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Retire On Your Own Terms With Anne Lester

Retire On Your Own Terms With Anne Lester

Released Wednesday, 13th March 2024
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Retire On Your Own Terms With Anne Lester

Retire On Your Own Terms With Anne Lester

Retire On Your Own Terms With Anne Lester

Retire On Your Own Terms With Anne Lester

Wednesday, 13th March 2024
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example that comes to mind is... embrace

1:08

all the benefits that come with

1:10

working, not just financial, and maybe

1:12

think about developing a roadmap that

1:15

will get you there. Hey

1:18

everyone, I'm Jean Chatsky. Thank you so much

1:20

for joining me today on Her Money. I've

1:23

been posting more on my social

1:25

channels lately, maybe you've noticed, and

1:27

one of my TikToks recently, I

1:30

don't know if you could call

1:32

it going viral, but it did

1:34

really well, where I talk about

1:36

Peak 65, also known as the

1:38

Silver Tsunami. If you haven't heard

1:40

about it, it's the fact

1:42

that more people are turning 65 this year

1:46

than at any point in history. Why

1:49

is this important? Well,

1:52

it's going to have a huge

1:54

impact on our economy, on social

1:56

security, on the upcoming election, but

1:59

it also... has a lot

2:01

to do with retirement.

2:04

Your retirement, my retirement, the

2:06

retirement world as we speak

2:08

now and in the future.

2:11

Which is why I thought we

2:13

would talk today about retirement

2:16

and whether the thought of

2:18

it or even the word

2:20

gives you nervous butterflies

2:23

or is the

2:25

kind of thing that you want to just

2:27

push off to the back

2:29

of your mind. The truth

2:31

is thinking about retirement can

2:33

feel surprisingly disempowering and

2:35

that's despite the endless

2:37

commercials showing golf courses

2:39

and grandkids and sailboats

2:41

and long walks out

2:44

into the sunset and so many

2:46

other cliches and that's because there's

2:48

so much bad information

2:50

out there that tells us

2:52

how woefully unprepared we are

2:54

and how little we

2:57

need to spend when we retire

2:59

if we want to have enough

3:01

to make it through those golden

3:03

years and have a good time

3:05

simultaneously. Whether you are turning

3:08

65 this year like 4.1 million people

3:10

or whether you're just starting to think

3:16

about how much you're going to

3:18

have saved up. I'm here

3:20

to tell you that retirement doesn't

3:22

have to be so scary. Planning

3:24

for retirement doesn't have to be

3:27

so scary. It can be empowering.

3:29

It can honestly be fun if you

3:31

focus on the dreaming of all of

3:34

it. Ann Lester is

3:36

former head of retirement solutions

3:38

for JP Morgan asset

3:40

management. She says she's

3:42

never been so good at saving

3:45

despite winning the prestigious

3:47

Ray Lillywhite Award for

3:49

her extraordinary lifetime contributions

3:52

to Americans economic

3:54

security. She says she didn't

3:56

start thinking about her own

3:59

retirement until... her second son

4:01

was born. She cops all

4:03

of this and more in her new

4:05

book, Your Best Financial Life,

4:07

Save Smart Now for the Future

4:09

You Want, where she talks about how

4:12

she got out of that

4:14

dangerous cycle and was actually

4:17

able to retire early on

4:19

her own terms. Before I welcome

4:21

Anne to the show, one

4:24

quick announcement. The Her My Podcast

4:26

is now on YouTube so you

4:28

can watch me and all of

4:30

our guests there. Subscribe, share, and

4:32

like your favorite episodes. Anne Lester,

4:34

welcome to the show. Oh, thanks

4:36

so much, Jean, for having me.

4:38

Thank you so much for being

4:40

here. Congrats on the book. Thank

4:43

you. It's very exciting. Yeah, it

4:45

absolutely is. So you have

4:47

worked in finance. You have

4:49

helped people essentially save for

4:52

their retirements your

4:54

entire career. But

4:56

in your 20s, you had maxed

4:58

out all your credit cards. You were in a

5:00

ton of debt. And as I said in the

5:02

intro, you said it wasn't until your second child

5:05

was born that you actually started thinking

5:07

about a 401k.

5:09

Tell us about your financial

5:12

origin story. You know,

5:14

I think it's a combination

5:16

for everybody of nature and nurture,

5:18

right? So we are born with

5:21

a certain genetic predisposition

5:23

to saving, to spending, to

5:25

your ability to control

5:29

impulses. I will just say right now,

5:31

I would have failed the marshmallow test

5:33

completely. I have very poor impulse control.

5:35

I just do. So whether it's the

5:37

cookie or the thing that I want to buy,

5:39

like I'm like, oh, goodie, that sounds like fun. And it's

5:42

funny because it's true about me. If I'm

5:44

a fiduciary managing other people's money, that's different.

5:46

That's not mine. So it's interesting the way

5:48

our brains work. So I'm kind of wired

5:50

as a spender. And then

5:52

there's the nurture side of it, right? So

5:55

that's the nature. How am I wired? The

5:57

nurture side is very interesting. My parents were

5:59

born with a spender. I was born in the early 30s. They

6:03

were children of the Depression. There

6:05

was just no money for them growing

6:07

up and so they never

6:09

spent what they didn't have. They were very

6:12

frugal people and

6:14

I grew up. My dad was a college

6:16

professor. My mom taught nursery school, comfortable growing

6:19

up. But I don't ever remember

6:21

hearing any conversations about how much

6:24

we could afford to spend on

6:26

anything. I learned and learned where

6:28

these are good things to spend money

6:30

on and these are bad things to

6:32

spend money on. So what I internalized

6:35

was there's enough money for the things

6:37

that align with values. So there was

6:39

money for music lessons for me. There

6:41

was no money for buying the cool

6:43

pair of shoes that everybody else had at school.

6:46

We don't spend money on that end. We spend money on

6:48

things like music lessons. But it was never we

6:50

have a finite amount of money and we're making

6:52

choices with this finite amount of money.

6:54

So I guess the other thing that

6:57

I think was particularly dangerous for people

6:59

my age, I graduated in the mid

7:01

80s from college, was that was when

7:03

credit card companies started heavily marketing credit

7:05

cards to college students. My

7:07

parents didn't have credit cards. It just wasn't

7:09

a thing. And so I think

7:11

now certainly people coming out of college in their 20s

7:13

and 30s are a lot more sophisticated.

7:16

They may still struggle but I think

7:18

we understand a little bit better how

7:20

this works. So and there's

7:22

certainly a lot more information about it. And I

7:24

think in fact those card companies aren't able to

7:26

market quite the same way they were. So

7:29

I think that's a little less difficult. But

7:31

I immediately, you know, I started working in

7:33

politics, I earned very little money. And

7:36

I just didn't have enough. And my

7:38

framing was if I can hit the minimum

7:40

payment on my card, I can afford it.

7:43

Yeah, which is not really true. It's

7:46

so funny you're talking about the marketing

7:49

on college campuses. And I'm flashing

7:51

on when I was in college too in

7:53

the mid 80s, I think I

7:55

got my credit card

7:58

junior year. And

8:01

for signing up, I

8:03

got one of those big

8:05

two-pound bags of M&Ms. That's

8:07

all they had to give me. Oh, there's nothing not

8:09

to love there, right? That is all they had

8:11

to give me to get me to sign

8:13

on the dotted line. Other people got t-shirts

8:15

or big bottles of soda. I mean, it

8:17

was just such a low bar to get

8:19

you to sign away your financial future. And

8:21

I ended up in credit card debt as

8:23

well, so I completely understand it. How

8:26

old were you when your second child

8:28

was born and when you had this

8:31

eye-opening experience? So

8:34

the thing is, I was 37, and

8:36

I vividly remember thinking, you

8:39

know, I set up an IRA. We lived in

8:41

Italy, so I didn't have access to a 401k

8:43

plan, and I was in the sort of official

8:45

Italian retirement system, which when you move across borders,

8:47

it really also messes up your retirement savings. But,

8:51

you know, I signed up for the 401k plan, but I hadn't actually paid

8:53

any attention to it. I had no idea how much

8:55

I was contributing. And I remember

8:58

thinking, well, okay, I've got two kids. I

9:01

really have to, like, get serious about this adult

9:03

stuff. Like, I can't mess around with this anymore.

9:06

And trying to figure out what to do

9:08

was so stressful. And

9:11

I found the language that was then – 401k plans

9:13

are a lot easier to use now. But

9:16

back then, it was so difficult and confusing,

9:18

and I had to answer all these questions.

9:21

And I would definitely remember one of the questions being, what

9:23

do I think the rate of inflation will be

9:25

between now and when I retire? And

9:28

I was just like, I am out. I'm done. I'm going to go do the

9:30

dishes. This is nuts. And

9:33

so I actually – I kind of realized I needed to do

9:35

something, but it took, like, another six months or a year before.

9:38

I was like, all right, I really got

9:40

to do this now. And actually, the trick

9:42

for me was not, like, finally growing up.

9:45

I actually, as a work obligation, really,

9:47

was asked to try to figure out

9:49

how to help people invest

9:52

for retirement. And that was

9:54

what unlocked everything for

9:56

me, because I started learning

9:58

about behavioral economics. this

10:00

brainwearing. And for me that was, I

10:03

don't want to say I get out of jail free

10:05

card, but it was such a powerful thing for me

10:07

to go, oh, I'm not

10:10

stupid. I'm actually not

10:12

even irresponsible. This is just the

10:15

way I'm wired. It's like my

10:17

height. Like I just like

10:19

this. And I stopped

10:22

blaming myself. When you're trying to do

10:24

something, maybe it's an A type personality thing.

10:26

I set up little challenges for myself. And

10:28

I do this with food too. Like I

10:30

can put the cookies on the counter and not eat them. Not,

10:33

right? I can't. I can

10:35

have money and have it sitting in

10:37

my checking account and not spend it.

10:40

Not. I can decide every

10:42

month that I'll save X. Not.

10:45

I can't do that. I'm bad at it.

10:47

Right. Yeah. I mean, most people are

10:49

bad at it. And the work that

10:51

you did with behavioral

10:54

economics and other people

10:57

digging into this combo

10:59

platter of we

11:01

have to save and we're

11:03

not good at saving. So

11:05

let's figure it out has

11:07

really revolutionized the retirement system.

11:10

But then we started the show talking a

11:12

bit about peak 65 and how

11:14

it's a real challenge for people. And

11:16

so I want to talk about what

11:18

you learned in your career, but also

11:21

in putting together this book that

11:24

can help people succeed, whether

11:26

they want an early retirement,

11:28

a later retirement, a

11:30

lavish retirement or a comfortable

11:33

retirement. So let's start with

11:36

people who are still in that

11:38

accumulation phase. Let's start with people

11:40

who've got a little bit of

11:42

road to run. What are the

11:45

boxes that you should

11:47

be checking now in

11:49

order to get yourself

11:51

situated for that comfortable?

11:53

Let's just go for

11:55

comfortable retirement sometime in

11:57

your sixties. There

12:01

are an enormous number

12:03

of ways to figure this out.

12:05

I put a super simplified version of this

12:07

in my book. One rule

12:09

of thumb that a lot of people cite is

12:12

you should have saved up 10 times your annual

12:14

income if you want to be able to replicate

12:17

your lifestyle comfortably. And many

12:19

people think that's sort of 80% ish

12:23

of your pre-retirement income. So

12:25

if you're earning $100,000 a year, that means you

12:27

should have saved up a million dollars, let's say,

12:29

by the time you retire ish. And

12:31

that means the money you can generate from

12:34

that million dollars, whether it's using lifetime

12:36

income opportunities, whether it's combining that

12:38

with maybe some withdrawal strategies plus

12:41

social security, should give you 80% of what you

12:43

were living on before, which

12:46

once you take out the reduced costs of

12:49

you're not commuting, you're not saving

12:51

for retirement anymore. And a

12:53

few other things is a useful rule of thumb,

12:55

right? The answer is it depends for everybody but

12:57

that's a good sort of rough starting place. And

13:00

then I think as you get closer and closer

13:02

to that, it can make a lot of sense

13:04

to check out some more sophisticated calculus and your

13:07

financial services provider has one, your 401K platform

13:09

has one, there are a whole bunch of

13:11

other ones online but doing a

13:13

little more refined planning makes sense when you get

13:15

closer. So then the big

13:17

question is like how are you doing? How do you get

13:20

there? How do you get there? And

13:23

if you are in your 20s and

13:25

you are saving 10 to 15%

13:28

of your gross income and

13:31

your employer is matching a little bit of that, you'll

13:33

be fine. And you're investing

13:35

in something like what I used to do

13:38

for a living, which is a target date fund,

13:40

but you're investing in sort of an appropriately return

13:43

and risk oriented profile. So again, if you're

13:45

in your 20s, most people would say that

13:47

should be 90-ish percent, maybe 95%

13:50

equities and then you should gradually get more conservative. If you're doing

13:52

that in your 20s, 10 to 15%, you'll be fine. You

13:55

want to keep checking but you're fine. Most

13:58

people aren't saving that much. I think the... median

14:00

savings rate, right? If you draw a line of

14:02

how everybody's saving, the middle point is somewhere between

14:04

6 and 8 percent for people in their 20s.

14:06

It creeps up to 8 to

14:09

10 percent for people in their 50s and that means many

14:12

people are behind. So question

14:14

number one is how are you doing?

14:16

Are you on track? If

14:18

you're not on track, you need to save

14:20

a little more money if you want

14:22

to retire in your mid 60s

14:24

comfortably. So that

14:27

leads to a little bit of a reckoning with yourself, right?

14:29

Like, okay, how am I going to save a little more

14:31

money? Got to spend less money. Or

14:34

you need to work longer, which

14:36

may or may not be something that's

14:38

under your control. So that first point

14:40

of reckoning is an important one

14:43

and I'll just be honest, the younger you

14:45

do that, the easier it

14:47

is to course correct and the smaller

14:49

the relative sacrifice will be if you

14:52

still want to achieve that goal. It

14:54

was interesting to me. You said in your

14:57

conversations with young people, the ones who are

14:59

most on track for retirement are those who

15:01

are talking with their friends about money. I

15:04

mean, why does having those conversations

15:06

psychologically make us better savers? I

15:08

think it's kind of the classic, like

15:11

what you don't know is the really hard

15:13

thing to deal with and it's what you're

15:15

often the most afraid of and it makes

15:17

me think of the monster under the bed when

15:20

you're a kid. Like it's so terrifying to look

15:22

and then once you look, it's like, oh, that's

15:24

a really large dust bunny. That's the

15:26

guitar case that I kicked under there three

15:29

years ago and forgot, like whatever it is, right?

15:31

So knowing the

15:33

scope and the shape of the problem,

15:35

I think suddenly makes it less scary.

15:37

I do think there's

15:40

an enormous amount of very positive things

15:42

that you can find talking to family,

15:44

friends and peers, even social

15:46

media, podcasts like this, for instance, right? You

15:49

can learn an enormous amount and it just

15:51

starts desensitizing us to the fear of actually

15:53

understanding what's going on and I hope I'm

15:55

no longer part of the problem. I used

15:58

to be part of the problem. think

16:00

the financial services industry partly because we

16:02

think and talk about this stuff all

16:04

day long and partly because many people

16:07

in it have always understood how it

16:09

works. I think this is really cool

16:11

and fun and geek out and want

16:14

to share their like geeky enthusiasm and

16:16

we use language that's confusing, that is

16:18

disempowering, that makes people feel guilty, that

16:21

makes them feel ashamed to ask questions.

16:23

So the more you

16:25

just familiarize with stuff, the more

16:27

you get comfortable asking questions, I

16:29

think the more it lets you take

16:31

power over your own actions in finances.

16:34

We talked a little bit about behavioral

16:37

finance and the behavioral

16:40

finance innovations that have helped

16:42

people get on track and

16:44

stay on track. The big

16:47

three in my book are

16:50

auto enrollment into retirement plans

16:52

which the secure act now

16:54

says employers have to

16:56

do. You can opt out if you want. If it's

16:58

a new plan, they don't have to do it for

17:00

an existing plan so watch out for that one. Okay,

17:03

alright, good to know. Second

17:05

on the list target date then

17:07

which you'll be often defaulted into

17:10

as an investment and can keep

17:12

you on track without rebalancing because they

17:14

kind of do it for you. And the

17:17

third is auto escalation and

17:19

auto escalation is where once you're

17:22

in the retirement

17:24

plan, your contribution is bumped

17:27

up on a regular basis.

17:29

Do you find that people

17:31

are actually using

17:33

that? I mean to me one

17:36

big reason that people under save

17:38

is because they are defaulted

17:40

into these plans at a 3%

17:43

savings rate and never think to adjust

17:45

it. So I actually misspoke. The

17:47

thing that is not mandatory is the auto

17:49

enrollment is there. If you have a plan,

17:51

you have to auto enroll. What

17:54

secure 2.0 also says which

17:56

is fabulous is that you're setting up

17:58

a new plan. have

18:00

to auto escalate. Explain auto escalation

18:02

sort of where it came from

18:05

and why it's important. So as

18:07

you just said there's a

18:09

real danger in getting people

18:11

automatically signed up if you

18:13

don't also automatically

18:16

increase how much they're saving and I actually I heard

18:18

this in my focus group and it literally made my

18:20

hair stand up when I was you know behind the

18:22

mirror wall and I was like oh if

18:25

you get signed up and you get put

18:27

in at 3% which is a very common default

18:30

rate and the only reason companies use

18:32

this is the IRS used 3% it's

18:35

a beautiful example of behavioral economics in

18:37

action. The IRS used 3% as an

18:40

example in a letter that they explained how it

18:42

worked and that's kind of turned into the number

18:44

everybody thinks is the right number to start at

18:46

right because it was an example. Terrifying.

18:48

So what happens is companies sign people up

18:50

at 3% they often match half of

18:52

that so one and a half percent so you're saving

18:54

four and a half percent which is well

18:57

below the 10 to 15% that

18:59

you should be saving and because

19:01

people have been auto enrolled they

19:03

often don't even know they're participating

19:05

and if they do know they're

19:08

participating they think because the company

19:10

signed them up at that level

19:12

it must be okay. So

19:14

in fact in one of my focus groups somebody

19:16

said you know and I was looking at how

19:18

much people were saving and whether

19:20

or not they thought that was enough and

19:23

you could come up with this two by two matrix and

19:25

there was this really interesting group of people who thought they

19:27

were doing everything right and were not and a large

19:30

reason for that was they were getting automatically enrolled

19:32

at 3% and they said oh well it must be

19:34

enough because that's what my company did for me. Right.

19:37

So absolutely terrifying. Auto

19:39

escalation is when a company automatically

19:42

increases how much they're taking out

19:44

of your paycheck often

19:46

once a year the best way

19:48

to do it and I think this is very common

19:50

is to time that increase with when you get a

19:52

raise so that

19:54

you don't feel that you're losing money

19:57

with this higher savings rate and in fact

19:59

that's of the best tips ever

20:01

is be aggressive about increasing how much

20:03

you're saving when you're getting raises because

20:05

it doesn't hurt very much. But

20:08

that auto escalation is critically important. If you're

20:10

23 you don't have to start saving 15%

20:12

of your salary on day one. If you

20:14

can, fabulous, do it like 100%, but most

20:18

people struggle with that. You could start

20:20

at three or five. Just get there

20:23

over ten years, you'll be fine. Fantastic.

20:25

We are gonna take a very quick

20:27

break. When we come back

20:29

and I want to dig into the

20:32

people on the leader end of the

20:35

curve and what we have to do

20:37

to catch up if we're behind or

20:39

deal with the fact that we may

20:41

be retired earlier than we expect. So

20:43

we're gonna take a quick break. Her

20:48

money is proudly sponsored by Edelman

20:50

Financial Engines. You're saving, you're investing,

20:52

and you're ready to embrace a

20:54

bright financial future. But when was

20:56

the last time you took a

20:58

look at your budget? It

21:01

may be time for you to prioritize

21:03

different saving strategies and what they mean

21:05

for your overall financial future because knowing

21:08

exactly how your budget is allocated can

21:10

make all the difference when it comes

21:12

to your financial health and wellness. Learn

21:15

more at planefe.com slash

21:17

her money and schedule your

21:20

complimentary wealth checkup today. We

21:25

are back with Ann Lister, author

21:27

of the new book, Your Best

21:30

Financial Life. So

21:32

for the younger people we've established get

21:34

to 10 to 15 percent you'll be

21:36

fine. I just love the you'll

21:39

be fine of it all because

21:41

it's very clear, it's very encouraging,

21:44

it's sort of like you can do

21:46

this now and down the road things

21:49

will work themselves out even if you

21:51

don't know exactly what you're saving for.

21:53

But then there are people

21:55

who are already there. There

21:58

is the peak 65. The

22:00

Generation Peak Sixty Five as

22:02

the Alliance for Lifetime Income

22:04

Housing era people in their

22:06

sixties you are going to

22:08

be is you right in

22:10

your book. Brit hired a

22:12

lot earlier than they expect.

22:14

You point to a survey

22:16

in the book from the

22:18

Twenty Twenty Three Retirement Survey

22:21

of workers and it showed

22:23

that debts median age that

22:25

workers Tuesday and older expect

22:27

to retire is sixty seven.

22:29

Yet more. Than half

22:31

retire sooner than they

22:34

planned. What happens? What?

22:36

Happens is: people get laid off.

22:38

Companies change people's health. The Coins:

22:40

A spouse's health declines. If you're

22:42

in your late fifties, early sixties,

22:44

your parents' health declines if you're

22:46

lucky enough to her parents as

22:48

I am, if I had not

22:51

retired from Simply Morgan and Twenty

22:53

Twenty, I would have had to

22:55

have taken at least three or

22:57

four month leave of absence. That

22:59

over the summer because my mother, who

23:01

is now almost ninety dell and badly

23:03

broke her arm ends. I had

23:05

to drop everything and flat and take. Care of her. In

23:07

in it was covered in. There was a lot of craziness going

23:10

on. Both, it would have been really hard to hold

23:12

down my full time. I'd already announced I was

23:14

leaving and I was either still working, but it

23:16

was I could manage that I could not have

23:18

managed by former job that just would not have

23:20

happened. And things like that happen to people in

23:22

their fifties and sixties. Not. On

23:24

schedule and it's one of the most.

23:27

Heartbreaking. Things out there

23:29

for oneself. Which. Is

23:31

to look back on decisions that you made

23:34

and go. Wow if I hit understood the

23:36

consequences that decision. I don't know

23:38

that I would have made that decision. That's fine. Wrote the

23:40

book. But. Here you

23:42

are your favorite we do. Like

23:44

I said earlier year you used

23:46

to make. Some really hard decisions about

23:49

what you're going to stop spending money

23:51

on and ideally you do this by

23:53

you still have a job. well

23:56

in the book you talk about having what

23:58

you call oh shit fund and you put together

24:00

a checklist for having

24:02

one and it's to help

24:05

you through situations like this.

24:07

So what is it? I mean, is

24:10

it just your emergency fund or is

24:12

it different? It's absolutely

24:14

your emergency fund. So I called up the OSHIT

24:16

fund. Literally my husband and I had just bought

24:18

our first home and we'd had it inspected and

24:20

we were told we'd have to replace the roof

24:22

in a few years and that was fine. And

24:25

literally, I don't know, three or four months after

24:27

closing, we woke up and it was raining in

24:29

our bedroom to which we responded, oh, shi,

24:32

like no. And

24:35

we just spent all of our money on

24:38

the down payment and closing. We didn't have an emergency

24:40

fund. So if you're thinking about buying a house, don't

24:42

spend all of your money. Tip number one. So

24:46

that OSHIT fund is there

24:48

for expenses that are unexpected

24:50

that have to be paid and

24:53

have to be paid now. And the conventional

24:55

wisdom, it is an emergency savings fund. The

24:58

conventional wisdom is three to six months salary.

25:00

The reason many people talk

25:03

about that number is that

25:05

should cover the period that it will take

25:07

you to find a new job, right? So that's

25:09

kind of the ultimate bad news scenario. And

25:11

then we can layer on all sorts of

25:13

other horrible things that happen, massive home repairs replacing

25:15

a car, medical emergencies, etc. But like that

25:17

job loss is how that three to

25:19

six month number is typically calculated. And

25:22

if you've got an emergency fund and

25:24

you're faced with an unexpected job loss

25:26

in your late 50s or 60s, I

25:28

think a real question to ask yourself

25:30

is how likely do you

25:32

think it is that you'll be able

25:34

to fully replace your former income? And

25:36

I think many people discover that it

25:38

isn't. I wish the world were not that way, but it is.

25:41

And I'm retired, right? I retired early. I

25:43

am very engaged in the world and I

25:45

Am still working, right? as a board member,

25:48

writing this book, giving speeches, right? I'm still

25:50

earning income. I'm retired from corporate life. I'm

25:52

still earning income. And Part of my financial

25:54

plan is I need to keep earning income

25:57

until I'm well into my 60s. The

26:00

more fun, but that's part of my financial plan. So

26:03

if you go through that calculus

26:05

and you discover I'm probably. Not

26:07

going to replace my

26:10

entire income? What's the

26:12

game plan? I mean

26:14

do something. Right? Figure out what

26:16

you can do to replace as much

26:18

as possible. In hindsight, right? It's ideal

26:20

to have a little bit of a

26:22

game plan. And. I've always

26:24

had that gameplay night. Maybe because I

26:26

never felt super financially secure. Like if

26:28

something goes wrong, like what's the list

26:30

of stuff I. Just

26:33

I guess I initially did this. He is the

26:35

work and financial services. Your income can be quite

26:37

volatile from year to year in. We had a

26:39

couple of bad years in my team in two

26:41

thousand and one, two thousand and two and then

26:43

two thousand and eight, nine ten. And so I

26:45

always knew that with a risk And so it's

26:47

like, what do I need to basically keep the

26:49

lights on and keep us said And then what's

26:52

everything else. And so I

26:54

think if you've mentally. Done. That

26:56

checklist and. Started identifying and Discretionary

26:58

Spending Discretionary. That loaded word

27:01

because everybody's definition of what

27:03

discretionary. Nondisclosure. He is a little different, but

27:05

you can approaches to ways. One of the things

27:07

that you know you could just stop doing and

27:09

really not miss them. Like how many streaming services

27:12

you have. Those are easy, right? It's not a

27:14

ton of money, but it did. It does add

27:16

up. How often are you eating out right? You

27:18

can pretty quickly go down the list of have

27:20

you plan some vacations that was your county Easy

27:23

right? You can go through this list of things

27:25

that you consider sort of things you normally pay

27:27

for that you might not think about discretionary, have

27:29

a game plan for where you start cutting. I.

27:32

think that's a very healthy thing to see

27:34

keep current regardless of what you think your

27:36

financial situation would be and so i had

27:39

a choice about when i chose to retire

27:41

but if you are in an industry that

27:43

facing lay off if you know your company's

27:45

not doing well if you feel yourself slowing

27:48

down and just kind of getting fatigued with

27:50

all of this is a really good thing

27:52

to have it's like a financial equivalent of

27:54

a girl bags what do i know i

27:57

can just start cutting off immediately an engine

27:59

you mentioned Second question, if you are planning

28:01

on retiring in your 60s and you're a

28:03

little short of your goals, that list then

28:05

can serve as the, all right, well, where

28:08

do I want to start? What's going to be relatively

28:11

easy to give up? What's going to be, yeah, I

28:13

won't love it, but no big deal? And then what's

28:15

going to be actually painful? The

28:18

other side of the equation is that

28:20

you could keep working. We know data

28:22

from the Bureau of Labor Statistics

28:24

shows us that the labor force

28:26

is expected to grow by about

28:28

96% by

28:31

the year 2030, which is around

28:33

the corner, for people who are 75 and

28:37

up. Is that because

28:39

people are getting to that retirement

28:41

point and realizing they don't have

28:43

enough money? Or is it that

28:46

they want to

28:48

keep working, want to stay engaged,

28:51

or a combo platter of both? I

28:53

think it's the combo platter. I think

28:56

there are a whole bunch of things

28:58

that are sort of sweepingly true, and

29:00

yet for every individual, it's a very

29:02

individual story. So it

29:04

really depends on what you're doing for

29:06

work, whether you like it, whether you're

29:08

physically or mentally capable of continuing to

29:10

do it, and then whether your employer

29:12

or another one has a need for

29:14

your skill set, right? So I

29:16

do think that a huge reason

29:18

people are working longer is that

29:20

many people are lucky enough to

29:22

be physically and mentally strong and

29:25

are looking at longer lifespans. Let's

29:27

remember that 65 that was

29:29

the traditional age for retirement, which is when

29:31

Social Security used to turn on, was

29:34

the actuarial expected age of death when we

29:36

did that, which is the equivalent of that

29:38

would be 85 today, right? So

29:40

all right, that kind of reframes it right

29:43

there. Now many people are not in good

29:45

health. Many people are not in

29:47

jobs that they can physically do. So

29:49

I think we have to leave some

29:51

space for that, but I do think

29:54

there's a host of very real benefits

29:56

for staying engaged, maybe not at the

29:58

prior level, right? in a

30:00

40 or 50 or 60 hour week job like

30:02

I did

30:04

not want to keep doing that for forever

30:07

certainly not even in

30:09

my late 50s but many people just love

30:11

what they're like I'm gonna keep doing what

30:14

I'm doing right now until I literally can't

30:16

because I'm having fun it's interesting with

30:18

great people I have fascinating conversations I'm earning

30:20

some money right those are all important to

30:23

me I think it's something like 40% of

30:25

those people that are working beyond traditional retirement

30:27

age are doing it because they need the

30:29

money and that's the only reason they're doing

30:32

it I think 20% were only doing it

30:34

because it was fun and they were enjoying

30:36

themselves and the other 40% was yes and

30:39

that feels kind of reasonable to me but

30:42

again I think it's an interesting thing to

30:44

think about again if you're in your 50s

30:46

and kind of trying to imagine what that

30:48

next decade looks like you can start planting

30:50

seeds now even in your 60s that might

30:53

lead you to an off-ramp that helps you

30:55

embrace all the benefits that

30:57

come with working not just

30:59

financial and maybe think about developing

31:02

a roadmap that will get you there let's

31:04

end this conversation where we started it

31:07

with peak 65 and the fact that

31:10

it is going to

31:12

reverberate through the world it's

31:15

going to have an impact these this

31:17

wave of people turning 65 on

31:21

everything on Social Security

31:23

on our economy on the

31:26

election on so many

31:28

different inflection points what

31:31

do you think the upshot of this

31:33

is going to be I hope it

31:36

continues to illustrate

31:38

and demonstrate what I've certainly been

31:41

seeing and feeling which

31:43

is that this phase

31:45

of middle life which I am thinking

31:47

of as middle-aged right as I I

31:50

turned 60 this year right I'm thinking

31:52

about this as middle-aged definitionally it isn't

31:54

definitely mentoring old age right and so

31:56

I guess I'm hoping that it starts

31:59

reframing right what people in this

32:01

age group can do and want to

32:03

do. And

32:05

I hope it also helps

32:07

illustrate for society at large

32:11

how important it is to be thinking

32:13

proactively about this and to

32:16

help us all understand how easy

32:19

it is to do when you have

32:21

30 or 40 years to plan for it and

32:23

how hard it is to do when you don't

32:25

use that time effectively. And that's true for finances,

32:28

that's true for social policy programs, that's

32:30

true for how we spend

32:32

our time as we age, it's true for

32:34

our health, right? So whether

32:36

we get there or not, I don't know,

32:38

but I think it's gonna personalize for so

32:41

many people in policymaking positions

32:43

such a change. And just a quick

32:45

story, I was recently at my son's

32:47

engagement party. And I have

32:49

just come back from, yeah, it's very exciting,

32:51

we're super thrilled. I just come back

32:54

from visiting my elderly parents and my son's fiance

32:56

is got a grandmother who's the same age as

32:58

my parents who's in failing health and we were

33:00

talking about it. And somehow at this engagement party,

33:02

right, all of their friends who are in their

33:05

mid and late 20s were talking

33:07

about elder care issues and nursing homes

33:09

and how their parents were dealing with

33:11

this. And I thought my husband and

33:13

I afters are like, we

33:16

didn't talk about that when we were in our 20s and

33:18

we sure didn't, like we were, I mean, my grandparents

33:20

were going through that, my parents were helping them. I

33:23

didn't have a clue. I was oblivious to all

33:25

of that. So I was like, wow, are these

33:27

just super wonderful kids, which they are, I shouldn't

33:30

say kids, wonderful adults, which they are,

33:32

or is this a difference, right? Is

33:35

this actually different? And I'm hopeful that

33:37

it's actually different. That is amazing. Thank

33:39

you so much for a terrific

33:42

and fun, wide ranging conversation.

33:44

Ann Lester, the book is

33:46

Your Best Financial Life. Thank

33:48

you so much for a

33:50

great conversation. Oh, thank you, Jean. And

33:53

we'll be right back with Julia and your mailbag. Did

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35:12

you guys, it's Jean. I wanna tell

35:14

you about another podcast I think you'll

35:16

love because I love it, Freakonomics

35:19

Radio. Every week,

35:21

host and bestselling author, Stephen

35:23

Dubner, dives into the hidden

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and so much more. He

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interviews CEOs, historians, even

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Nobel laureates to explore all

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kinds of topics like whether

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AI has a sense of

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humor and whether two CEOs

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are better than one. If

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you are curious like me and

35:45

just looking to better understand the

35:47

world around you, you will find

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it on Freakonomics Radio. Listen

35:51

wherever you get your podcasts. We

35:56

are back for Mailbag Julia Chefsky

35:58

joining me. as

36:00

always. Hey Jules. Hello, how's

36:02

it going? It's going pretty well.

36:04

So here's a question

36:07

for you. I mean you're in your

36:09

20s. Do you and your friends ever

36:12

talk or think about

36:15

like, oh my god, am I

36:17

ever going to be able to retire? Or is that

36:19

just so far in the future? It's not even on

36:21

the radar. I can barely

36:23

think about what's for dinner next week, let

36:26

alone tonight. So no.

36:29

No, how about Adam? I mean

36:32

Adam, Jules's boyfriend, Adam definitely does.

36:35

He's like very future

36:37

focused. Yeah. And

36:39

yet he tells me not to think about the future.

36:41

So maybe I should point that out sometime. I

36:45

think we should get into our question because

36:47

it is a long one this week,

36:50

but it is probably relevant to

36:52

many of our listeners. So I think bear

36:54

with us as we get through the question

36:57

and then we'll get into it. Does

36:59

that sound good? That sounds great. All

37:01

right. Our question today comes

37:03

from Emily. She writes, Hi,

37:06

Jean and Julia. I'm a huge fan of

37:08

her money and I've shared it with many

37:10

friends. We talk about your episodes together and

37:12

I look forward to new episodes every Wednesday.

37:15

So I'm very excited to be submitting a

37:17

question of my own about

37:19

planning ahead for health insurance and

37:21

retirement. I am 45 years old

37:24

and happily single since getting a

37:26

divorce over 10 years ago. And

37:28

I have no current or future income

37:31

or benefits linked to my husband for

37:34

planning purposes. Assume that I will not

37:36

remarry. I took your

37:38

money type quiz on your website. I am

37:40

a producer and it sums me up

37:43

perfectly. Producers can be

37:45

financially conservative to their detriment. They

37:47

prefer to minimize their exposure to

37:49

risk regardless of how much money they have. In

37:52

addition, I loved your episode with Simone

37:54

Stolsoff about the good enough job. And

37:56

because of it, I read his book

37:58

and believe I do have a good

38:00

enough job. So to sum

38:03

up myself in a nutshell, I'm a

38:05

risk adverse over planner with a good

38:07

enough job. Although there are

38:09

many benefits that make my job good

38:11

enough, I think many of them could

38:13

be replicated elsewhere. However, I

38:16

am grandfathered into a retirement

38:18

health insurance benefit that holds

38:20

me back from considering other

38:22

opportunities because I worry that this benefit

38:24

is too good to give up. If

38:27

I stay with my employer for another 10 years, I

38:30

will be eligible to participate in

38:32

the company's health insurance plan whenever

38:34

I retire, even if that is

38:37

as early as age 55. In

38:39

today's dollars, that means I would pay that $230 a

38:42

month to

38:44

buy into what I consider an

38:46

excellent health insurance plan. And

38:49

although there would still be co-pays

38:51

and out-of-pocket expenses, my employer would

38:53

pay the bulk of the monthly premium. I

38:56

am eligible for this benefit because I

38:58

have 20 consecutive years of service at

39:00

my job. If I were to

39:02

leave and then come back, I would no longer

39:04

be eligible for it on the same timeline. I

39:07

make about $85,000 a year on

39:10

which I live relatively comfortably. I

39:12

have a mortgage balance of $80,000, but

39:15

no other debt have about $450,000 in my 403B and

39:20

Roth IRA accounts and have $25,000 in my

39:22

emergency fund. I

39:25

don't expect to be in a place financially to

39:27

stop working when I'm 55, but

39:30

I love the idea of having health insurance taken

39:32

care of so that I could spend my time

39:34

from age 55 onwards, potentially

39:36

doing part-time work or a

39:39

lower paid job about which I am passionate.

39:41

I recognize that many people may

39:44

consider my position financially stable,

39:46

but I'm still afraid to give up

39:48

this retirement health insurance benefit. I

39:51

go back and forth between telling myself to

39:53

stick it out for 10 more years and

39:55

become eligible for the benefit and then shift

39:57

to a job that speaks to my passions.

40:00

less stressful or on

40:02

the other hand telling myself that life is

40:04

too short and staying with the job for

40:06

another 10 years just because

40:08

of future health insurance benefits seems

40:10

foolish when there are other jobs

40:12

that may either pay more or

40:14

be a better match for my

40:16

interest now or maybe even both.

40:19

All of the older adults in my life seem

40:21

very impressed with this retirement benefit and caution

40:24

to me that I shouldn't give it

40:26

up because even if I get Medicare

40:28

it won't be as good as my

40:30

employer's insurance. I've tried to

40:32

research health insurance options but it was

40:34

hard figuring out what the options would

40:37

be if I wanted to purchase insurance

40:39

today let alone plan for insurance in

40:41

the future. Do

40:44

you have any recommendations for

40:46

thinking ahead about health insurance and retirement?

40:49

Are there things I should be doing

40:51

today to lock into

40:53

good plans? Is the

40:55

option I have with my employer rare enough

40:57

or good enough that it should motivate me

40:59

to stay with my company for another

41:01

10 years? Is there a way

41:04

to qualify the value of the benefit so

41:06

that I could calculate how much more I

41:08

would need to earn in a new job

41:10

to make up for losing this benefit if

41:12

I left my company? Do you

41:15

think I'm being risk-adverse to my

41:17

detriment in my typical producer style

41:19

to put so much weight on

41:21

this benefit? Thank you so

41:23

much for considering my questions and thank you

41:25

again for all you do. Next, Emily.

41:28

Wow. Well first of all

41:30

Emily thanks for laying all of that

41:32

out for us. Thank you for taking

41:34

the money type quiz. I hear from

41:36

people all the time that they've taken

41:38

it and and it's available on our

41:40

website. It's insight into

41:43

why you are the way you are with

41:46

money. It's a 40 question diagnostic

41:48

that was developed by a PhD

41:50

out in California. We recently had

41:52

her on the show. You can

41:54

listen to that if you missed

41:56

it and we just hear again

41:58

and again. Oh my god. this got me.

42:01

And I got to say, Emily,

42:03

my primary money type is also

42:05

producer. So I relate to how

42:08

you are feeling about

42:11

not wanting to take this

42:13

risk. I have to push myself to

42:15

take risks when I feel

42:17

like I shouldn't be taking them

42:19

or that I don't want to take

42:21

them. And in the

42:23

world of health insurance where

42:26

we know that benefits like

42:28

these are rare.

42:30

In fact, only about 21% of

42:35

large companies offer retiree

42:38

health benefits anymore.

42:40

And that number has been

42:42

steadily falling as recently as

42:45

2021. It was

42:47

27%. You know, this is

42:49

something that is worth at least thinking

42:51

about holding on to.

42:53

However, 10 years

42:56

is a really, really

42:58

long time. I'm

43:00

about 10 years older than you makes

43:02

me 59. I'm going to be 60

43:05

this year. I can't believe I'm saying that, but I'm

43:07

saying it a lot to remind myself that I'm going

43:09

to be 60 this year and that it's not so

43:11

bad. And I got

43:13

to say, I'm at the age where

43:15

things are starting to happen to people

43:17

that I love. People are

43:20

calling with diagnoses and

43:23

life changes and

43:25

unexpected, unhappy

43:28

surprises. And although

43:31

I really have never been

43:33

a live

43:35

for today kind of a person, I

43:38

do think there is something to

43:42

making sure that you

43:44

aren't putting off the

43:47

important things until tomorrow.

43:50

And because work takes up so

43:52

much of your time, because

43:54

we spend so much of our lives

43:58

and our energy. At

44:00

work, I really enjoyed

44:02

my conversation with Simone Stoltzoff as

44:05

well, but I don't

44:07

really subscribe to the good enough job theory.

44:09

Not for me. I

44:11

want a job that is meaningful

44:13

to me. And it

44:15

sounds like you may want a job that

44:18

is meaningful to you and that you may

44:20

want it sooner rather than later. So here's

44:22

what I would suggest. Don't

44:25

quit. But start looking. Start

44:29

looking for a job

44:32

that speaks

44:34

to you a little more than the job

44:37

that you have right now. See

44:39

what the difference in pay looks like.

44:42

Consider whether you could

44:44

continue to, if you get a bump,

44:47

live on the amount that you

44:49

are being paid now and maybe

44:52

you could put some additional

44:54

money into a health savings account for

44:56

the future or just a

44:58

regular savings account or an investment account

45:00

that would allow you to feel a

45:02

little bit more

45:05

at ease about your future

45:08

health care costs. And then

45:10

two other points. The first is

45:12

when you have a plan like

45:15

this, plans

45:17

change. Plans

45:20

companies hit times

45:22

in their financial lives where

45:24

they're no longer able to

45:26

offer such a rich package

45:28

of benefits and they switch

45:30

things up. I'm not saying that this is

45:32

going to happen. I'm saying

45:34

that it could happen. And

45:38

the other thing is once

45:40

you are on Medicare, many

45:42

of these employer plans are

45:46

supplemental plans as

45:48

a general rule. You may first

45:50

be covered by Medicare and this

45:52

employer plan may fade into

45:54

the background to pick up any gaps.

45:56

Does that make it not valuable? No,

45:58

it's still valuable. But you

46:01

should understand how it's

46:03

likely to play out

46:06

in the future. So I would

46:08

do a little more exploration, Emily, and

46:11

let us know what you decide. Thanks for

46:13

writing and thanks so much for listening. And

46:16

Julia, thanks for laying that all out so

46:18

clearly. You are welcome. Thank

46:20

you, Emily, for writing such a nice

46:23

and well thought out question. Absolutely.

46:26

If you've got any other money

46:28

related questions, we'd love to hear

46:30

from you. Send them our way

46:32

by emailing us at mailbagathermoney.com or

46:34

leave a comment on our YouTube

46:36

page, at HerMoney on YouTube.

46:38

Thanks, Jules. Thanks. Bye,

46:41

everyone. We are going to take a

46:43

quick break. Hey

46:46

there, I'm Dylan Lewis, one of

46:48

the hosts of Motley Fool Money.

46:51

Each weekday on Motley Fool Money, we talk through the

46:53

business news you need to know and the stories moving

46:56

stocks on Wall Street. On weekends, we

46:58

dive into the industry shaping tomorrow and

47:00

host the experts, authors, and executives that

47:02

understand that. Tune in for insights,

47:04

a long term perspective on investing, and of course,

47:06

stock ideas, plenty of them. To

47:08

quote a listener, it pays to listen. Check us

47:11

out and subscribe wherever you listen to podcasts. And

47:17

we're back with your Money Tip of the Week. If

47:20

you are a longtime user and

47:23

fan of the free budgeting app

47:25

Mint, my condolences. It is shutting

47:27

down in just a few weeks

47:29

on March 23rd, but please don't

47:31

let your budget die along with

47:33

the app. Mint users

47:35

may have noticed that their data

47:37

is being moved over to Credit

47:39

Karma, which seems like a simple

47:41

solution, but has some limits. Credit

47:44

Karma is primarily a credit monitoring site,

47:46

and while you'll be able to do

47:49

some expense tracking, you won't be able

47:51

to categorize or set your monthly

47:53

budgets. So look at this

47:55

as a chance to shake things up and

47:57

try a new budgeting method that may work

47:59

better. better for you because we do know

48:02

that having a budget in place

48:04

can help improve your short and

48:06

long-term financial habits, help with managing

48:09

debt and saving money, and enable

48:11

you to reach your financial goals.

48:14

Now, here's the bad news. If

48:16

you really like having

48:18

the aggregation that's been

48:20

completed for you, you're probably

48:22

going to have to pay for it. We

48:24

recommend doing your research and checking

48:27

out the alternatives like YNAB, you

48:29

need a budget simplified by Quicken,

48:31

Monarch Money, or Tiller. But there

48:34

are other options. You can budget

48:36

your expenses the old school way

48:38

in a spreadsheet, which means just

48:40

putting some time on your calendar

48:43

to look at your different accounts

48:46

and keep track of that stuff on your

48:48

own. Thanks so

48:50

much for joining me today on Her

48:52

Money. Thanks to Ann Lester for sharing

48:55

why it's never too late to

48:57

start planning for a joyful

48:59

and stress-free retirement.

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