it’s a great reminder of how far I’ve come, how much I’ve learned, how hard I fought, and I think that if you can, on a regular basis, be part of somebody else’s transformation, it continues to build your own transformation because it reminds you that you actually do know a thing or two.

Pete Mockaitis
That is perfectly said, and that’s been my experience a number of times when folks are asking for advice, or, “Hey, Pete, could you do a talk on this thing?” And I thought, “If I were in your shoes, and you want to talk about productivity, I’d probably book David Allen or Greg McKeown, or if you want to talk about effective presenting, I’d probably go to Nick Morgan.” I’m thinking of the super luminaries in the field, and they’re like, “Yeah, Pete, but we don’t got that kind of budget.” I was like, “All right, fair enough.”

Or, it’s like, “I just want to have a quick chat because we’re buds. Just tell me what you know.” I was like, “Well, okay, I guess, sure.” And then I just get on a roll, and then it’s like been an hour, and they say, “Okay. Well, I want to be respectful of your time,” and I’m thinking, “No, I’m having fun and actually I have a lot more to say apparently about this thing.”

Laura Gassner Otting
Absolutely.

Pete Mockaitis
So, I was like, “Oh, okay, I guess you got to go, so I guess just take those 12 points and five experts and six books, and, hopefully, that’ll do something for you.” It’s like, “Huh, I guess I know a lot about that thing.”

Laura Gassner Otting
I know but isn’t that great, though? Don’t you find that in those moments that you’re like, “Oh, okay, maybe I am myself becoming a luminary?” And that’s pretty cool. I think it’s pretty amazing because, look, like you are a professional student, I think that’s pretty cool. Your job is to learn all day long, is to read books, and to watch talks, and to talk to people about big ideas. That’s pretty special. So, yeah, I think people would be really lucky to be able to bend your ear for some advice.

Pete Mockaitis
Oh, shucks. Well, thank you, and it really is a dream come true, and I appreciate, it just feels nice personally to be reminded of that. And so, when people say, “So, Pete, what’s next for your career?” it’s funny, part of me thinks, “Well, this is kind of everything. Does there need to be a next? I’m not sure.”

Laura Gassner Otting
Yeah, I can’t tell you how many podcasts, how many journalists, how many just friends that I’ve talked to, like, “What’s your next book is going to be about?” And I’m like, “My next book? Can I just have this book right now? Can I have this one?” Yeah, but I think that’s a thing. I think people need to put us in a box. Everybody likes to have shortcuts.

So, when I sold my last business, I sold my last business to the woman who helped me build it, and I ran into an old friend at Starbucks who I hadn’t seen in years, and she was, like, “So, what are you going to do now?” And I looked at her, and I’m like, “I don’t know. I’m going to figure it out.” And she just did not know what to do, she had this look of fear, of horror, of uncertainty.

I think part of her was, like, jealous that I suddenly had freedom to figure it out. I think part of her was questioning whether or not she should leave her job so that she can do something else. I think part of her was like, “I don’t know who you are when you’re not LGO CEO of the search firm. Like, where do I refile you?” I was like a hanging chad, like she didn’t know what to do with me, and I think people want that shortcut.

So, I think a lot of times when we ask people for advice, they rush us to solution because they’re uncomfortable sitting in the discomfort with us. In 2021, I was very, very ill, like I didn’t know if I was going to see 2022. Like, ten months of chemotherapy. It was a bad year. And I had so many people that were like, “Oh, you’re going to be just fine. You’re going to get through it.” And as soon as I was through it in remission, it was like, “It’s behind you. It’s never coming back.”

And, finally, I had to turn to some of those people and say, “You know, when you tell me in the middle of it, or just after it when I’m still processing it, that it’s all fine and it’s over, you’re actually discounting me and my emotions, and needing to actually understand what happened. And I understand that you’re not comfortable with me saying, ‘Yeah, I’m a little worried that maybe it’ll come back.’ But just because you’re not comfortable, doesn’t mean you get to steal that away from me. Like, if you’re not comfortable sitting in my discomfort with me, you can go. It’s fine. You can leave.”

But that people feel the same way, whether it’s about health, whether it’s about divorce, whether it’s about unemployment, like whatever the sticky thing is, it’s kind of I just want to say to people, “You can just say, ‘Oh, that seems really hard. I’m sorry you’re going through that,’ or, ‘That seems an adventure. I can’t wait to see what you do next.’”

Like, it’s okay to be in the unknown. Wonderhell is all about that. It’s, like, “How do you sit in the discomfort of not knowing where this is leading to, knowing that it could lead somewhere amazing, or you could fall really short?” And I just think we all have to get a little more comfortable being uncomfortable sometimes.

Pete Mockaitis
Laura, that’s powerful stuff. I’m tearing up over here.

Laura Gassner Otting
That was a lot. That was heavy.

Pete Mockaitis
One, you’re just such a gift to the world, and I’m glad you made it. And so, that’s great. And, two, I’m thinking about my mom when… she’ll share some things, “Oh, hey, Pete, so-and-so from hometown Danville, well, yeah, I saw on Facebook there are some tough stuff going on. Like, her son had really dramatic burns from a fire, and they’re in the hospital and they’re not quite sure what’s going to happen,” or, “So-and-so’s child has cancer and so there’s photos of this precious six-year-old who’s bald and it’s tough stuff.” And then my mom, she’ll say that, “I really don’t like it when people on Facebook say, ‘You got this.’”

Laura Gassner Otting
Oh, God, yeah.

Pete Mockaitis
Like, one, it’s just sort of an annoying phraseology, like she was an English teacher.

Laura Gassner Otting
Yes, that’s not grammar.

Pete Mockaitis
Yes, but much more deeply, it’s like, “Okay, you have no idea, like, what I got and what I don’t got. And you saying, ‘You got this’ is I get you try to be supportive, like that’s some encouragement.”

Laura Gassner Otting
It comes from a beautiful place but it is misfired.

Pete Mockaitis
Yeah, and it often doesn’t feel great to receive that because exactly what you put your finger on is, like, we’re kind of rushing past the fact that this is a hard struggle with some suffering, and it’d be cool if you could be there with me, and maybe provide some practical support.

Laura Gassner Otting
So, I will say this, like it was beautiful to see how many people showed up for me, how many people did give me the “You got this” messages. It was wonderful to know and yet, also, it was hard. At the end of the whole thing, I didn’t even tell my family, like my husband and my kids, just how hard things had gotten for me because I didn’t have the energy to take care of them and their fear and their worry, and them wanting to take care of me.

And so, it’s a very interesting thing because you really do have no idea what somebody is going through. So, even the people living in my own house had no idea just how dark things had gotten inside. And I just think, I have a friend who he knows that I’m doing all these podcasts in advance of the book coming out, and he knows that I have this cold that you can hear so well right now. My apologies for that.

And he sent me a message, and he said, “How can I support you in this moment?” And I thought, “What a great question.” It’s not like, “You’re fine. You’ll be great. Power through.” He’s like, “How can I support you in this moment?” I was like it’s just somebody who is there to just keep you company. Sometimes you just need somebody to keep you company in your misery.

And to bring this back to work stuff, which is what the podcast is about, I think a lot of times in the work environment, we’ll have somebody who’s dealing with something that’s hard, and we want to fix it, we want to help them, we want to get through it because it’s awkward, it’s uncomfortable. But I think sometimes just saying, “What do you need right now? How can we support you in this moment? What do you need right now?”

And I think that really changes everything from “We need you to get better and solve the problem so you can get back to dealing with the work,” to, like, “You can be a full person here. You can be who you are and we respect that because we know you’re coming back stronger.”

Pete Mockaitis
That’s really beautiful, Laura. And in terms of providing support, whether someone is going through the unique situation of Wonderhell in one of those three flavors, or in any number of other things. I remember when I was 15 years old, and my dad died suddenly, he was bicycling, he was hit by a truck.

Laura Gassner Otting
Oh, goodness.

Pete Mockaitis
So, that was tragic, and my mom said some of the most meaningful supports people offered, and it was that kind of a question. And what came about was, I was 15 years old, and someone said, “How can I support you?” and she said, “You know what, hey, you were a former driver, Zed,” props to my mom, she’s awesome. She just was able to identify and claim it, and so no, “Oh, no, no, I don’t want to be a bother or a burden.” It’s like, “No, you need it and take it in your time of need.”

She’s like, “Hey, my son is 15 years old, we got to get those state of Illinois 25 hours of driving to get a driver’s license. It’s very high stress for me, and you’re a pro, so could you please do some hours with him?” And he said yes, and so I spent some time driving with the dude, and that was super helpful. And then someone else, my mom said, “You know what, my kids love swimming, and you’ve got a cool pool. Like, would it be okay if, from time to time, they went there.” He’s like, “Absolutely. You could come anytime. I’ll let my family know and the neighbors know, and you just drop on in.” And that’s just really cool to have those little bits of support in that tough time.

Laura Gassner Otting
Yeah, think about how much more that meant to you than somebody dropping off teddy bears and fruit baskets at your house. I think about that all the time. Thank you for sharing that story, by the way. I’m honored that you shared that with me. There was a funeral in my neighborhood about three days ago. I was driving through the neighborhood and I don’t know the family.

But I was watching all these people walking up with baskets of food, and I was thinking to myself, “They’re probably going to throw out so much food at this house. The last thing somebody needs is somebody else’s homemade banana bread.

And I was thinking, “God, what would be great is to know, ‘What’s happening inside that house. Who are the kids? What do they need?’” The fact that your mom was able to ask that, I say to people all the time when they have newborn babies, I’m like, “Everybody’s going to come and be like, ‘What can I do for you?’ hand them the baby, and take a shower. Do whatever you need to do. When somebody asks, don’t be like, ‘No, no, it’s fine. Let me make you some lunch.’” You’re not there to entertain people, “Here’s the baby. I’ve done the entertaining. I had nine months of it. I made this baby. You can look at it while I take a shower.”

But I think we have to get better at asking, especially if people don’t know how to ask us. Think about how good that guy felt being able to take you to drive. Think about how good that person felt letting you use their pool. Like, it wasn’t hard for them. Think about the last time you helped somebody do anything. Think about how good you felt when you helped that person. Like, why are we stealing the gifts of helping from other people? I think we should look at it that way and not be so embarrassed to ask.

Now, I say that being here, sitting here on the edge of my book launch, and just dying and I’m asking people nonstop, “Please buy my book. Please buy my book. Please buy my book.” But every time somebody asks me to buy their book, I love it. I’m so excited to help them. So, I don’t know, I think we have to really be okay knowing that the person who is dropping in and trying to help us, even if they don’t know how they can help us just because they’re uncomfortable in the discomfort, not because they’re offering the thing that they want to offer. They’re just like stabbing in the dark.

Pete Mockaitis
That’s so good. And that’s hitting me in terms of I remember, I’m 15 years old and people, the first person who showed up with those aluminum foil casserole dishes at the door and just handed it to me.

Laura Gassner Otting
Mystery casseroles.

Pete Mockaitis
It’s, like, I was 15 and didn’t have lots of experiences with some of it, I didn’t even know what was happening. I was like, “Mom, someone came by and they gave us this food. So, I guess we’re having…”

Laura Gassner Otting
Very heavy mystery tin foil.

Pete Mockaitis
She had to explain, “Well, yes, Pete, when someone passes away, that’s the way people try to show support so that we don’t have to worry about cooking and stuff.” I was like, “Oh, okay, I guess that makes some sense.” And then a few days later, I was like, “Well, our freeze is sort of full so I don’t really know what we’re going to do with this.”

Laura Gassner Otting
Like, it really does come out of the best part of them, like it is the best sign of humanity that I know that people surround people in crises. We just have to be okay saying, “You know what would be better than that mystery casserole? Like, if you could just take my dog for a walk while I just sit in my living room and cry for a few minutes.” Sometimes that’s what we need to do.

Pete Mockaitis
That is perfect. And when you talked about books, I’m thinking about a mentor of mine in my episode one, Mawi Asgedom. He understood, he’d done books, he’s like, “All right, Pete, so here’s what’s going to happen. I’m going to buy ten of these books, and I’m going to send each of these to someone who I think could really be into this book and want to buy more and maybe book you for some speaking as you’re kind of entering this next phase.” I was like, “Well, that’s awesome. I could not have imagined or had the audacity to ask for that, but that is perfection. So, thank you for that, Mawi.”

Cool. Well, that’s an interesting little detour we’ve taken, Laura, how to be helpful and how to ask whether we’re in the midst of a Wonderhell or any number of needs that you or someone else has. That’s powerful stuff. Tell me, anything else you want to make sure to mention before we hear about some of your favorite things?

Laura Gassner Otting
Well, I would just say that Wonderhell is a sneaky little bastard that only presents itself to people who are worthy of it. So, if you’ve achieved something in your life, cool, I’m happy, and none of this is resonating with you, you’re probably where you are at the top of your potential, and that’s awesome. But my guess is that as you’re hearing it, you’re like, “Yeah, I have felt that.” And if you have felt a little bit of it, it’s because you are made of more. So, if you are feeling Wonderhell, it’s not a bad thing. It’s just a sign that you are capable of the thing that you can envision.

Pete Mockaitis
Beautiful. Now, could you share with us a favorite quote?

Laura Gassner Otting
There’s a Henry Rollins quote, and I don’t remember exactly what it is, but it goes something like, “There’s no down time, there’s no up time, there’s no work time, there’s no life time, there’s just time. So, get on with it.”

Pete Mockaitis
All right. And a favorite study or experiment or piece of research?

Laura Gassner Otting
So, my favorite piece of research right now is one that I actually quote in the book that says that, “People who flip a coin, and the coin flip tells them go, like do the thing, leave the marriage, take the new job, move across country, whatever the thing is, they are happier months and years later, regardless of the outcome of how that decision turned out than people who flipped the coin, and the coin told them to just stay where they are and not do something different.” So, this idea that action beats stagnation is fascinating to me.

Pete Mockaitis
Okay. And a favorite book?

Laura Gassner Otting
I think one of my favorite books is Ursula Hegi’s book Stones from the River. It’s a fiction book. And the reason I love it is that it’s a story of this woman named Trudy, she’s a zwerg, which is dwarf in German, and it’s a story of the history of the small town during World War II. And Trudy is one of those people who could be easily ignored because she’s a dwarf, and she’s not usual from everybody else.

And throughout the book, she actually is able to hide Jews in her attic, she’s able to hear German soldiers talking about what they’re going to be up to, and then get that information to the British resistance. Like, the whole book is about how she has overcome what the world thinks of her and defined for herself what her life is going to be, and created this big rich life out of it.

Pete Mockaitis
And a favorite tool?

Laura Gassner Otting
I love Notion. I love Notion. Notion is where I organize everything. But if you can look back there on my bookshelf, there’s a hammer that I won as being the fastest lightweight 40- to 49-year-old woman on an indoor rowing competition, a 2K competition. And the trophy that you get for it is a hammer because you’re supposed to drop the hammer. So, if we’re really literally, like, your mom would be proud talking about tools, that hammer.

Pete Mockaitis
And a favorite habit?

Laura Gassner Otting
My favorite habit is having accountability buddies in everything that I do. I’m a motivational speaker but I will tell you that I think motivation is BS because if it’s 5:00 in the morning, and it’s 40 degrees outside, and I have to go for a 10-mile run, I’m not going to do it. I’m going to roll over, and I’m going to turn off my alarm because I am lazy, and I am girl from Miami who likes the warmth.

But if it is 4:00 in the morning and it is 20 degrees outside, and I told I was going to meet you for a 10-mile run, I will be there every single day of the week because I will always break a promise to myself, but I will never break a promise to you. So, my favorite habit is finding accountability buddies for everything that I want to do.

Pete Mockaitis
All right. And is there a key nugget you share that really seems to connect and resonate with folks; they quote it back to you often?

Laura Gassner Otting
Yeah, people quote back to me all the time, “Stop giving voice in your life to people who shouldn’t even have voices.” Like, all those people in our lives who we let give us all their opinions about who we should be and what we should be in, and how we should be in, and God forbid, what we can’t be, and we listen to all of them with equal volume when, in fact, most of them don’t know us, and they don’t know what they’re talking about anyway.

Pete Mockaitis
All right. And if folks want to learn more or get in touch, where would you point them?

Laura Gassner Otting
Yes. So, my name is Laura Gassner Otting. All my good friends call me LGO, so you can find me on all the socials at heyLGO, and heyLGO.com is a shortcut to my website. You can also find out much more about Wonderhell at WonderHell.com or pick it up at Amazon, Barnes & Noble, Bookshop, anywhere fine books are sold.

Pete Mockaitis
All right. And do you have a final challenge or call to action for folks looking to be awesome at their jobs?

Laura Gassner Otting
Yeah, my final call to action for folks looking to be awesome at their jobs is to figure out whether or not everything that’s on your calendar, on your to-do list, in your email box is stuff that is furthering your goals and your callings or it’s furthering someone else’s. I would ask people to figure out whose dreams are you working for. And if those dreams are not your own, think about whether or not you should be doing something else.

Pete Mockaitis
All right. Laura, this has been a treat. I wish you, the book, all the success.

Laura Gassner Otting
Thank you so much, Pete.

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