459: How to Make Work More Sustainable Through Reinvention with Diana Wu David

Pete Mockaitis
Diana, thanks so much for joining us here on the How to be Awesome at your Job podcast.

Diana Wu David
Thank you, Peter.

Pete Mockaitis
Well, I’ve done a lot of research on you and I’ve seen you’ve had a cool variety of experiences. But I want to go way back to your youth where you did some barrel racing and rodeo parading. What’s the story here?

Diana Wu David
So, it’s not an interesting story for where I grew up in Tucson, Arizona, but now that I’ve spent 20 years living abroad, most people can’t believe that I was in the rodeo parade and I used to ride horses and do barrel racing. In Hong Kong here, now, I’m surrounded by a lot of people who like horses but are very much into dressage and show horses, so it’s a very unusual thing to be a rodeo queen in Hong Kong.

Pete Mockaitis
Well, that is funny to just imagine. And just so we’re on the same page, what precisely does barrel racing refer to?

Diana Wu David
You get on your horse and they have actual barrels, and it’s like a slalom. You race around the barrels as fast as you can on horseback.

Pete Mockaitis
Well, that sounds a lot of fun to me.

Diana Wu David
It is. It’s very fast, and I have had some brush ups against the fence and so it’s dangerous, but it was super fun.

Pete Mockaitis
Well, that sounds like a good time. I grew up in Danville, Illinois, which is the central part of the state, and it was quite common that I would have friends showing cattle for these kinds of things, a fair, so respect.

Diana Wu David
I’m glad I have your respect. It’s a good way to start the podcast.

Pete Mockaitis
Well, so we’ve reminisced about our past, so let’s segue into the future. Your book Future Proof has a lot of good stuff in there. Maybe, could you start us off to get the intrigue flowing? What was, maybe your most surprising and fascinating discovery as you were researching and putting this together?

Diana Wu David
I think that the most surprising discovery is that I was thinking people who I interviewed were looking for some kind of work-life balance, but instead what I found is that they were incredibly ambitious to live life on their terms. So, many of them went off to do something a little bit offbeat or entrepreneurial. Many of them started side hustles. A lot of them are still in their jobs but just approaching things a bit differently. So, they’re super ambitious, they’re not taking a step down, or really focused on balance so much as living life on their own terms.

Pete Mockaitis
Intriguing. So, it sounds like if they weren’t pursuing balance, then they were going after something with gusto and experiencing some imbalance and being fine with it.

Diana Wu David
Oh, they were just so excited to be successful on a broad basis, and oftentimes that meant learning, that’s sort of insatiable curiosity.

Pete Mockaitis
That’s cool. That’s cool. Well, so that’s surprising. And what would you say is sort of like the main theme or big idea within the book Future Proof?

Diana Wu David
I think the main idea is that we really have to take agency over our own careers and our own job, and think about how to constantly improve it, not just the job as it relates to the value it provides to the company, of course that’s important, but even the value it provides to us.

Pete Mockaitis
Well, that’s good. And so then, what are some things that we tend to overlook when we’re not looking at things that way?

Diana Wu David
Well, I think there’s a sense that we’re sort of narrowly-focused, so we’re looking for companies or positions to provide for us and we’re dumbing from one to the other, looking for things, but just re-focusing on yourself as a person. One of the huge drivers of this has been the idea of disruption but also longevity.

So, if you’re looking at a career over a hundred-year life, you’re definitely going to outlast your job function. You’re probably going to have multiple careers. And based on the SMP lifespan of a company now being 12 years, you’ll probably outlast your own company. So, it’s about looking at yourself and thinking about, “What are the narratives? What do I need to learn next? What do I need to do to be flexible to build my skills? How can I frame this in a way to learn from it and still be super excited and add value?”

That’s something that I think has been lost a little bit. There’s a sense of going to a company, “Oh, we give them our blood, sweat, and tears. And they give us money and they should be giving us more.”

Pete Mockaitis
Intriguing. So then, it sounds like there’s a little bit more kind of onus and responsibility upon the individual worker to really take stock of what’s most important and to proactively assess and evaluate whether a given opportunity is going to deliver on those means and with an eye toward the future as well.

Diana Wu David
Absolutely. And those change all time. I think sometimes it will be balanced. And I remember in my own life when I had super little kids, I wasn’t insanely ambitious to spend all my time at work and progressing, but as that changed, my priorities changed. So, it’s a longer life, pace yourself.

Pete Mockaitis
That’s right. And so, you got a great turn of a phrase, which I guess would be the counterpoint to that, you say we’re pacing. You used the phrase, “The treadmill of self-sacrifice.” Can you unpack that a little bit in terms of what does that look like in practice and how do you know when you’re on it and it’s a problem?

Diana Wu David
That’s a great question. I think that you can feel it when you’re treading along. And it was the basis of my TED Talk, and also a sort of personal genesis for the book that after many years at my company I just felt like I wasn’t learning, and just going in every day, and you just feel that weighty sense of burden. And I think it was a turning point for me when it was maybe the third restructure at my company, and I just felt a little bit lost and sort of a “What’s the point?” feeling.

And I remember also that the HR director had said after we had to let some people go, I had to let some people go, and she said, “Well, you know, it’s really up to you.” And I was incredibly offended that this family feeling in our company had been disrupted by somebody telling me I needed to sort of pull my pants up and take care of myself.

And she got me a coach and I told my coach about all the injustices that had been foisted upon me, and how much I had invested, and how I just needed to have her help me find a new job. And the coach said…

Pete Mockaitis
“I’m being paid by the company.”

Diana Wu David
Well, you know, that’s in a separate conversation. I do think that the coaches, who are really good, can help you find a different way and help you be happy and awesome at your job. And this coach did that. She was like, “Look, you’re not going to quit, and I’m not going to help you. You’re going to turn this situation around.”

And I hated her. I’m still not sure I like her to this day. But she said, “If you’re really at that point, if you’re ready to just quit,” she said, “A, you have an opportunity to turn this around, to really learn from this, to figure out what you want and advocate for it. And the reality is, if you still want to quit, you’re still in the same place. Nothing to lose.”

She said, “And, furthermore, you’ve got such a bad attitude that nobody is going to hire you anyway. They’re going to see it. They’re going to smell it.” So, I think, you know, you see engagement scores at companies, I think people get that, and it’s not just the sort of bad day that everybody has at work. It’s that sense of just, “Ugh.” So, that’s a treadmill of self-sacrifice.

And the reality is that, oftentimes, it’s just about a manner of re-framing and also learning, which I think, as women, we’re particularly bad at learning what we are, one, advocating. And the company doesn’t foist things upon you so much. It’s a negotiation. And if you’ve never had the conversation, then it’s really, you know, the onus is on you to figure out what you want.

Pete Mockaitis
Well, that’s powerful in so many ways. Like, when you said, “Ugh,” like I really know exactly what you mean. And I’m thinking about our transcriptionist, Jane, how she’s going to handle that one because it’s such an important word that we’re sharing here that makes all the difference. Because I know that sensation and I think that’s wise. It’s almost like, I guess I’m wondering, why do we put up with that? Why do we get there?

It’s almost like you’re making some assumptions that this is just what’s necessary, or, “I just have to,” or, “It’s right,” or, “It’s appropriate in order to be hard worker.” Could you go there for us maybe? Like, what are the assumptions or the inaccurate self-talk that’s going on that get us to assume, like, “Oh, this is just how it is and what I have to deal with”?

Diana Wu David
Well, I think in the case of a lot of the people I spoke to, they were very successful and we’ve done a lot of the right things, managed to get into a position. And, oftentimes, things start out well, but then they start to, I guess, misalign. So, I do know, for instance, that when I was growing up that my father used to say, in the very early years, “You can work harder than anybody else. Like, that’ll be the way you get ahead.”

And, often, there is that sense of status almost, we’re busy, “Oh, my job is so intense. Oh, I have to do all these calls.” There is definitely an aspect to that which, if you can let go is fantastic because you can actually put some boundaries in that make your life livable. I think that some of it is that aspect.

There is a story in the book, though, of Lale Kesebi who was a Globalcom’s head for a company called Li & Fung. They basically started out as a sourcing company and probably sourced, at one point, 80% of the things in your house for huge brands in the U.S. And she loved her job, as did I after the coach beat me up a little bit, and she said, “I love it. I definitely have so much that I put into it. It’s been great for experimenting, but I just feel like I have so much more to give.” And I think that’s sort of a better way to think of it. And figuring out for yourself how you can give all that you can, and also be recognized for it.

Pete Mockaitis
I really like that. I have so much more to give. And then that notion of, “Oh, boy, I’m really swamped. I’m working. I’m doing all this stuff.” It reminds me we had a previous conversation with Rahaf Harfoush who termed this kind of umbrella of statements, “performative suffering,” which I thought was a good turn of a phrase.

Diana Wu David
Oh, I love that.

Pete Mockaitis
In terms of, it’s like, “Oh, boy, I’m really swamped. Oh, I’m going to burn the midnight oil again.” And like that sort of a badge of honor or something that you should be praised and rewarded for, where there’s some sort of camaraderie effect, I don’t know, “Hey, we’re all doing this suffering together.”

So, I like what you’ve shared there with regard to just really having some thought to the situation and identifying what’s really important to you and taking a stand. So, could you maybe give us some examples of particular things that people that they need, and they kind of forget to ask for, and how they ask for them with great results?

Diana Wu David
So, yes, absolutely. After my coach told me that I was being a big, fat baby about my situation, she, herself, said, “Okay, write down all the things you want and what title do you want. Obviously, there’s a lot of volatility in the company. What kind of things would make your life more palatable? Is it less travel? Is it more? Is it a seat at the strategy table? Is it new projects? Within reason, I mean, start with the big brainstorm and then go from there, and think about how you can frame them in a way that’s attractive to the company.”

And that’s something that I did, and I was so surprised by how willing they were to negotiate and to open-minded it and think about those things. And I positioned it all from the benefits that they would get, but I completely transformed my position, did some of the things I knew needed to be done as well, and left thinking that it was the best job ever, and I still work there part-time. So, it really does come down to the individual.

I think that time boundaries are one. I think we foist that on ourselves, “Oh, I just have to do it.” You never say no. For example, me living in Asia, you never say, “Gee, I have three kids and I like to put them to bed at night. Can we do the call in a slightly different time?” And sometimes you can’t, but if you never ask, you’ll never get it.

So, Lale Kesebi, likewise, she was working in this huge position, and she decided that she would ask for a couple of interesting projects. And so, she had started to work on a case with a business school on some of their innovations, and that opened up all kinds of interesting opportunities to speak about the innovation they were doing across the world. And those are some of the little things that, they either allow you to set some boundaries, or allow you to continue learning and progressing, and just experiment a little bit so that you can, in that longer life and longer career, find what’s interesting, what inspires you, and new ways to progress.

Pete Mockaitis
There’s a lot of good stuff there. And I really like how you won’t get it if you don’t ask for it. And when you ask for it, you did so wisely and strategically with regard to framing it in the benefits for the organization. So, could you give us a couple of examples of, “Okay, here’s a need, and here’s how you ask for it with the frame of how that would be beneficial for the organization”?

Diana Wu David
Well, I don’t want to talk all about myself, so let me talk about one of the folks in the book. Steve Stine was a very senior executive search person. And, likewise, he was doing an executive search. He really wanted to have his girls go to a place in Bali, which is in Indonesia, called the Green School. So, he and his wife decided that’s what they wanted. He was living in Singapore, which is maybe four hours away, and Bali is kind of like moving to a fabulous resort that is not particularly your any executives.

And so, it was an ask, but he basically said, “Look, this is important to me, and I will do the travel to ensure there is no problem. I will ensure the Wi-Fi is fantastic.” And they said, “Sure. You’ve put in some time. Your relationships are great. And we’ll try it for a six-month period, and if it doesn’t work, then we’ll have to find something else, or you’ll have to live in Singapore, and your family can live there, and you can commute, or whatever it is.”

So, now, you really can be creative about it. He also later decided that his love for storytelling would be well-served by doing a podcast. So, he went off, A, did a course in mythology and storytelling, and then, B, launched an Asia Inside podcast based on all of his incredibly senior relationships, and it was great because he’s an executive recruiter, and he could have conversations with people that he wanted to keep in touch within his network without necessarily there being an active search going on. So, he also negotiated to have that with his company so that they understood the benefit it had both to him personally but also to the job.

Pete Mockaitis
Oh, that’s really cool, and I like that notion of, “Hey, we’re going to try it out for six months and see how it goes,” and you’ve actually delineated a few particular tools of experimentation, collaboration, reinvention and recalibrating success to improve careers. Could you maybe give us an example or a pro tip for each of these tools?

Diana Wu David
So, experiment is really about learning, and I think that people find themselves kind of locked into whatever they’re doing and feel like an experiment is either, “I have to quit my job,” or, “Move to a new town.” But I think that working the muscle of experimentation, on taking small bets, and understanding the feedback that you get, and using it to learn, is really an important thing for future of work. You have to be constantly trying things out.

And as a corporate entrepreneur, and somebody who’s been doing disruption work since 1995, it’s an innovation tool. It’s sort of taking the small bet, seeing where it goes, pivoting, going on. And you can do that in your own career like Steve did and like Lale did.

And reinventing is really about thinking about what your story is and what kind of adjacencies you can have. So, if you look at companies, Netflix started as a company where you would have a VHS tape, and it would be sort of mailed to you, or a DVD mailed to you through the mail. And now, look at them, they’re a content producer, they’re streaming.

So, thinking about how you can take all of your core assets, and skills, and talents, and character, and think about adjacencies, “How could I reinvent? What if my job changes or my company changes, what else could I do?” And this is very much about also thinking, “I am not an accountant. I am Diana, and I’m good with numbers, but I’m good with people. And what else could I do with those unique things? I live in Asia, so I have Asia experience.” It’s sort of collecting all of your assets, and thinking about how you can package them for new things.

Collaboration is something I feel strongly about because I think that people are not trained in this, and we’re all about our network now, being strategic, being culturally sensitive. And I say that from outside of America where I have spent the last 20 years running teams of people with two people in Singapore, and somebody in China, and somebody in Japan, and different countries, and my boss in the U.K., and my other boss in the U.S., so virtual cultural networks and working.

And, finally, focus, which is sort of the fourth key in terms of the actions in the book “Future Proof” is just, what’s your story? What’s your priority? And really making time for that.

Pete Mockaitis
I want to hear a little bit more about collaboration. You say we’re not really trained in it, but it’s really important. What are some of the key things when it comes to collaborating that most of us could do better?

Diana Wu David
Well, I think that many of the people on your podcast are in the U.S., and I think that a lot of times it’s an assumption that everybody on is sort of coming from the same place. And I found over the years that that can be very different. And so, a lot of it is taking our social graces and applying them online, or on teleconference, you know, conference calls, or Zoom, or video conference, so part of it is just getting to know people.

I’ve studied a lot of teams and companies, and many of them have tried to make time for watercooler chat, or one-on-one getting to know you, or “What’s the rhythm of your life?” And that’s something that’s becoming ever more present. And I find, as an American living abroad and working abroad, that we tend to be very efficient and very direct.

And so, in my early years, not to apply my foibles to my entire nation, but this drive for efficiency was always about, “Okay, who’s next and what do we do? And, okay, are we done? Can we check that off?” And I do a lot of work with boards now, and I see the same thing where we’re just rushed and we don’t make time to form some of those personal relationships with our teammates, think about walking a mile in their shoes, setting clear expectations, and really putting effort into bringing everyone together in a team to get something done.

Pete Mockaitis
I like that. Well, do you have any particular, I don’t know, icebreaker questions? But are there any kind of particular questions or conversations or activities or things that just are really great for getting to know people in that way to boost collaboration down the line?

Diana Wu David
I think asking, “What are you excited about right now?” is a good one. Because, at this point, for instance, if you’re calling a business process outsource center in India, and you ask somebody, “So, I just went to Hawaii, I had this great trip. Where is your next vacation?” Maybe they don’t have a vacation. There’s sort of a lot of things that take a step away from your own experience.

And so, that one I feel like allows people to really talk about what their passion is, and it could be anything. And I use that in person as well because I think that the perpetual networking, “What do you do?” which implies work is all.

Pete Mockaitis
Are you useful to me?

Diana Wu David
“How can you be useful to me?” is maybe less interesting than what people are excited about.

Pete Mockaitis
Yeah. What are you excited about right now, Diana?

Diana Wu David
Turning the tables! I am really excited about the course that we’re about to pilot. A lot of people, I mean, this book is me having 80 coffees with people saying, “What should I do, Diana?” And me thinking, “I don’t know. Let me ask some other people, and I’ll put it in a book, and I’ll send it to you.” And the next one is people saying, “Okay, so I see the book, but I don’t know how to get started. Can we sort of get online together and really go forward, and work some of these things through in a collaborative manner?” And so, we have a beta course for future proofing coming up soon. And I’m having a great time putting things together and working with people to find out what’s useful to them.

Pete Mockaitis
Awesome. Thank you.

Diana Wu David
Yeah. What are you excited about?

Pete Mockaitis
You know, it’s so funny. I guess I’m just thinking about the short term. As we speak, I’ve got a Sufi steak going right now. My wife and I, we’re going to celebrate that we found a great nanny when my wife returns to work after her maternity leave period, and that was quite a search. And we’re thrilled and we have chosen to celebrate in this way. So, we’re going to, short term, that’s what I’m excited about.

Diana Wu David
So, you can smell the steak you’re cooking.

Pete Mockaitis
So, there’s that, you know, and I’m excited about just the growth of the podcast in terms of it’s really going places. And we’ve got a survey going out at AwesomeAtYourJob.com/advice to get all the more useful feedback on who would be the best guest in episodes to be even more on target for people. And I’m excited to reach out to former guests, so you’ll be getting an email from me, Diana. Like, “Hey, who’s really a great person to interview?” I’m excited about we have more staff to be able to process all the thousands of incoming pitches and really find the true and the best fits.

Diana Wu David
I think what you’re doing is amazing. I wish you started this earlier.

Pete Mockaitis
Oh, me, too.

Diana Wu David
It’s great. I mean, really, nobody teaches you in school, and I think that’s part of the issue is sort of they teach you how to be awesome at specific tasks, math or even coding. But nobody teaches you how to be awesome at your job, and that is a totally different thing.

Pete Mockaitis
Oh, absolutely. Well, thank you. I’m honored and I appreciate it. So, yeah. Well, another great thing about that question is it just puts me in a great mood, right, because I’m thinking about those things. And then you can relate to some of those things and so we are more bonded as a result. And it’s a heck a lot more fun than, “What do you do?” It’s like, “I run a small research training company called How to be Awesome at Your Job that helps develop the universal skills required to flourish at work.” It’s like, “Okay, that’s cool. We might talk about that a little bit.”

Diana Wu David
Cool.

Pete Mockaitis
But there’s more of an emotional visceral stuff going on with like the steak and the nanny and the growth trajectory.

Diana Wu David
And it’s like the exchange.

Pete Mockaitis
Yeah. Fun. Well, thank you for that. Well, let’s see, so you have a boatload of tools and suggestions for transforming your career for the better and being future proof. But if you haven’t already covered, I’d love to make sure that we do get your take on what do you think are some of the actions, the practices, the tactics that really offer the greatest bang for your buck in terms of career satisfaction and future proofing per, I guess, minute of thought, attention, and effort?

Diana Wu David
I think that most of what I have distilled I put into a checklist from the book. So, I think that that gives you a huge amount because thinking about all the things you could do can be quite daunting, and this allows you to focus. So, I have that on my website at DianaWuDavid.com.

And going in to ask yourself questions about, “Now, where am I lacking? And what do I already have? And what are some of the things that I could do to kind of close that gap?” I think is probably the best bang for the buck. So, it really does go through and talk about your family life, and your relationships, and what kind of professional relationships you have that you could either go to in a crisis or with a problem, or to celebrate. I think that that kind of audit is just quite useful to take on a yearly or a quarterly basis, and then the tools that you might use can follow.

Pete Mockaitis
Lovely. Well, Diana, tell me, anything else you want to make sure to mention before we shift gears and hear about some of your favorite things?

Diana Wu David
I think that people can really change the way that they approach work by just reframing what the opportunity is, and by really finding the things in their job that may not be part of the job description, but that really jazz them, and that may change over time. So, even though the strategic part of my job had changed and become little bit old, before, I remember one of the evolutions was realizing, “What is it?”

Ask yourself, “What is it that gets me out of bed in the morning?” And for this particular moment in time, it was my team. And even though my big job description said, you know, X15% growth, topline operations, etc. for the P&L, I thought, “Yeah, the team is it. Making sure they progress in their lives and professionally for the next 12 months, or six months even, that’s going to be my focus. And the other stuff I know I can do, but my job now is to help them grow.”

And then when that is something that’s sort of taken care of, or we’ve progressed enough, maybe it’ll be something else. So, I think that reframing can allow you to perpetually reinvent within the same function, or same team, or same job. It’s not always about progress up a ladder.

Pete Mockaitis
Well, thank you. Well, now, could you share with us a favorite quote, something you find inspiring?

Diana Wu David
So, this was from one of the interviewees, Emma Sherrard, who is CEO of Quintessentially Lifestyle concierge, and now has progressed into being the global chair person. And she said, “Yeah, all you’re saying is about don’t settle for the life you’ve been given. Work hard for the life you want.” And that’s like a motto now for me. It’s a mantra when I think, “Oh, I’m working so hard.” And I’ll go back and say, “Yeah, this is what you wanted. You got to work hard for it.”

Pete Mockaitis
Well, thank you. And how about a favorite study, or experiment, or bit of research?

Diana Wu David
One of the books that had the most impact on my thinking was The 100-Year Life.

Pete Mockaitis
Oh, we interviewed Lynda on the show.

Diana Wu David
Yeah, I thought that totally changed the way I viewed my career, what I did, in what time sequence, etc. It really changed. And I referenced it quite a bit in my book Future Proof.

Pete Mockaitis
And how about a favorite tool, something you use that helps you be awesome at your job?

Diana Wu David
My favorite tool is SaneLater. I believe deeply in sanity and SaneLater basically delivers all of your emails at a preset time so that you don’t spend your entire day checking your email. So, at 3:00 p.m. every day, I get all my emails delivered, I go through them, and there you go.

Pete Mockaitis
Yes, I also use the SaneBox and I am an enthusiast just because there are so many newsletters that though they’re genuinely interesting and like I would enjoy reading them, but in a way that’s too tempting. I don’t want them popping up into my inbox because then I’m going to jump in and take a read, and then, it’s like, “Oh, shoot, I meant to be doing something totally different during this moment.” And so, now they’re kind boxed over to the side. Much appreciated.

Diana Wu David
It’s like having a giant bowl of M&Ms on your desk, all those emails.

Pete Mockaitis
Yes. And, now, instead I have a butler bring me the M&Ms at the appointed time.

Diana Wu David
There you go. In a small bowl.

Pete Mockaitis
Right. And how about a favorite habit?

Diana Wu David
My favorite habit is writing. I think the good, the bad, and the ugly, it all gets resolved with a few minutes with pen and paper or on the keyboard. It’s just been throughout my life every morning.

Pete Mockaitis
And is there a particular nugget that you share that really seems to connect and resonate with readers, listeners, folks you’re working with?

Diana Wu David
Yeah, I think that there’s a lot of fear about the future. And so, one of the quotes in the book that seems to get highlighted a bit is “The future of work is not a clarion call for our demise. It’s a magic portal to more balance and rhythm in our lives.”

Pete Mockaitis
All right.

Diana Wu David
People like magic portals, what can I say?

Pete Mockaitis
You’re bringing back a lot of video game memories for me when you shared those. And, Diana, if folks want to learn more or get in touch, where would you point them?

Diana Wu David
On my website, DianaWuDavid.com, and they have the checklist up there, and also Future Proof, /futureproof has the information on the book, and two chapters that people can download for free.

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

Diana Wu David
Yeah. Based on that, conquer your fear of the future, be awesome at your job, and live your dreams.

Pete Mockaitis
Well, Diana, this has been a whole lot of fun. I wish you tons of luck with the book, Future Proof, and all of your globetrotting adventures.

Diana Wu David
Well, Pete, it’s I think 13 hours ahead, so I’m already in the future. It’s already Friday morning. So, thank you. And I wish you a fabulous dinner, steak dinner, with your wife and a wonderful celebration.

Pete Mockaitis
Oh, thank you.

Diana Wu David
You’re welcome.