WEBVTT

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Matt Abrahams: Clarity comes from action.

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All of us need to be leap ready
when it comes to our careers.

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My name is Matt Abrahams and I
teach Strategic Communication at

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Stanford Graduate School of Business.

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Welcome the Think Fast
Talk Smart, the podcast.

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Today I am excited to
speak with Ilana Golan.

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Ilana is a barrier breaking leader
and the founder of Leap Academy.

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She focuses on resilience, reinvention,
and building portfolio careers.

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Ilana also hosts the top rated Leap
Academy Podcast where I have been a guest.

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Welcome, Ilana.

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I look forward to our conversation.

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Thanks so much for being here.

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Ilana Golan: Oh, I love being here.

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Thank you for inviting me, Matt.

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Matt Abrahams: Alright,
shall we get started?

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Ilana Golan: Let's go.

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Matt Abrahams: So you have quite
an amazing and eclectic career,

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including being a corporate
executive, an entrepreneur, an

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F16 flight instructor, and more.

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I'm curious, is there a through line
across all that you've done in your

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career and what's motivated you for
what you're doing and have done?

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Ilana Golan: I would say the
only pattern that I can see is a

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little bit of breaking barriers.

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I am very persistent, so I don't
think I'm very talented, but I'm

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very persistent, so I think that's
a pattern that I'm very proud of.

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And I think for me, a lot of it is pushing
boundaries and seeing what's possible,

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which is what I've been doing all my life.

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Matt Abrahams: What advice and
guidance do you provide to people

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looking to make a change in their
career, whether small or big?

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Ilana Golan: The big thing for me
was, I think that I was to some

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extent sleepwalking through life.

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To some extent, things were going
okay and they're okay enough for

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you to just continue with that okay
status, and again, for everybody on

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the outside, I had a perfect life.

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I had a good career, two kids,
beautiful husband and a home, right?

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Like theoretically I should be
happy, but it wasn't enough.

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Now, obviously I needed like a big shove
to my ego to really wake up, but I think,

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you know, in hindsight, I wish more people
would be more awake through their life.

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And I think this is the big thing for
Leap Academy because it used to be

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a nice to have, but at the pace of
change, it's not a nice to have anymore.

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It's a must have.

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And you need to be very
intentional, very strategic.

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Always be leap ready, right?

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Always know where you're trying to go.

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It could be in the same
organization, by the way.

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I'm not saying always leave,
but what's next for me?

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What responsibilities do I wanna take?

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What other technologies do I wanna learn?

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What is my growth opportunity?

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So you always wanna be leap ready.

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You always wanna kinda be a
very awake of what's next.

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And to start being very strategic about
how do I build my personal brand to

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take me there a lot faster, which is
also a big thing that I wish I paid

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more attention to earlier in my career.

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Matt Abrahams: You've said several
things I want to dive into there, so I

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like this notion of being leap ready.

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We've done a few other episodes where
people have said you wanna hone your

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skills, be connected, and build a social
network, so that when you are ready

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to move, that you have everything.

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Your bags are packed, you've got
the connections that can help.

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So I like the idea of leap
ready as a way of defining that.

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I'd like to pull on two different threads.

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First, I'd love for you to share
what are the signs and signals

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that can help us become more awake
in your terms, in other words, to

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say, hey, this is time to move on.

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And then I want to come back after
that and talk a little bit more

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about personal branding, because I
believe the brand you build in advance

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of a leap can be really helpful.

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So let's start with the signals and signs.

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What should we be looking for when it's
time for us to consider a pivot or a leap?

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Ilana Golan: It's a great question
because I think sometimes, like you

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said, timing is everything and you
don't, it doesn't mean that when

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you're leap ready, it doesn't mean
that I need to pack my bags and go.

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But I still remember a time when
one of my big bosses came to me and

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said, what do you wanna do next?

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Even within the organization, right?

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And I had no clue.

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Now that was a beautiful opportunity.

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We were just acquired.

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I could probably have maneuvered
anywhere if I only knew, right?

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So for me, a big part is I wanna get
people into a habit of not necessarily

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looking for a leap, but always being
intentional, strategic with their

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career and thinking, what's next?

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Where am I trying to go?

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And I do believe that in this space
of change, people will change careers

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even within, again, responsibilities,
titles, whatever it is, right?

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Even within the same organization.

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But they will change it every year or two.

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So, we will see a pace of change that
we've never seen anything like it.

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So knowing what's next is the first thing.

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Now unrelated, I think, yes, there are
definitely signs that either you're

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more tired, you're more burned out,
you're not as happy as you could be.

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For me, a lot of it was waking
up at three in the morning and

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saying, this should be more to me.

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What am I doing?

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Why am I feeling small?

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But it was good enough, right?

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So I think a lot of times listen
to the signs of is there more?

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And the other thing that I'll
say is life is in phases and

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in different phases, different
things will be important for you.

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So the very first thing is to be okay with
the fact that you're in a different phase.

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And it could be that you
care more about money.

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It could be that you care more about
growth and opportunity and possibilities

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and fame, or you care about impact or
balance, and you're not gonna have it all.

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I don't believe in the myth, you're gonna
have it all, just not at the same time.

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So you're gonna pick a couple that are
critical for you, knowing that the rest

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will be a little bit compartment, right?

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Like they're gonna take a backseat.

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And as long as you're intentional
about what's really critical

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for me at that moment, now it's
easier to make those leaps.

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But at the pace of change, we shouldn't
be looking at a career direction because

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most of us are not gonna be deciding
on something for the next twenty years.

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We are deciding on something
in a relatively short term.

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So if we are gonna look at it as
a career experiment, it's actually

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freeing up a lot of the anxiety
of deciding something very big.

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Matt Abrahams: I really like the
idea of framing it as an experiment,

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and the horizon is not twenty,
thirty year career, it's shorter.

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I do like this idea of constantly
scanning and being aware of what's

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going on in your industry, or in
the areas that you're interested in.

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So that again, you can make
a more intelligent choice.

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And then finally, I think, so important
is listen to how you're feeling, right?

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And if you are waking up in the middle
of the night or you're not feeling that

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level of fulfillment that you'd like to
feel, those are good signs and signals.

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Before we get to the branding question,
what if somebody feels like they've

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missed their chance or they're too
far along in their careers to start

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over, what would you say to them?

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So we've talked about what can initiate
a change, but some of us have been

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around a long time doing what we do.

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Have we missed the boat?

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Ilana Golan: In this era of change,
we will see, I believe, a lot more

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what we call portfolio careers.

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And I do believe that Leap
Academy is probably the only

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one that really teaches that.

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And I do believe that people will start,
even if they have one stable job, which

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I do believe is actually really handy,
but are they gonna start, I don't know,

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advising and sitting on boards and doing
some public speaking and maybe open this

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business and maybe investing a little bit.

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Like they're gonna start having
these multiple income streams so

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that there's always a safety net,
and it's just a lot more interesting.

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Life, life just gets more exciting.

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So I think there's a little
bit of a combination, Matt.

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Matt Abrahams: Can you briefly
describe what a portfolio career is

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and how we can go about building one?

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Ilana Golan: So portfolio
career is essentially, it's

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just multiple streams of income.

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And I think in today's world,
there's just a lot of options

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to create income these days.

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And again, sometimes it's more about
the income, but sometimes it's more

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about exposure to new things or
volunteering or sitting on specific

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boards that you care about or like
it, it's not necessarily income.

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It's like ventures, if you will.

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And what's really interesting in today's
world, and we are gonna tie it to

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personal branding, because sometimes it
is more about the personal branding than

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the actual money that comes with it.

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But if you get involved with certain
things, it can actually create a really

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beautiful snowball on your personal
brand, opportunities that come your

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way, how you're perceived, et cetera.

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This is probably one of the more powerful
things that somebody can do, is you

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have a classic portfolio, Matt, right?

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Like you're lecturing, you have a book,
you have a podcast, like you have all

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these things that you're involved with,
but the beautiful thing is they're

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all under the same umbrella of making
you an even stronger communicator,

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more of a thought leader in your
field, more invited to things, right?

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So now it creates this beautiful synergy.

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So if you can create this umbrella
brand and tie these things together

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and create a snowball, it's probably
one of the strongest thing that

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you can do to your personal brand
and to the opportunities and what

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kind of things will open your way.

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Matt Abrahams: I think one of the things
that has helped me, and I heard you

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mention it, is that having some clear
through line or some guiding principle,

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I mean, everything I do is predicated
on trying to help people hone and

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develop their communication skills.

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And the way I deploy that varies.

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Sometimes it's in the classroom,
sometimes it's through a podcast,

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sometimes through writing, but all of it
is really striving for the same thing.

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And for me, you know, income is important.

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Need to pay the bills, but for
me it's just the ability to

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impact and influence as well.

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And my newly named portfolio
career, I hadn't thought of it

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that way, is really designed to
help influence and impact people.

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And thank you for helping
us understand that.

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And this idea that we can all build a
portfolio career is really important.

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So I want to bring this back to
communication 'cause we've flirted

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with branding a little bit.

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When I switched careers, when I made
a leap from high tech to teaching high

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school, it was a big leap for me, and many
people were like, why are you doing that?

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That seems strange, or what's behind it?

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What advice do you have to help
people communicate their pivots, their

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leaps, so that it tells a coherent
story that helps others understand.

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And I'm gonna extend the question, not
just to the actual leap, but as you

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build out your portfolio career, you have
to be able to articulate that as well.

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How do you think about the communication
and branding around those choices and

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are the best practices we can follow?

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Ilana Golan: That's such a great
question, and I think it will have a few

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components, Matt, because I think the
very first one is internally, because

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you wanna convince yourself first, right?

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Because when you're in peace with
what you're trying to do, it's

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a lot easier to convince others.

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I think usually the hard parts come
when you're still trying to figure

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this out, and then there's people that
are trying to help you and trying to

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prevent you from doing the mistakes,
and it has a tendency to keep you stuck.

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But find your peace in what
is the right pattern for you.

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What do you wanna be known for?

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Again, the more you think about it as
an experiment, it's not as big of a

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decision to make, so it's not as scary.

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And then it's really about communicating
it from the vision, but also the

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pattern of why you, why this, why now?

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Which we talked about structures, right?

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Like why is this the right
thing for me right now, and

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why me, why this, right now?

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And the more you can structure it in
a very concise way, it basically lets

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people understand, okay, she got this.

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And this is what we were trying to get.

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Because again, it's very rare that
you'll get a very solid advice, so

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somebody will say no to you if they've
been where you're trying to go.

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Usually you're gonna get it from the
people who are trying to keep you safe.

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So for those people, we're not
trying to get their advice.

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We're trying to show our peace and
the idea and our vision, and to

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explain to them that we are making
decisions based on hope and dreams,

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not necessarily fear and doubt.

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And as long as you can make those
decisions, everything changes.

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Matt Abrahams: Lots of really
insightful tidbits there.

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So the first and foremost, you
need to get clear with yourself.

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You have to understand why this,
why now, what's motivating me?

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So it's hard to communicate
something that you haven't

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clearly articulated to yourself.

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And this notion of reminding
yourself that the people you're

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communicating to care for you and
they really wanna keep you safe.

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And so helping them understand that the
pivot, the change, the leap that you're

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making is part of your, your hopes
and your dreams I think is a wonderful

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way to initiate the communication.

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And of course your, music to my ears when
you talk about a way to structure it, and

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I like this, why this, why me, why now?

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And that's a beautiful way to
package up your story of the pivot,

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the change, the leap, but also
to help you position your brand.

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So thank you for sharing
so many insightful bits of

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information in such a concise way.

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I've listened and learned a lot from you.

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And one of the things you talk about
that really hit home for me is this

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notion of clarity in reinvention.

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What's your approach to
helping someone figure out what

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they really want to do next?

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We've talked about how to figure out when
the time is ready for that next thing.

00:12:54.335 --> 00:12:58.895
But how do you really find that clarity
about how you wanna reinvent yourself?

00:12:58.895 --> 00:13:00.155
Do you have some specific advice?

00:13:00.900 --> 00:13:04.199
Ilana Golan: First of all, I will
just say, Matt, that not having

00:13:04.199 --> 00:13:07.260
my clarity was probably one of
the hardest times in my life.

00:13:07.260 --> 00:13:11.400
And it sounds like weird because
you've already been successful.

00:13:11.520 --> 00:13:13.620
How, why would that take you down?

00:13:13.620 --> 00:13:17.490
And I have to say that for high
achievers and driven people that

00:13:17.490 --> 00:13:22.829
kind of always knew what's next,
this was a very alarming time for me.

00:13:22.829 --> 00:13:27.900
And I was actually in that soapbox for a
while, and I think that was a big calling

00:13:27.900 --> 00:13:32.040
for Leap Academy and to try to help more
people to figure out what's next in a

00:13:32.040 --> 00:13:33.780
lot faster, in a lot more engineered way.

00:13:33.900 --> 00:13:39.089
But in the general sense, what I would
say is success leaves clues, and if

00:13:39.089 --> 00:13:43.564
you're willing to look at the different
clues in your life, and that can be all

00:13:43.564 --> 00:13:45.965
the way from childhood and adulthood.

00:13:46.235 --> 00:13:50.285
It's many times, not necessarily
the skills, the learnable skills in

00:13:50.285 --> 00:13:52.655
school, but it's more the patterns.

00:13:52.685 --> 00:13:53.885
You talk about patterns, right?

00:13:53.885 --> 00:13:56.675
It's more the patterns,
is the transitions.

00:13:56.944 --> 00:13:58.204
When did you get awards?

00:13:58.235 --> 00:14:00.365
What are the people intrigued by you?

00:14:00.425 --> 00:14:03.905
Where did you feel so happy
and energized and excited?

00:14:03.905 --> 00:14:09.265
And so we look at these clues and
start creating again, experiments.

00:14:09.415 --> 00:14:12.475
And when you look at these things
as little experiments, they're not

00:14:12.475 --> 00:14:16.255
heavy on a decision because you
don't need to make a big decision.

00:14:16.255 --> 00:14:19.165
You need to make, we call it the
five days, five weeks, five months.

00:14:19.435 --> 00:14:23.125
You just need to decide if this worth five
days of my life to think about it, right?

00:14:23.125 --> 00:14:24.700
That's all you need to decide.

00:14:24.700 --> 00:14:28.105
And then is this worth five weeks of
experiment a little bit and et cetera.

00:14:28.105 --> 00:14:30.715
So it's a lot easier to
make those decisions.

00:14:30.944 --> 00:14:33.495
Really listen to what other
people are telling you.

00:14:33.495 --> 00:14:36.765
In many cases, these are the
best clues that you have.

00:14:36.765 --> 00:14:38.265
They wrote a review about you.

00:14:38.324 --> 00:14:40.334
They sent you a thank you text.

00:14:40.665 --> 00:14:43.515
Sometimes ask them like, what,
what's the most intriguing

00:14:43.515 --> 00:14:45.165
piece for you to work with me?

00:14:45.525 --> 00:14:48.074
And you'll hear things that
you didn't even think of.

00:14:48.074 --> 00:14:51.165
And I think there's a lot
of clues there as well.

00:14:51.405 --> 00:14:57.104
And so for me, a lot of the ideas came
from mentoring and some of the biggest

00:14:57.104 --> 00:15:00.970
startup accelerators in the world
like Google and Singularity University

00:15:00.970 --> 00:15:02.520
and Carnegie Mellon, et cetera.

00:15:02.520 --> 00:15:06.060
And what's interesting, when you look at
startups, they need to do the same thing.

00:15:06.060 --> 00:15:09.570
There's a plateau of opportunities
and it's endless, which

00:15:09.570 --> 00:15:11.070
direction should I go after?

00:15:11.070 --> 00:15:16.020
And it's really more about these very
engineered, structured experiments

00:15:16.020 --> 00:15:17.580
that will give that clarity.

00:15:17.670 --> 00:15:21.060
But I will also say, Matt, which is
really important, that clarity comes

00:15:21.060 --> 00:15:23.280
from action, not just thinking about it.

00:15:23.550 --> 00:15:29.185
And I think we try to engineer the
way or decide ahead of moving forward.

00:15:29.425 --> 00:15:32.574
And that's actually really scary
and it creates almost like a

00:15:32.574 --> 00:15:34.495
prison and we can't move forward.

00:15:34.915 --> 00:15:37.645
So the clarity actually
comes from the momentum.

00:15:37.645 --> 00:15:40.944
And I think the big thing in Leap
Academy is we give people momentum

00:15:41.095 --> 00:15:42.955
and suddenly the clarity kicks in.

00:15:42.955 --> 00:15:45.385
Because sometimes you don't even
know, like I'm sure you didn't

00:15:45.385 --> 00:15:49.194
know, you're gonna have a podcast
and a book and a thing, and a TEDx

00:15:49.194 --> 00:15:53.995
that has millions of people, like
you don't have all the recipe, but

00:15:54.235 --> 00:15:56.125
with the clarity things click in.

00:15:56.455 --> 00:16:02.755
Matt Abrahams: I really like the idea
that a way to learn about reinvention

00:16:02.755 --> 00:16:06.175
and what you should be focusing on is
through the feedback the world gives

00:16:06.175 --> 00:16:09.025
you, so your peers, your accolades.

00:16:09.295 --> 00:16:13.165
We can become very internal focused
when we're thinking about reinventing

00:16:13.165 --> 00:16:16.795
ourselves and letting the external
world, what people are saying about

00:16:16.795 --> 00:16:20.430
us, how they're honoring our work,
be a guide is really important.

00:16:20.430 --> 00:16:24.990
And this notion that clarity comes from
action, comes from the experiments.

00:16:24.990 --> 00:16:27.630
And the experiments don't
have to be super long.

00:16:27.630 --> 00:16:28.800
They can be very short.

00:16:29.100 --> 00:16:32.699
I totally hear you when you say
we actually can prevent ourselves

00:16:32.699 --> 00:16:35.579
from taking action because of all
of our thinking, and really you

00:16:35.579 --> 00:16:37.530
have to do to get some clear ideas.

00:16:37.680 --> 00:16:38.520
Thank you for that.

00:16:39.030 --> 00:16:41.160
So Ilana, this has been fantastic.

00:16:41.160 --> 00:16:43.800
Before we end, I like
to ask three questions.

00:16:43.800 --> 00:16:47.160
One I create just for you and then
the other two I ask to everybody.

00:16:47.340 --> 00:16:47.890
Are you ready for that?

00:16:48.510 --> 00:16:48.930
Ilana Golan: Of course.

00:16:49.590 --> 00:16:53.250
Matt Abrahams: So as the expert of
pivoting, leaping, changing careers, I'm

00:16:53.250 --> 00:16:55.319
curious, what do you see next for you?

00:16:55.350 --> 00:16:57.725
Do you have some ideas about
what the next leap will be?

00:16:58.349 --> 00:17:00.719
Ilana Golan: I do, just because
my book is in the making and

00:17:00.719 --> 00:17:02.339
it's at the final stages.

00:17:02.339 --> 00:17:06.480
So there's a leap, uh, the art of leaping
book that is like, uh, we're in the

00:17:06.480 --> 00:17:08.579
book proposal phase, so it is coming.

00:17:09.000 --> 00:17:13.139
I truly believe that in today's
world, we're in front of a cliff

00:17:13.319 --> 00:17:16.760
of millions of people that will
need to reinvent themselves.

00:17:16.760 --> 00:17:21.050
And I think there are a lot of re-skill
schools, but not a lot of companies

00:17:21.050 --> 00:17:25.100
that teach reinvention and creating
portfolio career, and we just need to

00:17:25.100 --> 00:17:28.520
grow fast enough to be able to help the
millions of people that will need this.

00:17:29.060 --> 00:17:33.440
Matt Abrahams: I love that idea of helping
people reinvent rather than just re-skill.

00:17:33.440 --> 00:17:36.800
And congratulations, writing a book
is a big deal and it can be a lot of

00:17:36.800 --> 00:17:38.570
fun, and it's certainly a lot of work.

00:17:38.930 --> 00:17:43.340
Question number two, who is a
communicator that you admire and why?

00:17:43.875 --> 00:17:48.315
Ilana Golan: I do love Simon Sinek and
how he communicates in the sense that

00:17:48.315 --> 00:17:53.655
he's very soft, articulate, and I think
I have a lot to learn from that too.

00:17:54.315 --> 00:17:57.585
Matt Abrahams: I agree that Simon Sinek
is a very effective communicator and I

00:17:57.585 --> 00:18:01.845
like that you are appreciating the things
he brings, but also noting the things

00:18:01.875 --> 00:18:04.995
that, the ways in which you're different
and we all have to find our own style.

00:18:05.385 --> 00:18:06.915
Alright, final question.

00:18:07.065 --> 00:18:12.075
What are the first three ingredients that
go into a successful communication recipe?

00:18:12.465 --> 00:18:17.175
Ilana Golan: I will say peace of mind,
knowing what you wanna say, basically,

00:18:17.175 --> 00:18:21.795
and being okay with saying it,
knowing your audience, very critical.

00:18:22.215 --> 00:18:25.995
I mean, kind of, I'm repeating you
because structuring the way you're saying

00:18:25.995 --> 00:18:28.995
it, like I feel embarrassed because
I was like, what can I say different?

00:18:28.995 --> 00:18:31.365
But these are like, totally agree.

00:18:31.395 --> 00:18:33.400
So I think I'm repeating
what you're saying.

00:18:33.995 --> 00:18:36.035
Matt Abrahams: There are some
truisms, and I think structure,

00:18:36.035 --> 00:18:37.175
knowing your audience, et cetera.

00:18:37.355 --> 00:18:40.385
The piece you added that I think
is really important for everyone to

00:18:40.385 --> 00:18:45.635
consider is there's confidence in how
you deliver information, but there's also

00:18:45.635 --> 00:18:47.855
confidence in what you are delivering.

00:18:47.855 --> 00:18:50.885
And you highlighted that in one of
your ingredients, saying you have to

00:18:50.885 --> 00:18:52.595
be comfortable with what you're saying.

00:18:52.625 --> 00:18:53.615
And that's important.

00:18:53.705 --> 00:18:56.495
That's important to feel
confident in what you're saying.

00:18:56.495 --> 00:18:59.465
Now, that's not to say that you
can't change it, make adjustments,

00:18:59.465 --> 00:19:02.495
but I appreciate you adding that
little nuance to what we say.

00:19:02.495 --> 00:19:03.695
We have to be confident in it.

00:19:04.055 --> 00:19:07.295
Well, Ilana, you shared
so many valuable tips.

00:19:07.355 --> 00:19:12.095
You helped us to realize that the
leaps that we make are experiments.

00:19:12.215 --> 00:19:17.585
That clarity comes through the actions and
experiments that we run, and ultimately,

00:19:17.615 --> 00:19:22.255
that we all need to be helping ourselves
by being leap ready and being ready

00:19:22.255 --> 00:19:26.129
to communicate what it is we do or
are planning to do to those around us.

00:19:26.129 --> 00:19:27.300
Thank you so much for your time.

00:19:27.570 --> 00:19:28.230
Ilana Golan: Thank you, Matt.

00:19:28.230 --> 00:19:30.899
This was so fun and you're
such a great interviewer.

00:19:30.899 --> 00:19:31.860
Thank you so much.

00:19:34.230 --> 00:19:36.179
Matt Abrahams: Thank you for
joining us for another episode of

00:19:36.179 --> 00:19:38.399
Think Fast Talk Smart, the podcast.

00:19:38.730 --> 00:19:41.340
To learn more about careers
and pivoting, please listen to

00:19:41.340 --> 00:19:46.080
episode 187 with Dorie Clark and
episode 147 with Whitney Johnson.

00:19:46.380 --> 00:19:51.270
This episode was produced by Katherine
Reed, Ryan Campos, and me Matt Abrahams.

00:19:51.510 --> 00:19:53.100
Our music is from Floyd Wonder.

00:19:53.220 --> 00:19:55.230
With thanks to Podium Podcast Company.

00:19:55.650 --> 00:19:58.980
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