Is It Too Late To Start Over? with Ailsa Chang

Is It Too Late To Start Over? with Ailsa Chang

Released Wednesday, 28th June 2023
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Is It Too Late To Start Over? with Ailsa Chang

Is It Too Late To Start Over? with Ailsa Chang

Is It Too Late To Start Over? with Ailsa Chang

Is It Too Late To Start Over? with Ailsa Chang

Wednesday, 28th June 2023
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Harper's Magazine is the oldest general-interest

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monthly magazine in America. Since 1850, they've

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provided readers with a unique...

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Since 1850, they've provided readers...

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with a unique perspective on the issues that drive

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the national and international conversation.

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They've been home to some of the most distinguished,

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distinctive voices in literature, from

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and contributing writers, as they do a deep

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dive into these issues every week. You

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can subscribe to the podcast on Substack at

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harpersmagazine.substack.com, or

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wherever you get your podcasts.

2:32

Hi everyone, I'm Anne Helen Peterson,

2:34

and this is Work Appropriate.

2:44

Maybe you're like me and you grew up with this idea that

2:46

at some point in high school or college, you'd

2:49

pick what you wanted to do, and

2:51

then, well, you'd do it

2:53

for the rest of your life. I

2:55

think a lot of people around my age internalize

2:58

that idea from their parents or their grandparents,

3:00

who often did figure out what they were going to do,

3:03

even if it wasn't something they ever felt like they chose,

3:06

per se. And then they kept doing that

3:08

thing for decades. My

3:10

granddad, one career. My dad,

3:12

one career.

3:13

There's a lot of structural reasons why they were able

3:16

to do that. And even though the economy has

3:18

changed so much over the last 50

3:20

years, that expectation of

3:23

one career somehow has not. At

3:25

least not for a lot of people who've told me about the quiet

3:28

shame they felt having to quote unquote start

3:30

over in a new career. But

3:32

it's not starting over. You're just taking

3:35

a different turn and taking all your knowledge

3:37

and experience with you to

3:39

be applied in different and surprising ways.

3:42

You're pivoting. And I know

3:44

that that sounds like business speak, which is something

3:46

we try to avoid on this podcast, but

3:48

sometimes business speak can do something valuable

3:51

for our

3:51

brains. That and hearing

3:53

from other people who've pivoted and realized,

3:56

yes, it's hard, but

3:58

it can also be amazing.

3:59

Trust me, I know from experience, and

4:02

so does our co-host, whose voice to

4:04

NPR listeners will definitely recognize.

4:10

My name is Elsa Chang, and

4:12

I am one of the hosts of NPR's All Things

4:15

Considered. So

4:17

hosting a beloved national

4:19

radio show was not always your plan.

4:22

You were a lawyer into your 30s. I was, I was. So

4:25

what's your own story? I also had

4:27

like a real career pivot. So what's your

4:29

story of making one?

4:31

It's so funny because I feel now the journalism

4:33

thing was this just very fortuitous,

4:36

happy accident. And a lot of people

4:38

who have career transitions don't get

4:40

to say that, but I was always convinced

4:42

that I was gonna be a lawyer. Like I was one of those people

4:45

in high school who did like

4:47

competitive speech and debate. And I

4:49

have these Taiwanese immigrant parents who are like,

4:51

well, if you're not gonna be a scientist

4:54

or a computer programmer or a Wall

4:56

Street banker, and you like words,

4:59

well, I guess then you're just gonna be a lawyer. And I kind of happily

5:02

bought into that plan. I

5:05

like the idea of holding court, I

5:08

guess literally like in the courtroom and

5:11

giving these fiery speeches to a judge

5:14

or a jury. And I actually, I

5:16

loved law school. I loved clerking,

5:18

but it was at the law firm. I was at

5:20

this large litigation firm

5:23

in San Francisco. It's called Munger, Tolson, Olsen.

5:26

And I self-selected into this place because

5:29

the people who worked at Munger,

5:31

who work at Munger today are some of the most talented

5:33

lawyers I've ever met in my life. I mean, these are like

5:36

former Supreme Court clerks, former

5:38

federal prosecutors. These are people

5:40

who literally, I believe, could do anything

5:43

they want to in life, but they all chose

5:45

to be at this law firm. So while

5:48

it was like a little rough at the beginning, I thought to myself,

5:51

I just need to stay here longer, and

5:53

I will discover the thing that's keeping them all

5:55

here.

5:56

It was a bad fit. I joke

5:59

to people that... being a litigator is

6:01

like the worst combination of being

6:03

really bored and really stressed

6:06

at the same time. And

6:08

beyond that though, like law firm life,

6:11

it didn't tap into like the pieces of

6:13

myself.

6:14

I liked best. And I didn't realize this

6:16

until later. Like I couldn't put into words at

6:18

the time, but you know, there's a part of me that loves

6:21

to be curious and follow my curiosity

6:23

wherever it takes me. There's a part of me that loves,

6:26

loves, loves getting to know people from

6:29

all walks of life. Like really get to know

6:31

them, really sit down and get into life

6:33

with them. And then I'm just, you

6:36

know, I can be this crazy free-spirited whatever,

6:39

you know, say whatever I want off the top of my

6:41

head and not carefully think about every sentence

6:43

that comes out of my mouth. And I felt like being that

6:45

person didn't fit into the culture of

6:48

a large law firm. And so

6:50

I just felt so unhappy,

6:53

but I was someone up until then, this

6:55

is now like my early thirties, where I

6:58

had just followed like a single track my

7:00

entire life. Like I was that straight A student.

7:03

I was like that machine in high

7:05

school. And I was a machine as a student in

7:07

college and law school. And when

7:10

I got spit out into the real world at

7:12

my first real job, it was

7:14

mind blowing and scary to me

7:16

to discover, oh my God, like even when you

7:18

follow all the steps that you have

7:21

like set out to achieve, you

7:23

don't necessarily check off the most important box

7:26

and that is happiness. Totally.

7:28

And so I'm at this law firm and I think I don't want

7:30

this life. So I just ran away. I

7:33

basically like gave, I think it was one week's notice.

7:36

I had absolutely no plan, no

7:38

plan. That was the first time in my life I never had

7:40

a plan. And to do something so drastic, quit a

7:43

huge job without

7:45

a plan was so uncharacteristic

7:47

of me. But I didn't know where I was running

7:49

towards. I knew I wanted to run away from law, but

7:51

not running towards anything in particular.

7:54

So I took a few months off. I'm living in San Francisco

7:56

at this point. And not only did I not

7:58

have a job.

7:59

like a place to go every day. I had

8:02

just gotten dumped by my boyfriend. I

8:05

had just gotten foot surgery. So I was walking around

8:07

in this like stiff walking cast.

8:09

So I was like limping around. My parents

8:11

were also extremely

8:13

pissed at me, like devastated with

8:16

my choice. Cause they were so proud

8:18

that I was a lawyer and it was the first time in my life that

8:20

I was grappling with

8:21

my parents being ashamed of

8:23

me, really disappointed in me. So I

8:25

had all of this swirling around and

8:28

I was just kind of hanging out in my apartment.

8:31

And I knew that

8:32

wasn't a healthy place to be day in

8:35

and day out. So I signed up

8:37

for an internship

8:38

at KQED, the NPR member station in San

8:40

Francisco, because I was like, you know

8:43

what? I can't just stay inside all the time. And

8:45

I was sort of a public radio listener. Like I wasn't

8:47

a devoted public radio listener, but I

8:49

would listen to these people on air

8:51

locally in San Francisco and think, oh, they seem

8:54

smart and down to earth and

8:56

engaged with the world. Maybe if I just like hung

8:58

out at a place with people like that, I

9:01

can figure out

9:03

my life like slowly, but surely. I

9:06

arrive at KQED. I remember like

9:08

the interview, first of all, for the internship, they were

9:10

like, are you sure you want this internship? Like, first

9:12

of all, it's unpaid. You

9:14

are like way overqualified. And

9:16

I would be interning with 20 year olds, 19

9:19

year olds, people who were still in college,

9:21

answering the phones, taking notes.

9:24

And I was like, yes, this is what I wanna do. The

9:28

other interns got such a kick that I was there. They were like, what

9:30

are you even doing here, answering

9:32

the phones

9:33

with us? But I

9:35

ended up having such a blast

9:38

at that internship. I just, I

9:41

felt such freedom

9:42

to jump from topic to topic.

9:44

Like, you know, in litigation, you could stay on a case for

9:46

years and it can be the most boring, excruciatingly

9:49

boring case in the world. But if

9:52

you're on it, you're on it. And

9:54

in journalism, I mean, if a

9:56

story ceases to be important or

9:58

interesting or... relevant,

10:01

then you got to get out of that story and

10:03

find another story, right? And I thought that

10:05

that was really liberating. I

10:07

was a booker, meaning like I pre-interviewed

10:09

guests for the show. And I loved

10:11

just being able to deep dive into one topic,

10:14

write a bunch of prep on it,

10:16

prepare the host on it, and then move on to another

10:18

topic. And what I also loved when I was pre-interviewing,

10:22

what I began to see the seeds

10:24

of is that connection

10:27

you make in an interview and

10:29

how like if you ask the right questions

10:32

and you approach with the right tone, the

10:34

right curiosity, the right openness,

10:37

you can actually help people become

10:40

the most interesting

10:42

versions of themselves. Totally.

10:45

There's a collaboration in it. It doesn't have to

10:47

be adversarial. Sometimes

10:49

it needs to be more confrontational, but sometimes

10:53

you're helping someone actualize the

10:55

best version of themselves they can be. And

10:58

I loved that. I loved that piece

11:00

of interviewing. And so, sorry,

11:02

this is such a long winded answer. No, I love it. That's

11:05

how I decided like, I want to do more of this.

11:07

And they were like, all right, then maybe you should go

11:09

back to school. And so I did. I

11:11

went to Columbia Journalism School in my early 30s. And

11:14

that's how I eventually

11:16

started the trajectory into public radio

11:18

at NPR. So there are a few

11:21

things that I'll note here. One is that I think a

11:23

lot of people will identify with or

11:25

recognize parts of their own path and they'll like,

11:27

oh, I thought that I just wanted the best of the

11:29

best. And I followed that trajectory.

11:32

And maybe that was internally

11:34

motivated. Maybe it was more externally motivated.

11:36

Maybe it was a mix of all those things. But

11:38

then you wake up at some moment and you're

11:40

like,

11:41

did I choose this choice? Is this actually

11:44

what I want? And I think that I

11:46

love your phrasing of I realized

11:49

that the job wasn't activating the best

11:52

parts of me because I think sometimes

11:54

we

11:55

fall back on the like, I'm not passionate

11:57

about my work or I don't love my job.

12:00

And those are their sticky phrases

12:02

that I think difficult to get our heads around. Yeah. Instead,

12:05

if we think about not,

12:06

no one needs to be in love

12:09

with their job all the time. Exactly. We

12:11

are, but a lot of people don't have to

12:13

be. But

12:15

you shouldn't think that your job doesn't

12:17

activate the parts of you

12:19

that are most valuable, that are most beloved to

12:21

you. And so

12:23

the last thing I'll note is something that

12:25

I think a lot of people are either anxious about

12:27

or can't envision,

12:30

which is, do

12:31

I have to go backwards to start over? And

12:34

not even thinking of it as backwards, right?

12:36

It's just like, I have to go somewhere

12:39

else. And if you've gotten to the

12:41

point where you're in your early 30s or later in your career,

12:44

there's something terrifying about

12:46

going back to that place that you feel like

12:48

you've already gone through that comment. And it's

12:50

the language that does such a disservice. Like

12:52

going backwards is the wrong way

12:54

to look at it. You're going linearly. I

12:57

mean, gone are the days. I meet very

12:59

few people these days who have just like one career,

13:01

one company. Totally.

13:04

It's those twists and turns, those pivots

13:06

and tweaks that you go through along

13:08

the journey of a whole life. You

13:10

can have multiple careers. And even

13:12

what do you define as a career is its

13:15

own malleable thing. In

13:18

retrospect, my journey makes sense because, oh,

13:20

in law, you learn how to question people

13:22

and you learn how to poke holes in people's

13:24

arguments. That leads into journalism.

13:27

But at the time, I was bumbling around. I didn't know

13:29

what the next step was going to be. But here's the thing.

13:31

The heart of it is

13:34

you spend so much time

13:37

working, right? Most jobs are at least eight

13:39

hours a day. They're often

13:41

longer than that. That's a huge percentage of your time.

13:45

I feel like if you have the choice to

13:47

choose your work, and I know that that in

13:49

itself is a privilege. Not everybody can choose

13:51

their work. But if you have the choice, you

13:53

owe it to yourself not only to be

13:55

happy, but you owe it to yourself not even to

13:57

be like mildly bored all the time.

13:59

And I told my mom when my parents were

14:02

so pissed at me so angry

14:04

so disappointed at me They were like

14:06

why would you throw away your law career? You just spent

14:09

the last eight years of your life investing

14:11

in this law career, right? If you count the years

14:13

in law school the years you clerked and

14:15

then went into a law firm That was like about eight

14:17

years at the time when I quit I was

14:19

like if I love what I do

14:22

and I hope to find the thing that I love I Hope

14:25

that I will be working

14:27

Into I don't know my 70s maybe

14:29

80s. Yeah health permitting. That's

14:32

like five decades You

14:35

want me to stick to something cuz I spent the last eight

14:38

years doing it for the next five

14:40

decades Are you serious? It's a

14:43

way of thinking about Education

14:45

and experience as only useful

14:48

to that particular vocation, right?

14:51

And I I really struggled for a while

14:54

once I left academia to think of like

14:57

Oh did I waste time on that PhD? Right,

14:59

especially since I moved into journalism

15:02

and I saw people who had gone, you know Who

15:04

didn't have necessarily any degree and

15:06

were making it in journalism and I was

15:08

mad about the student debt most of all But I was

15:11

also mad about like

15:12

I spent all of his time and I delayed

15:15

adulthood in all of these significant ways But

15:17

now I really think of that

15:19

PhD is Teaching

15:21

me how I approach the world right

15:24

texturing my thinking like teaching

15:26

me how to think so I

15:28

have more gratitude I'm still mad about

15:30

the student debt But I have

15:32

more gratitude and more I think like

15:35

Distance from it and I think that's useful It's

15:37

hard sometimes to do it immediately, but

15:39

I think it's really useful to think of it as

15:41

experience not as a waste

15:44

Okay, okay, there is so much to

15:46

talk about here like so much But I want to

15:48

get into our questions This first one

15:51

is about getting off the path you started on right

15:53

out of college. This is from Audrey I'm 29

15:56

and work as a product manager at Amazon.

15:59

I happened in a product

15:59

management when I graduated college. An

16:02

alum was interviewing for their startup on campus,

16:05

and I grabbed one of those little paper danglies

16:07

from a bulletin board for a slot. I

16:09

never actually chose product management. I

16:12

was just 22 and needed a job, and then it was

16:15

always more convenient to keep doing it than

16:17

switch roles. Seven years later, it's

16:19

turned into a career, and I'm left

16:22

wondering if it's what I really want to do. The

16:24

problem is I don't know what else I would want

16:26

to do. What jobs are out there? I

16:29

don't

16:29

need work to be my identity, but

16:32

I don't want sitting down to work each day to be

16:34

the struggle that it is now. I

16:36

don't have to love it, but I wouldn't

16:38

mind liking it.

16:40

I don't want to look back and have my career be something

16:42

that just happened to me. I want to choose

16:45

it with intention. The only problem

16:47

is I don't know what I want. How do

16:49

people choose? Especially when

16:51

many careers require significant investment,

16:54

like school.

16:55

I love that we're starting this question, because this

16:57

is maybe the hardest question about career

16:59

transition. A

17:02

lot of people often start at the point where they

17:04

know what they don't want to do, but they don't

17:06

know what they do want to do. So

17:08

how do you pick that? And I can

17:11

just speak from my own process. When

17:14

I knew I was very unhappy at the job, well, first of all,

17:18

I was at about 26, 27 at the time when

17:21

I was getting very profoundly unhappy.

17:23

That's when I started seeing a therapist for the first time

17:25

in my life, very regularly, and

17:28

understanding at a very basic

17:30

level why it was so hard

17:32

to even contemplate quitting.

17:35

Then I systematically set

17:37

up informational interviews with people

17:39

I admired who did jobs that

17:42

I wasn't sure I would like, but I thought, let

17:44

me just talk to them about it. And I'm

17:47

kind of conflicted about the whole informational interview thing.

17:50

Yeah, you get to talk for like an hour or

17:52

so, but I feel like

17:54

you need to experience the work to really

17:56

know if it will click with you. But you

17:58

need to start somewhere. having a bunch of conversations

18:01

with people and talking to them about what

18:03

their jobs are like, why they picked that job, what

18:06

they hate about their job, always ask what they hate about

18:08

their job. But I have to say, I

18:10

couldn't really

18:12

jump into what do I wanna

18:14

do with my life until I quit. And

18:16

I know a lot of people don't have that luxury. I had

18:18

some savings. I just knew that I couldn't

18:21

think carefully and intentionally

18:23

about what the next steps would really be

18:26

if I was working 12 hour days and often weekends.

18:29

So I quit and I actually signed up for an online

18:31

career coach that gave

18:33

me the structured way to think about

18:36

what I was good at, what I enjoyed

18:39

and what I wanted to avoid. So I took

18:41

like a battery of skills tests and

18:44

personality tests. I answered questions

18:46

about like what kind of

18:48

work environment I would thrive in. Did

18:50

I like working in groups or did I prefer a

18:52

more solitary environment? Did I

18:54

like long-term projects or daily

18:57

changing projects? Was I someone

19:00

who liked to work at a desk indoors

19:02

or was I somebody who needed to be in motion

19:04

all the time, maybe outside a mix

19:07

of all of that? And it was really eyeopening

19:10

to go through

19:11

this very deliberate,

19:14

self-conscious,

19:16

intentional process of

19:18

getting into the guts of

19:21

what work I would enjoy. And it made me realize

19:23

that finding work you enjoy is a multi-layered

19:26

thing. It's not just like the tasks. It's

19:29

also what kind of people do you wanna be surrounded

19:31

by? What kind of literally

19:33

like what kind of environment do you wanna be in

19:36

physically? And what's

19:38

your attention span like? Like I never thought about

19:40

work in such a multifaceted way. And the most

19:42

valuable insight I got from this

19:44

online career program was

19:47

that I really, really like

19:49

to meet different kinds of people and connect

19:51

authentically with them and

19:53

I needed to find a vocation that allowed

19:56

that constant personal connection.

19:58

And then the next thing I also did.

19:59

which this person may want to consider

20:02

is I asked my friends what

20:04

they thought my greatest strengths were and a lot

20:07

of their Answers coalesced on you're curious

20:09

about people you want to know people at a

20:11

deep level Also, they were like you're a really great storyteller.

20:14

Like I love as you can see I'm like just

20:16

keep on talking and I can't stop I

20:19

love telling stories and I like

20:21

to teach people things

20:23

But if I may think of

20:25

your job as an opportunity

20:27

That can train you that can

20:29

require you to be the person you want to be Like

20:32

what I love about being a journalist

20:35

the reason I think it's sticking so

20:37

well with me is

20:40

It forces me it requires

20:42

of me to develop attributes that I want anyway as a

20:44

person I want to be someone who's a good listener.

20:47

I want to be empathetic I want to be

20:49

curious about the world I want to be open to

20:51

opposing viewpoints and open to

20:53

having my mind changed I want

20:55

to make people feel comfortable

20:58

talking to me

21:00

to feel unguarded And

21:02

so like what can I do to help them open up? Like

21:04

these are all the things I want to be in life and

21:06

I literally have a job

21:08

That helps me practice doing all

21:10

of these things and so I feel this Continuity

21:13

between the person I want to be and the person that's

21:15

required of me in my day-to-day job

21:18

Well, I like that the question asker has

21:21

a job that a lot of people are like What's

21:23

that job like product manager? It's

21:25

a name that you hear and you're like, I don't know what that person

21:28

does But I guess that's a job And

21:30

I think that she should take that in mind

21:32

as she thinks about oh

21:34

I should ask the other people in my life who

21:36

have jobs that I'm like, I don't really know what they do

21:39

and Ask them. What

21:41

is it that you do? What do you love about it? Like

21:43

what is animating about it? right

21:46

exactly because you know, I think like a

21:48

thing that really comes forward in her question

21:50

is I

21:52

Don't know what jobs exist.

21:54

Yeah, you just get information

21:56

gather and then also it's beyond

21:59

that and I know this

21:59

This is harder, but I do

22:02

recommend it. You do have to

22:04

dip your toe a little bit and do the actual

22:06

work, maybe even picking

22:08

up a short-term internship

22:10

or a volunteer position. At

22:12

the very least, shadow

22:14

somebody so you can see kind of the

22:16

day-to-day drudgery too,

22:20

because not every job is going to be 100% glamorous all the time.

22:23

But I feel like it's very hard to talk about

22:25

jobs and work in a vacuum. You

22:27

kind of have to do the thing a little bit

22:30

to test it out. The last

22:32

part of that question that I just want to address quickly is

22:34

she says, I'm scared of

22:37

things that require more school. I

22:39

think that if

22:41

she does all of the things that we've suggested

22:43

to try to get a feel for a lot of different jobs,

22:46

gradually it will become apparent whether or

22:48

not it is essential

22:50

to, say, get a credential

22:53

in some capacity in order to get

22:55

your foot in the door. Sometimes

22:57

for people who want to get into

22:59

tech, you need to take a coding boot

23:02

camp of some capacity. But

23:05

I also think it's worth talking to

23:07

people about whether or not the schooling

23:10

is necessary. Because I think sometimes

23:12

when we are interested in a field, and

23:15

especially for high achievers, the

23:18

easiest thing to do is, well, if

23:20

I just enter a program, that's

23:22

the pathway to my job. It

23:24

is not necessarily the pathway

23:26

to your job. I am so glad that you brought that up

23:29

because so many people who self-select

23:31

into law school have that. They

23:33

don't know what they want to do with their law degree, but law

23:35

school sounds respectable. It

23:37

sounds structured. It sounds like you're not wasting

23:39

your life if you're

23:40

in law school. But

23:42

I'm glad you said what you said, Anne, because

23:44

I think you're thinking about starting an educational

23:47

program. You need to question whether

23:49

you want to sign up for that program because

23:51

it

23:52

aswashes your need for certainty.

23:55

Like if I'm in a degree program,

23:57

I must be on a track. I must be getting something

23:59

done.

23:59

Or are you actually in that program

24:02

because you know it's a crucial

24:04

step to where you want to go? And

24:07

I guess that's what this person is asking. Like,

24:09

I don't know. I don't know. So yes, definitely

24:11

collect as much information as you can. Because

24:14

a lot of people ask me, like, do I need a J school degree to become

24:16

a journalist? And no, you don't. But I know

24:18

for me at the time in my life when I went

24:20

to J school, I had that thing

24:22

in me where I was like, I don't know if

24:25

I'm doing the right thing. And I feel like if I go

24:27

to school, at least somebody is paid

24:29

full time

24:29

to teach me to be a journalist. And that feels like

24:32

more secure. And I had the privilege, I had

24:34

the savings to be able to not work

24:36

for nine months so

24:38

I could be a student. And not everybody

24:40

has that. So I knew I was going to J

24:42

school to assuage a need for,

24:44

like, taking a concrete

24:47

step. Though, I did learn a lot from J

24:49

school. And it was a great experience. It's

24:51

just not something for everybody. Yeah.

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Our next question is from JP. Jane,

28:00

and it's about explaining the pivot

28:02

to others. I've been a social worker

28:05

since getting my bachelor's degree in 2014, and I completed

28:08

my master's

28:09

in social work about four years ago. I'm

28:12

burnt out and have been wrestling with the idea

28:14

that social work is no longer the field for me

28:16

for the past two years. I'm planning

28:18

to make this year my last in this field, and

28:21

I'm going to be looking for jobs that are every turn

28:23

to the kind of office work I did many years ago

28:25

before I began my social work career, things

28:28

like admin assistant or data entry.

28:30

How do I explain the significant change

28:32

in interviews and on my resume or cover

28:35

letter, and how much should I share about

28:37

my educational background when it isn't required

28:39

or relevant to the position I'm applying for?

28:43

I love this question because I am so

28:45

biased. I love

28:48

that she's

28:49

thinking about swerving and she has all these different

28:51

experiences, and she's feeling self-conscious about

28:53

it. I'm like, oh my God, this is your power.

28:56

Okay,

28:57

look, I come from the vantage point of journalism,

28:59

so maybe I'm different. I love it when I'm interviewing a job

29:01

applicant who has done different

29:04

things in their past lives. I

29:06

think it enriches and deepens people when they have worked in

29:08

different worlds with different kinds of

29:10

teams gaining different kinds of skills. They're

29:13

just honestly more interesting to me as

29:15

a potential future colleague right

29:17

at the outset. Yeah.

29:19

There's two schools, I think, two

29:21

of the whether or not you need to put your other

29:24

degrees, like the master's in social work,

29:27

on your resume.

29:29

Because I know that

29:31

for myself, I have a PhD,

29:33

and for other people who have PhDs who are looking

29:35

for jobs outside of academia, sometimes

29:38

it's that signal of overqualified,

29:40

doesn't really want to be here or whatever, desperate

29:43

for a job. But this person,

29:45

their

29:45

question says that they

29:48

have experience in this field that they're applying for.

29:51

It's almost like they broke up with someone

29:53

and they tried a different relationship,

29:56

and they're like, no, I really love this

29:58

other place. Or like moving on.

29:59

back to their hometown. It's like,

30:02

oh, I needed to have a different experience

30:04

to realize how much I love my hometown. And

30:07

so there's a way to really frame it as

30:09

I

30:10

thought that this was something that

30:12

I wanted to do, but I realized

30:14

how much I appreciate this type of work and

30:16

I have experience in this type of work. And

30:18

I think that that actually would signal to me

30:21

as a prospective employer, this person

30:23

wants to do this. Yeah, exactly. This

30:25

person is choosing to be here because they thought about

30:27

it. I mean, I feel like anyone

30:30

can relate to that. Like any interviewer

30:32

can relate to that. I think the days are

30:34

fading now of resumes where

30:36

someone's been at the same company for 20 years

30:38

or, you know, like the IBM man or the GM

30:41

woman.

30:42

People move from job to job so

30:44

much more commonly these days. I would encourage

30:46

this person to be less self-conscious

30:49

about explaining the lack of continuity

30:52

in their resume. I really would.

30:54

Our next listener has an idea of what her dream

30:57

pivot would be, but is also wondering

30:59

how practical it is. This is Lauren. Is

31:02

it actually a good idea to monetize your passion?

31:05

I've worked in politics for 20 years and

31:07

I'm completely burned out.

31:09

I used to love my job, but haven't for about

31:11

four years. It's mostly a recession-proof

31:13

field because elections happen no matter how

31:16

good or bad the economy is. And

31:18

I've worked my way up to the top of my firm.

31:20

There's still room for growth, but I don't want

31:23

it.

31:23

I have financial space to figure things out for

31:26

a bit if my husband keeps his job and good insurance.

31:29

I want to work at or open a bookstore. It's

31:31

still cyclical work and I would still work for

31:34

or own a small business, but with a completely

31:36

different schedule for significantly less

31:38

money. But I wouldn't be trapped in my

31:40

house and I would still do client relations

31:43

and operations management just about books

31:45

instead of elections.

31:47

Or is this just a recipe for hating

31:49

books in 15 years? Does it make

31:51

more sense to do a smaller pivot and keep the things

31:53

we love as hobbies instead of careers?

31:56

I feel like everyone that I know has dreamed

31:58

at some point about opening up. at the bookstore and

32:00

that isn't to suggest that this listener's question

32:03

is cliche. It's just to suggest that

32:05

it seems awesome, but also

32:08

like something that could absolutely implode.

32:11

And I wonder if what she needs to do

32:13

is like,

32:14

talk to some people about small business

32:17

management, right? Or like take some small

32:19

business management, like all class

32:21

to like see if that's something that she feels

32:24

like she can handle. Because if you

32:26

have that,

32:27

those tools, then it's far

32:29

less likely to become this source of burnout

32:31

and overwhelm. 100%, I so

32:33

agree with that. That is very practical advice.

32:36

I was gonna give sort of like larger sort

32:39

of philosophical advice. Yeah.

32:42

Cause I sort of was struck how she was like,

32:44

is this a recipe for hating books

32:47

in 15 years? I mean,

32:48

I just wanna clear one thing up, speaking for myself,

32:51

I absolutely have days, I have weeks, hell,

32:53

I have had months

32:55

as a journalist where I'm like, I can't do this

32:57

journalism thing forever and ever. Oh

32:59

my God, my life sucks right now,

33:01

right? Just because you find passion

33:04

in your vocation does not mean it will not involve

33:06

drudgery, headaches, workplace

33:09

politics, annoying

33:11

colleagues, hostile colleagues, all

33:14

these things that can be very stressful and can infect

33:16

even poison the job,

33:18

right? Every job can suck.

33:21

And it doesn't mean when it is sucky that

33:23

it's the wrong job, it's the wrong work.

33:26

So I would encourage this person like, as

33:28

you're picking what to

33:30

do after politics, like do

33:32

not approach the universe with this expectation

33:35

that you are not supposed to ever, ever, ever

33:37

hate your

33:38

job. Especially like if the

33:40

outlook is 15 years, that's a really long

33:42

time, oh my God, do books for 15 years.

33:44

And if you hate it, if it really comes true that you hate

33:47

it after a decade and a half, that's good run,

33:49

then you get to do something else. It doesn't mean you pick

33:51

the wrong thing just because it lasted only a decade

33:53

and a half, right? I

33:56

guess what I would ask more just

33:58

emotionally

33:59

Before you even get to this place where you're

34:02

thinking I need a change like ask

34:04

yourself are the good days Really

34:06

less than the bad days right just because

34:09

you have a bad day doesn't Cancel

34:11

out the job. I mean, I think it's more realistic

34:13

to ask yourself does it good stuff outweigh the bad

34:15

stuff When your bad days do

34:18

start to outnumber your good days, then

34:20

you can start thinking about a pivot

34:22

But also remember a pivot

34:24

it doesn't have to be a 180, right?

34:26

It doesn't have to mean literally jumping from

34:28

one professional solar system into

34:30

a whole other separate solar

34:33

system Like just in my career

34:35

as a journalist. I've covered different

34:37

beats I've gone from criminal justice to

34:39

politics to economics. I've

34:41

gone from writing long Investigations

34:45

to quick daily turnaround pieces I've

34:47

been a reporter and now I'm a host

34:49

of a show that's literally called all things Considered

34:53

right like I'm literally considering all the things

34:55

every day And

34:56

and then down the road there could be an opportunity.

34:58

I don't know To go more

35:01

into TV or to write a book like I can play

35:03

with the medium down the road so what I'm

35:05

trying to say is like you can have

35:08

a career transition, but

35:09

Maybe all you need is a career tweak

35:12

and I think we put a lot of pressure on ourselves When

35:15

we're thinking about what is the perfect

35:17

work? We're trying to come up with

35:19

this

35:20

This singular thing but a lot

35:22

of times just making a couple of adjustments

35:25

or doing different kinds of projects Or maybe working with a

35:27

different team Moving to a

35:29

different city doing that same work can

35:31

be enough to make the work feel

35:34

good again And I just yeah, I just want to remind

35:36

people of that. No, that's such a good

35:38

point I think the other thing that you pointed out

35:40

to that Sometimes work

35:42

sucks. I think there is

35:44

sometimes a tendency to think that if I just

35:47

quit my job

35:48

Everything will be fixed. Yes, right?

35:50

Yes, but sometimes the

35:53

problem is more a combination

35:55

of you And

35:57

also the fact that works of them just sucks

38:00

I wanted in my 20s. It

38:03

would not be a good life. You know what I mean? Yeah,

38:05

yeah. No, I'm absolutely there

38:08

as well.

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40:25

Our last question is about what

40:27

makes a career a career anyways, and

40:29

this is from Claire. I started out working

40:32

in not for profit arts after university,

40:34

and I enjoyed it until I started to feel

40:36

burned out and disillusioned about ever making

40:39

the kind of money that makes security possible.

40:41

I then studied a master's in journalism. I

40:44

did well at it, but then for mostly health

40:46

reasons, I decided not to pursue

40:48

the high pressure lifestyle of journalism Now

40:51

I've ended up working in a professional role at

40:54

a university in a completely unrelated

40:56

field. When I describe my career

40:58

path, it feels like a complete mess and

41:00

a shambles. I feel embarrassed

41:02

about talking about what I see as a string

41:04

of failures. I've always been a high achiever

41:07

and I feel like it was expected of me that I'd have

41:09

a great career, but I feel

41:11

like I've just had a string of jobs.

41:13

My question is,

41:15

how do you describe your career to others when

41:17

you've done a lot of pivots? And how do

41:19

you make plans and goals for yourself when the

41:21

direction seems to be completely random and

41:23

circumstantial?

41:25

This is just full circle for us. We're

41:27

going back to what we were talking about in the beginning.

41:29

So how, what would

41:31

your advice be? I would just love to hear that. I think

41:33

it's a mistake to think about a

41:36

career as this like unit,

41:38

like this one thing, right? That defines

41:41

your, your whole lifetime or your whole identity,

41:44

right? So many people think that my career

41:46

now as a journalist makes sense given

41:49

the

41:49

steps that I took in life from literally

41:51

law school to the present. Like it all makes sense

41:54

in retrospect, only in

41:56

retrospect because you know, like I said,

41:58

there's so much overlap between. law

42:00

and journalism, not only in skill set, but

42:02

also, you know, lawyers, ideally

42:05

fight for the truth. They are

42:07

vindicators of justice.

42:10

Like those are things that you also value

42:12

in journalism. Like for people who understand

42:14

my quote unquote path

42:16

in life, it all seems to be like this

42:18

really logical set of steps. But

42:21

as I was going through each of those steps,

42:23

like quitting at the law firm, interning

42:26

at KQED, I

42:28

mean, dad came to visit me at KQED

42:29

and he had just seen me at the law

42:32

office with a view of the San Francisco Bay and a legal

42:34

assistant sitting outside my office helping me file

42:36

things. And here now I'm in an intern

42:39

cubicle. I mean, in his mind, I remember

42:41

watching his face when he visited me at my internship.

42:43

He just looked so crestfallen. Like

42:46

what is my daughter doing? She's lost.

42:48

And at the time, I

42:50

wasn't sure if I was lost.

42:52

Like I thought there could be a chance I'm lost. So

42:55

I know like in the moment, as you're feeling

42:57

like you're jumping from stepping stone to stepping

42:59

stone, it can feel like these illogical zigzags.

43:02

I know that. I know what that feels like.

43:05

And I would say just go

43:08

easier on yourself because a career

43:11

can be made up of so many different

43:13

things. It's boring to me

43:16

when I meet someone who has only done one thing

43:18

or worked at one company or literally

43:20

had one role their entire life.

43:23

That's less interesting to me. And

43:25

so think of your life as it stretches

43:28

ahead, not as a career, but as a string

43:30

of work experiences that helped you

43:33

be a fuller person. That's

43:35

the goal, isn't it? I love your point

43:37

about

43:37

just being easier on yourself.

43:40

And I think this is something that this question

43:42

asker notes that she is

43:44

a high achiever.

43:46

She probably had some notion in her head

43:48

of what her future path would look like. But

43:51

life is full of things that we

43:53

do not expect. A hundred percent. And I think

43:55

that this person is probably a much

43:58

more interesting. and textured person,

44:01

right? Because of the different pivots

44:04

that she's taken in her life. Absolutely.

44:06

The advice I always give especially to high

44:09

achievers, to over achievers is be

44:12

prepared to throw out the plan. It's

44:14

often with high achievers and over achievers

44:17

where you have these people with these

44:19

very like laid out plans

44:22

and they're so used to executing their plans

44:25

but like I said, like, you know, going

44:28

full circle when I graduated

44:30

from law school, finished that clerkship

44:32

on the ninth circuit and got spit out into the

44:34

real world, I checked all the boxes,

44:36

I followed the plan. Yeah. And

44:39

still you don't get to that even more

44:42

important question of what makes you happy?

44:45

And that's when the plan,

44:47

it's so unimportant.

44:50

And,

44:51

you know, I will tell, this is the last thing I'll say

44:53

to this person. I have been

44:55

asked by Stanford Law School at least

44:57

three times now to be a speaker.

45:00

I came back for a reunion one year, another

45:02

year, I was the keynote speaker for

45:05

their graduation dinner. Another year

45:07

I was the convocation speaker.

45:11

I would have never been asked to

45:13

speak at Stanford Law School.

45:16

I am convinced if I

45:18

remained a lawyer. That's what's so ironic. The

45:20

reason I, the whole reason I'm

45:23

interesting now to my alma

45:25

mater, the only reason

45:27

that I'm

45:27

shiny to them and

45:30

that I have something to say is because

45:32

I diverged from the path,

45:35

that I dumped the plan, that I did

45:37

something unexpected.

45:39

That made me to them,

45:41

someone who had something to offer

45:44

in terms of insights

45:46

on life. And I just was like, that's

45:49

just hilarious. Oh, I had like

45:51

a profile in the alumni magazine. I would never be profiled

45:53

if I was still at the law firm. I would just be a dominoescent,

45:55

right? So be different, be

45:57

bold, be different. It's gonna turn out.

45:59

all for the better. Well, and I think we should

46:02

address, too, that last part of the question about just,

46:04

you know, she generally feels like it's difficult to

46:06

make plans or goals when her career

46:09

feels random and circumstantial. And

46:12

I think my advice in situations

46:14

like this is like, that's okay if your job

46:16

feels random and circumstantial. You know,

46:18

this is something that we say on the podcast a lot, but like, you

46:21

can make plans and set goals and be ambitious

46:24

in ways that have nothing to do with your job.

46:27

Right. So that's like an

46:29

interest,

46:30

like volunteering or

46:32

a hobby or being

46:35

part of a community. Like all of those

46:37

things can be like, those are the

46:39

things that you can start to make plans for. I

46:41

love that you're saying this, Ann, because

46:43

that for me is a new development in

46:45

my own life. I used to think of ambition as like,

46:48

you know, you win the awards, you

46:50

do the big stories, you do like these

46:52

concrete things. But now I see like

46:55

ambition is so much bigger than that. You can be

46:57

ambitious about living a better life, treating

47:00

the people you love more kindly, treating

47:02

yourself more kindly, like doing,

47:05

you can call them hobbies or just whatever, pursuing outside

47:07

interests. Like work doesn't have to be the center of your

47:09

life to be an ambitious person. You

47:12

can be ambitious about wanting to be

47:15

greedier, about living the fullest

47:17

life possible. That is all ambition.

47:20

So I'm glad you said that because I think we can

47:22

get so zeroed in on like,

47:25

what is the work that's going to maximize who I

47:27

am? Well, there are ways outside of work

47:29

to do that as well. That is a great place

47:31

for us to wrap up. So where can

47:34

people find you

47:35

on the internet, but also on the

47:38

radio waves if they want to find you?

47:40

Okay, well, on most days, I

47:43

start going live at 4pm Eastern

47:45

on a show called All Things Considered on NPR

47:48

and everybody wherever you live, you all have different

47:50

radio stations that tune into NPR. But

47:53

usually, you know, I'm on 4pm to

47:55

6pm, depending on what time zone you are. But

47:58

you can also find me on Instagram.

47:59

Twitter, Facebook, all

48:02

the places. I'll say that you're my

48:04

companion from around 430 until 545 every

48:06

afternoon while I prep for

48:10

dinner and just like piddle around the house.

48:12

So that is, it's been a real pleasure

48:15

and delight to have this conversation with you. Oh,

48:17

thank you. Likewise.

48:25

Thanks for listening to Work Appropriate. If

48:28

you need advice about a sticky situation at

48:30

work, we're here for you. Submit

48:32

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48:34

or send a voice memo with your question to workappropriate

48:37

at crooked.com. Some episodes

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48:51

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48:53

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48:55

all hang

48:55

out and it's going to be wild and crazy in like

48:58

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49:01

we'll be back July 12th with

49:03

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49:05

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49:20

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49:23

And if you like the show, leave us a review on

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49:28

Work Appropriate is a Crooked Media production. I

49:31

am Anne Helen Peterson, your host. Our

49:33

executive producer is Kendra James. Melody

49:35

Rowell is our producer and editor. Alison

49:38

Falsetta is our development producer. Music

49:40

is composed by Chanel Critchlow. Additional

49:43

production support from Ari Schwartz. And

49:45

special thanks to Katie Long and Sarah Geismar.

49:57

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