Making the career pivot from flying to coding

Making the career pivot from flying to coding

Released Sunday, 2nd March 2025
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Making the career pivot from flying to coding

Making the career pivot from flying to coding

Making the career pivot from flying to coding

Making the career pivot from flying to coding

Sunday, 2nd March 2025
Good episode? Give it some love!
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Episode Transcript

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0:02

You're listening to a

0:04

CNA podcast. Hi, it's Tiffany

0:07

and Gerald on the

0:09

Workhead podcast. Now, I've been

0:11

in journalism ever since I graduated

0:14

from school. Yes, I've worked for

0:16

several news organizations, but I've never

0:18

stepped outside of this feel. So

0:21

I'm always interested to meet people

0:23

who do a hard pivot with

0:26

their careers. Gerald what's the biggest

0:28

career switch you've ever heard of?

0:30

I think in my experience big

0:33

career switches are not very common.

0:35

Yeah just minor ones right? Usually

0:37

you see the smaller adjacent or

0:39

related career pivots like for example

0:41

from social worker you may become

0:43

a counselor but I did recently

0:45

meet someone who made a larger

0:47

career switch from banking to diplomatic

0:49

foreign affairs. Wow, that's really quite

0:51

different because different skill sets, right?

0:53

To make this our big switch,

0:55

we really need to find what's

0:57

transferable across the person's experience. One of

1:00

the hardest career switches I can think of

1:02

is going from one where you pick up

1:04

generalized skills to a job that requires technical

1:06

know-how. Yes. For example, I don't think I

1:08

can survive an interview for a tech job.

1:10

That is something that I have zero skills

1:13

in, like coding. I don't know. I mean,

1:15

have you tried to before? Yeah, so I've

1:17

tried coding in the HDML in school before

1:19

and I felt that subject. Because the minute

1:21

that you just say, go into the back

1:23

end and type the, I don't know, slash,

1:26

don't know what, that kind of stuff, I

1:28

was like, okay. then I had to

1:30

try and see whether I could copy

1:32

someone else's work. So it looked exactly

1:34

like someone else's work. It's not easy,

1:36

definitely not easy to make this start

1:39

out of change, which is why today

1:41

we invited Jane Tan, a former flight

1:43

attendant who's now a software engineer at

1:45

Tommy Technologies, to find out how she

1:48

made that switch and how she most

1:50

importantly is at interview to get the

1:52

job. Yeah, I'm sure many people want

1:54

to know. Welcome Jane. Hi, thank you

1:57

for having me. Jane. more about why

1:59

did you decide? to make that switch

2:01

to go into the tech world. Well,

2:03

for me personally, after flying for five

2:06

years, I began to feel very stagnant.

2:08

My parents were also getting older. I

2:10

just wanted to spend more time with

2:12

my loved ones. I have a dog

2:15

that was getting older too. The constant

2:17

travel meant that. I was away more

2:19

than I was home. I realized that

2:22

I needed a change not just for

2:24

my career but also for my personal

2:26

life. So why did you choose to

2:28

fly in the first place? You wanted

2:31

to see the world I guess? That

2:33

was part of the reason, but mainly

2:35

I sort of... fell into it because

2:37

I accompanied my friend for the interview.

2:40

No way! So your friend got the

2:42

job or you got the job? Unfortunately

2:44

she didn't. So you accompanied her for

2:46

the job interview but she didn't get

2:49

the job and you got the job.

2:51

Okay, look, just spoiler alert, this is

2:53

not the first time she has spoiled

2:55

an interview for somebody else, okay? Because

2:58

later on in the podcast, as we

3:00

were here, she aced another job interview

3:02

that other people couldn't get. We'll get

3:05

to that later on. We'll get to

3:07

that later on. factors to shift and

3:09

decided that it's time to stay grounded.

3:11

Pardon intended, right? Yeah, when you were

3:14

on the job as a flight attendant,

3:16

surely you also picked up certain skills.

3:18

I would like to hear from you

3:20

what sort of skills do you think

3:23

were skills that you picked up on

3:25

the job as a flight attendant that

3:27

you think were transferable for your next

3:29

pivot? From my experience as a flight

3:32

attendant, I picked up some communication skills

3:34

because they train us on how to

3:36

handle different passenger situations, how to handle

3:38

conflicts on board. And so when I

3:41

decided to transit into tech, I sort

3:43

of positioned myself as someone with stronger

3:45

communication skills because I realized that in

3:48

such a highly technical industry many people

3:50

were able to show their technical skills

3:52

but not so much their interpersonal skills.

3:54

I see. So I did some research

3:57

on the industry while job searching and

3:59

noted the companies were saying that to

4:01

have a very good software engineer you

4:03

don't just want to look for someone

4:06

with good technical skills you need to

4:08

have someone with good communication and interpersonal

4:10

skills as well so that you can

4:12

communicate the technical aspects to technical and

4:15

non-technical stakeholders. I was able to explain

4:17

technical concepts very well in layman terms

4:19

to for example the hiring manager who's

4:21

not technical or the HR person or

4:24

clients what kind of features do they

4:26

want and translate that into code for

4:28

the team that's a skill that I

4:30

brought over as a flight attendant you

4:33

were attending to the needs of your

4:35

passengers and now your passengers have changed

4:37

and they are basically your clients who

4:39

need some software so they're asking you

4:42

can write some software and you're able

4:44

to pick that up and build a

4:46

relationship with them yeah so all the

4:48

jobs in the world that you could

4:51

choose why did you choose the tech

4:53

industry did you have any prior knowledge

4:55

of how to code. Every time I

4:57

did a bit of HDML before. I

4:59

did a bit of HDML. Does block

5:02

sport count? Oh, so you're okay, yes.

5:04

Other than that, I do not have

5:06

any prior knowledge. I knew that even

5:08

if it wasn't tagged. I had to

5:11

step out of the flying life. Tech

5:13

seemed to be something that I could

5:15

learn on the side while flying. Oh,

5:17

I see. So I started to dabble

5:20

in code with some short external courses

5:22

online. I realized that coding wasn't just

5:24

about creating something, solving problems, and more

5:26

than that it was a learning journey.

5:29

Every single time I was able to

5:31

debug a very complicated technical problem. I

5:33

just felt a sense of satisfaction. Right.

5:35

Like after hours of pondering over the

5:38

same problem I was able to solve

5:40

it. That felt really exciting to me.

5:42

I was learning something all the time

5:44

and it felt like, okay, it's not

5:47

just a stepping stone for me. I

5:49

want to do this for my career.

5:51

So I decided to take the lead

5:53

and go into this. outside of your

5:56

regular line hours. But then knowing the

5:58

work that you had, it can be

6:00

quite punishing on the body because you're

6:02

working in different time zones and the

6:05

last thing you want is to come

6:07

back and stay in front of a

6:09

computer and do this and like you

6:11

say hours of doing this you feel

6:14

a sense of achievement after you debug

6:16

something. I would probably quit after 30

6:18

minutes. I think 30 minutes is the

6:20

max for my attention spent. I mean

6:23

for flying the same destinations I've reached

6:25

a certain point where I'd rather just

6:27

stay in the hotel. So I just

6:29

took the time to try this out.

6:32

I like how Jane puts it right

6:34

like dabbling try I think these are

6:36

words right that you may think that

6:38

it's nothing but actually what you're doing

6:41

is you're learning and you're actually exploring

6:43

your testing the limits the boundaries of

6:45

how much of this interest should I

6:47

pursue further. Many of us when we

6:50

work we are so busy if I

6:52

work life right we don't have time

6:54

to dabble or to try and that's

6:56

the reason why career development doesn't really

6:59

take place. You're always in that zone

7:01

but what Jane really did well is

7:03

in her non-flying times she's just trying

7:05

out things I think that is really

7:08

one critical step as part of her

7:10

knowing that this is the thing for

7:12

her. But exactly when did you realize

7:14

that this was the right move for

7:16

you so from dabbling to actually making

7:19

this a full-time career how do you

7:21

know that this is it? So it's

7:23

a lump sum of bonus. I looked

7:25

at my financials and I decided that.

7:28

Yeah, I want to do the switch

7:30

now. I'm very sure of where I

7:32

want to go into. So I knew

7:34

that I needed to take steps to

7:37

formalize my learning, not just doing it

7:39

on the side. So I gathered about

7:41

two years worth, I know that I

7:43

can sustain for more than two years,

7:46

and then I quit my job. So

7:48

I came across the tech immersion and

7:50

placement program. TIPP. They offered various academies,

7:52

including General Assembly. subsidies for students a

7:55

certain percentage. So you pay a small

7:57

percentage. and you go into the course

7:59

and they will help you with the

8:01

tech transition. Including helping you to find

8:04

placement after you graduate? They do not

8:06

help you find placement per se, but

8:08

they do guide you with their career

8:10

cultures. At any point, did you feel

8:13

that you had a disadvantage because you

8:15

were starting late? Would you ever compare

8:17

yourself with people who maybe they have

8:19

studied this for many years? Did you

8:22

have a feel that you would never

8:24

be able to catch up? Of course,

8:26

there were many moments where I felt

8:28

like that. But before the course, I

8:31

did preempt that I will have a

8:33

more difficult time understanding concepts that might

8:35

be intuitive to other people who already

8:37

have a more stand background. My degree

8:40

is business and management. So I really

8:42

don't have the background. So what I

8:44

did was previously, I dabble a little

8:46

bit at a side. I took up

8:49

short courses to reinforce what I've learned

8:51

before I went into the course. For

8:53

General Assembly, they also have this short

8:55

course called pre-work where you have to

8:58

clear the pre-work before you officially enroll

9:00

into the course. So I took that

9:02

more seriously because I know that I

9:04

needed to. I always go back and

9:07

revisit concepts that I wasn't sure if

9:09

I made sure that I really understood

9:11

it properly before I moved on. The

9:13

datelines are very tight and the pace

9:16

was... extremely relentless. We barely had any

9:18

break and about halfway through the course

9:20

I found myself really struggling. I couldn't

9:22

catch up to the pace of learning

9:25

were going at because some of them

9:27

had engineering backgrounds. I would say almost

9:29

half my class. I even admitted to

9:31

my instructor that I wasn't able to

9:33

complete my homework on time. But fortunately

9:36

for me, my instructor was super understanding.

9:38

He pushed the deadline back for me

9:40

and gave a lot of valuable feedback

9:42

on my code, on my projects, how

9:45

to proceed from where I'm at. And

9:47

eventually I came out the other side.

9:49

I felt a very great sense of

9:51

achievement. because it was so tough. I

9:54

want to ask you Jane, at that

9:56

point where you felt like you were

9:58

really left far behind. Did the thought

10:00

of just giving up ever cross your

10:02

mind? And if not, what made you

10:05

keep going? Oh, it didn't. It didn't

10:07

cross my mind because I had quit

10:09

my job. Oh, so it's all nothing

10:11

at this stage. I was fully

10:13

committed to it. So I told myself

10:15

if I'm able to get a tech

10:17

job afterwards, then good for me. Otherwise,

10:19

coding is a very important skill in

10:21

today's world and I could do my

10:24

own business. when I pick up coding,

10:26

it's not necessarily I have to go

10:28

into a software engineering role. There are

10:30

other tech adjacent rules as well, tech

10:32

sales, product management, many things actually failing

10:34

was not an option for her. I

10:36

think you can see that the sensitivity

10:39

of very determined, very resilient, you counted

10:41

your money and you made sure that

10:43

as you got in, you want to get something

10:45

out of this, right? And I like how she

10:47

mentioned also, at the end, she might not be

10:50

a software engineer, but she could do other things.

10:52

I need the adjacent part. Starting connect back with

10:54

your degree in business management, you said, I maybe

10:56

do my own business, tech sales, yeah, which is

10:58

all soft skills that you have already clocked under

11:01

your. career experience of five years. Yeah. And

11:03

we understand that during one of

11:05

your technical interviews, you had just

11:07

a book cam graduate, right? You

11:09

had to solve questions that were

11:11

posed to you. In fact, the

11:13

interviewer was surprised that you managed

11:15

to solve questions that stumped some

11:17

candidates who had a computer science

11:19

degree. I'm interested to know, how

11:21

did you actually solve a problem

11:23

that people with that technical knowledge

11:25

couldn't do? because people with computer

11:27

science degrees, they study this subject

11:29

for four years, right? They don't

11:31

study the full coding part for

11:33

four years. They do study theory

11:35

and many other things to foster

11:37

some background understanding. But

11:40

for me, we focus all our time

11:42

on purely web development and clearing technical

11:44

interviews. So in that sense, we did

11:46

have some advantage. Actually, I did get

11:48

the offer for that company and it

11:51

was my very first offer that I

11:53

scored. I was very happy but when

11:55

I went home and thought about it

11:57

it seemed like a fluke. I just

11:59

got lucky and I didn't feel like

12:02

I solved it on my own. So

12:04

I was feeling a bit of an

12:06

imposter syndrome and I spoke to my

12:08

family about it. I was telling my

12:10

brother, I just got lucky and my

12:12

brother was telling me. But you are

12:14

the one that practiced a question. When

12:16

you had the opportunity to practice it,

12:18

you practiced it. So how can it

12:21

be luck? So I think it's very

12:23

important to practice these technical skills as

12:25

well, in addition to other soft skills

12:27

in interviews. I think this is really,

12:29

if I take this advice from Jane

12:32

and extrapolate it a bit larger, it

12:34

applies to many things we do actually,

12:36

right? When we are thinking of changing

12:38

or learning something something, it adds up.

12:41

to what we actually know, but most

12:43

of the time people tend to avoid

12:45

challenges that want to be comfortable. True,

12:47

but having gone through what you've gone

12:49

through, right, how realistic do you think

12:51

it will be for people who aspire

12:53

to be in your situation? Because I

12:56

think the last thing we want is

12:58

to make people think that it's so

13:00

easy to get it, right? What would

13:02

you say are some tips you would

13:04

give to somebody who's thinking of being

13:06

in your position? I mean, I am

13:08

an average person, right? I'm not someone

13:10

special, I do not have prior knowledge.

13:12

And even when in primary secondary school,

13:14

I don't like science, I don't like

13:16

math, I prefer writing essays, over solving

13:18

for X. So if you are going

13:21

to ask me, I feel that anybody

13:23

can do it, but whether to be

13:25

able to successfully transit into

13:27

tech, I think it takes a lot

13:29

of determination, it takes a lot of

13:31

courage to step out of your current

13:33

role, and you need to like what you

13:36

are going into. One of the biggest

13:38

things to consider would be

13:40

to sort out your financials

13:42

first Because a career transition

13:45

is already very stressful You

13:47

don't need financial pressure on

13:49

top of that So there

13:51

isn't a one-size fit or

13:53

savings amount that I can

13:55

recommend, but it depends on

13:57

everyone's lifestyle everyone's needs and

14:00

another important factor is being honest

14:02

with yourself about your career goals. Money

14:04

is undoubtedly a strong motivator in why

14:06

people want to transit, but beyond financial

14:09

gain, it's not very sustainable if money

14:11

is the sole factor. For me, I

14:13

prioritize more time with my loved ones

14:16

and enjoy the process of continuous learning.

14:18

It is also crucial to research the

14:20

industry before you look into the career

14:23

path that you want to go into.

14:25

So look at their job postings, look

14:27

at what kind of skills they are

14:30

looking for in those job postings, and

14:32

see if there's a viable path towards

14:34

attaining these skills. Rather than chasing those

14:37

hype skills. they might fade within a

14:39

year or two but just focus on

14:41

long-term stability. I did take a look

14:44

at government reports on jobs in demand

14:46

and make sure that this career is

14:48

one of it. You're going to still

14:51

be in demand. Correct. Until you retire.

14:53

Yeah. And last but not least, I

14:55

think if you're coming from a non-stem

14:58

background like me, just take more time.

15:00

before you go into the course to

15:02

learn things so that when it gets

15:05

rigorous, when it gets intense, you will

15:07

not be completely lost. So now that

15:09

you have gotten the job, are there

15:12

days where you have struggled? Some days

15:14

I ask myself, am I really a

15:16

software engineer? In my team, I'm still

15:19

considered a very junior software engineer. I

15:21

have my seniors ahead of me, I

15:23

have my tech lead ahead of me.

15:26

And also not many women, right? Not

15:28

many. When I look at the code

15:30

that they are writing. Sometimes I really

15:32

don't understand. It makes me feel like,

15:35

oh, we're all software engineers. How come

15:37

I don't understand what you're writing? Am

15:39

I really a software engineer? So how

15:42

do you overcome that when these thoughts

15:44

come? You cannot be afraid to ask

15:46

questions. No matter how simple you might

15:49

think it is, just go ahead and

15:51

ask the person. Actually, what is this

15:53

about? we are so worried about asking

15:56

questions we are afraid that our questions

15:58

make us look like we don't know

16:00

yes right but yet asking question is

16:03

like that door to find an answer

16:05

is that door to learn something new

16:07

and if you never ask that question,

16:10

you will come up from that situation

16:12

not knowing what really happened. So I

16:14

really admire what Jane is giving us

16:17

today, like a lot of traits of

16:19

determination, resilience, learnability, very high learnability, and

16:21

I think these are the preconditions actually

16:24

for someone to make a career switch.

16:26

It's not just about going to a

16:28

job that has high in demand, not

16:31

just about that, but also like can

16:33

you sustain and can you last that

16:35

transition? So thank you so much Jane

16:38

for coming on and sharing your story.

16:43

Hi, this is our Ask Me Anything

16:45

segment where we tackle a question you

16:48

have sent us. Our listener quaint sent

16:50

one to us and we're going to

16:52

talk about it. He's in a close-knit

16:54

team of about 15 people and they're

16:56

in a banking sector. One of the

16:58

senior managers came across an opportunity in

17:00

a competing firm and has floated the

17:02

idea to five people in the team.

17:04

including Queen. Now no one has a

17:07

non-compete or a non-solicitation clause in their

17:09

contract, but they are concerned about the

17:11

fallout when they announce their resignation. Before

17:13

we could record this AMA, Queen wrote

17:15

back to me that one of the

17:17

directors that he wants to work with

17:19

pulled out saying that he prefers the

17:21

stability of the current job, but may

17:24

move in nine months time. Quinn is

17:26

not sure what to do now. Should

17:28

he move? And if he does, will

17:30

this mass exodus look bad for all

17:32

of them? I think Tiffany, this is

17:34

a very interesting situation. 15 people are

17:36

moving together? Yeah, 15 people in the

17:38

team, but about five people are gonna

17:40

move. So a third of them are

17:43

gonna move. So it's like the first

17:45

batch? Yes, first batch. Who knows? There

17:47

may be more. All right. I think

17:49

just based on this situation, on this

17:51

situation, right. roasted lens of a happy

17:53

family working together, but I think in

17:55

reality it really doesn't work that way.

17:57

Yeah. Usually moves of big groups of

18:00

people moving across competing firms. They don't

18:02

really happen. When they break it up

18:04

into like batches of the first five,

18:06

sometimes there's a reason why they break

18:08

you into the batches, right? Certain things

18:10

are maybe the first group of people

18:12

are the ones that they really, really

18:14

want. And then after that... things may

18:16

change. It's like nice to have, but

18:19

then our feel bad that we didn't

18:21

bring you across. So we kind of

18:23

floated the idea as well. Yeah, so

18:25

that's what I mean by the rose-intered

18:27

lenses. Usually the higher up, maybe they

18:29

prefer certain employees and then they want

18:31

them to come as a first batch,

18:33

the rest is like see how. I

18:36

think also when such moves are being

18:38

discussed, right? It's not just the demand

18:40

side that may change, but it's also

18:42

on the employee side. Okay, if some

18:44

people in my team move on, I

18:46

have opportunities. Oh, yes, that's true. If

18:48

I stay on, the loyalty may be

18:50

rewarded, I may build a progress further,

18:52

there's a gap, you see. So it's

18:55

not realistic to say everybody will move

18:57

together for the same thing. I think

18:59

the sound of it at the start

19:01

sounds very good, because it sounds like

19:03

very sparthen moment, like we are going

19:05

to go and then everybody is like,

19:07

you know what I would prefer the

19:09

stability like one of the directors that

19:12

he mentioned right would prefer the stability

19:14

and I think when he said I

19:16

might move in nine months time I

19:18

think that possess also sussing out because

19:20

what if also things change within the

19:22

current company if he gets a promotion

19:24

like you say he might not move

19:26

or if the company decides okay this

19:28

is not very yeah there's no double

19:31

workload we're not going to increase headcount

19:33

then maybe he will move but whatever

19:35

is the case There are people who

19:37

want the stability, they don't really want

19:39

the lure of going to something that

19:41

is new, something that pays well now,

19:43

because they want something that it's like

19:45

bird in hand, right? You have the

19:48

bird in hand, why do I want

19:50

to shake my own foundation? So you're

19:52

right, I think maybe what Quinn can

19:54

do is to think, where is he

19:56

at this point in his career, does

19:58

he need the stability or does he

20:00

want to try? something different. So move

20:02

not because it's like a sputtered moment

20:04

but you know do it because he

20:07

wants to. I mean would you say

20:09

that would be your vice as a

20:11

career counselor? Exactly I think when we

20:13

take ownership of our own career we

20:15

think for ourselves and not just rely

20:17

on other people and what they are

20:19

doing it puts the ownership of career

20:21

into our own hands and we are

20:24

more convinced and convicted committed towards how

20:26

we want our career to move forward.

20:28

I mean just imagine right if today

20:30

Quinn makes a move across and then

20:32

he realizes that actually the grass is

20:34

not greener on the other side then

20:36

where do you put that blame you

20:38

blame that because everybody went so that's

20:40

why I also followed on yeah and

20:43

it's not working out for me but

20:45

it's working for everybody else I think

20:47

it's important to think for yourself so

20:49

that you have the ownership yes the

20:51

good thing is work relationships can progress

20:53

into friendships outside of work true so

20:55

the relationships that queen you build up

20:57

with your 14 other people on a

21:00

team it will last pass the companies

21:02

that you are in no matter where

21:04

you are in no matter where you

21:06

are at Now, Queen, I hope our

21:08

conversation has given you some clarity on

21:10

what to do. Let us know what

21:12

you decide. We're really very curious. If

21:14

like Queen, you have a work-related question,

21:16

do write in to us. We're at

21:19

CNA podcasts at metacop.com.org.org. You can also

21:21

find us on Spotify, Apple podcasts, and

21:23

YouTube. The team behind the workhead podcast

21:25

is Christina Robert Joanne Chan, Janani Johari,

21:27

and Sire Win. Sound Mixing by Kerry

21:29

Lim, video by Hanita Amin. I'm Jero.

21:31

And I'm Tiffany. Here's wishing you a

21:33

good work week ahead.

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