Is the American Work Deal Already Dead?
The deal was always simple: school, degree, stable job, good life. Jerremy Alexander Newsome and Dave Conley launch their Work In Progress series by asking what happens when that pipeline stops delivering. College is outdated and overpriced, trades aren't the universal fix everyone claims, and entry-level hiring is quietly seizing up. People in their circles feel fine — but Jerremy's 16-year-old son can't land a fast-food gig. The hosts press listeners to get close to revenue-generating work before AI finishes the job.
Timestamps:
- (00:00) New series launch – the old American deal and why it no longer holds
- (01:56) College revisited – "okay" but unaffordable and stuck in a one-lane model
- (03:34) Trades aren't the fix – gig economy gaps and a broken pipeline
- (06:17) Who feels secure – current workers are fine but new hiring is freezing
- (14:33) Gig work stigma – freelancer vs. gig worker and why the label matters
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Transcript
For generations, Americans followed the same unwritten deal.
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:Go to school, get a degree,
land a stable job, build a
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:family, and have a happy life.
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:But that contract is dissolving
in front of our eyes.
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:We were holding the sand in our hands,
watching it slip through our fingers.
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:Employers can't find workers.
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:Workers can't find employers or stability.
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:A generation carrying student debt
can't afford a home, and the trades
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:are being sold as the obvious fix.
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:But the reality's more
complicated than the pitch.
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:The economy freedom and delivered
insecurity, and underneath all
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:of it, AI is repricing the laptop
class faster than any employer,
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:university, or government can respond.
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:entering 2030 without a replacement
deal, and we think we need to write one.
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:name is Jerremy Alexander Newsom.
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:Joined as always by my damn sexy co-host.
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:He made me read that.
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:Dave DC Conley and this podcast
is solving America's problems.
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:We're kicking off a brand new series,
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:Dave: Woo hoo.
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:Jerremy: called Work In Progress.
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:The American dream is changing jobs, and
if you've been with us for a while, we
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:don't just pick topics, we pick problems
that do not have any clean answers, and
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:we get to find out why this one has been
sitting with us since we wrapped up our
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:last series, maybe even before that.
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:I'm quite confident.
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:Dave, this could even morph into of the
ones you've been really excited about.
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:The problem of AI and do we solve it?
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:How can we solve it?
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:You battle with AI overlords every day.
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:Dave: There's
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:Jerremy: I think I
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:Dave: yeah.
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:Jerremy: at the intersection of the movie.
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:I Idiocracy.
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:The Terminator in the Matrix and
Dave Conley's is in the Venn diagram
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:in the middle of all three of
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:Dave: With a flame thrower.
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:Jerremy: Yeah, yeah, exactly.
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:Dave: So, yeah.
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:So last year actually, it was sort of, it
was among our first, series that we did.
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:We, we did a whole series on
whether college was worth it.
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:And we started that
thinking like, no, hell no.
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:like that there's no way
that college is worth it.
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:And actually, we came out of it
a little bit different than that.
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:We were looking at debt, the
misaligned outcomes, and the
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:degrees that weren't delivering
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:Jerremy: I,
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:Dave: we were asking a pretty blunt
question, is the whole thing a scam?
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:Jerremy: yeah, like is college a scam?
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:Yeah.
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:I mean, my answer was still
is kind of yes, mostly.
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:specifically, but I mean, we we're
gonna need some type of big shift, dude.
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:We're gonna need a big shift.
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:And by the end, after we did all that,
after we had all that big conversation,
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:we said, listen, college is is okay.
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:We can make a shift.
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:Dave: It's fun.
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:Jerremy: it's, it's, it's okay.
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:I, if I said fine, I think
it's, it's, it's okay.
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:I would say college is a
lot like vanilla ice cream.
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:Dave: Oh, I love vanilla ice cream.
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:I really do.
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:I do.
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:I love it.
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:That chocolate.
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:Everybody loves chocolate.
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:I mean, chocolate's fine, but
you get a really good vanilla.
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:I'm like, wow, that's killer.
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:I love vanilla ice cream.
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:Yeah.
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:Jerremy: You're the best.
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:Well, I, I will say this.
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:We ended up, we ended up
at we, we ended up at this.
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:It's the affordability,
it's an outdated model,
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:Dave: Yep.
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:Jerremy: the country is basically one
lane for most people, and that the
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:country says, Hey, get in this one
lane, it's gonna work for everyone.
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:Dave: is nonsense, right?
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:And then we have all of
these other things going on.
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:So we got like the gig economy going.
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:Trades.
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:Everybody's like, trades
are the greatest thing.
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:Well, you need to send
everybody to the trades.
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:And I'm like, I was
researching this topic.
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:kinda, I mean, it's like, because it's,
it's, we gotta talk to some trades
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:people because I'm, that, that's gotta
be in our lived experience, slot because
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:I'm, I think it is a real answer for
a lot of people, but I'm not sure it's
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:the answer we're all bargaining for.
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:that's, that's what I'm excited about
for this series because it, it's not
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:saying if college is worth it or not,
really, as you put it, look,:
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:is four years from now and everything
is saying this system is isn't working.
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:like it's not working for the
vast majority of Americans.
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:So what do we have to do?
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:What are the policies?
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:What are the things that we
have to choose, differently?
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:Because for decades it's been,
go to college, get a job.
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:Well, that's clearly not working right?
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:So.
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:What, what do we have to do?
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:And it's not, this isn't
just for young people.
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:So if you are like, a teenager
or you're in college, yeah,
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:this is, this is for you.
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:But this is also for everybody
who has a job, which I'm assuming
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:just about everybody here does.
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:it's going to be, anybody who's like,
okay, well, I trade my time and my
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:treasure for doing something in the world,
so that I can do other things, right?
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:Like, there is something that I do.
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:How is that gonna change?
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:Because it is all changing
from underneath us now.
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:And that's the whole point of this series.
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:Jerremy: That's the whole point, ma'am.
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:Yep, absolutely.
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:And really, we got some questions.
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:I mean, we're gonna kick off some
questions to ask the audience.
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:For everyone out there who's listening on
YouTube, Twitter, Instagram, the socials,
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:Dave: Yeah.
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:Jerremy: with us.
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:Dave's AI clone does a great
job of answering your questions.
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:Dave: No, that's me.
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:That's me.
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:If you get an answer, it is actually me.
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:Jerremy: And, I need, I still
need your AI clone to come
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:help cook dinner at my house.
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:speaking of jobs that, that where
are needed, but what I will say for
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:everyone who's listening, we encourage
you to not only answer these questions
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:as I ask them, but post your own.
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:And let's continue that conversation.
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:Keep in mind that this podcast is open
and we love to have guests come on,
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:have debates, have conversations, come
up with solutions, detail problems.
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:And one of the best parts
about this podcast is we want.
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:We can fully, beautifully have
an incredible disagreement and
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:go, I still love you as a human.
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:Keep that information coming and let's
create and inform our opinions because
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:that is how you become an adult.
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:So here's some questions.
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:Here's some questions.
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:Kick us off, no right answers.
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:We're gonna go through
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:Dave: Mm-hmm.
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:Jerremy: tell you where
you and I and me are.
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:And we are.
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:And by the time we're done, maybe we'll
know exactly what biases we're walking
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:into the series and then every single
one of our listeners can hold it to us.
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:Alright, so Dave, let's, I'll hit you up.
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:Dave: Question one.
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:Jerremy: Yeah.
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:The people around your life.
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:Dave: Yeah.
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:Jerremy: with.
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:Your boo, your friends.
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:the people in your life feel
secure in their work right now?
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:Dave: Oh.
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:yeah.
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:Yeah.
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:They, they do, most of the people I
know are, are, late career, have their
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:own, companies or, in fact, I was just
talking to my brother from another mother
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:on this and he was like, yeah, he's a.
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:He's a very high end contractor in
a very specialized field, and he,
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:and he, and he works for fun, which
is like the best part about it.
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:He could retire tomorrow
and, and be fine or not.
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:And he's young and he was just
saying that, one of the companies
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:that he contracts with got
acquired and they are super excited
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:about using AI for everything.
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:And, and Joe's been doing, development
work for his entire life has been
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:like, okay, yeah, that's great.
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:It's really good for a few things, but
it's really terrible for the one thing
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:that you really like doing, which is,
moving atoms, not electrons, because
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:he, he works on pinball machines and he
builds all, if you've played a pinball
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:machine, you have likely played one of,
something that he's been a part of because
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:he's, he's one of those guys where, the
software underneath it, he's like the man.
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:And, they, they want to use
AI for all of that software.
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:And he goes, look, an AI won't,
can't currently tell you.
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:If a machine plays well, if you're
excited about it, if it's, if it's a
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:physical thing, like you have to be
able to move the elect, you have to
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:move the, the atoms, not the electrons.
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:So he's, he's, he's feeling fine.
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:Another buddy of mine who's a, who's
a developer, he is like, yeah, we're
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:seeing a lot of, a lot of AI coming in,
but he's a senior person so that like,
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:they're using it and they're getting
more out of what they're already doing.
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:So they're, they've grown the pie, right.
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:like they haven't eliminated jobs.
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:They've been able to take the people
that they currently have and they've
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:been able to do a lot more and, and do
it quickly and do it, at a higher level.
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:So maybe they're not hiring, but
at least the people in my life are,
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:are feeling, feeling fine today.
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:What about, what about you?
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:Jerremy: I agree.
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:I mean, I think most people that
are in my day-to-day life, generally
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:the majority of them, kinda like you
said, business owners, entrepreneurs,
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:Dave: Yeah.
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:Jerremy: they kind of are
doing their own thing.
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:And that's in a way, a mindset
too of like, Hey, whatever is
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:coming, I'm gonna figure it out.
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:they're figuring it out, right?
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:They're like, Hey, things are gonna shift.
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:Things are changing.
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:I'm changing.
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:The whole world's changing.
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:We gotta change with it.
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:Dave: Mm-hmm.
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:Jerremy: And they are adapting to that.
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:Now, again, the people that are not
in my life as entrepreneurs, but have
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:trade jobs, they feel perfectly secure.
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:Dave: Yeah.
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:Jerremy: I haven't.
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:Noticed anyone right now that like
my job is being affected now, I
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:have received a couple text messages
from a couple friends who are like,
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:Hey, my, my buddy just got fired.
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:Do you know anyone who can hire X, Y, Z?
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:So on and so forth.
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:That's happening and the jobs report
came out and the market's not that long
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:ago, and last month we lost as a country,
whatever, 92,000 jobs or something,
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:which mean, that's such a small number.
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:It's almost, almost insignificant.
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:But it did spook to market
for like eight whole seconds.
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:of course, which rampage higher again,
I think right now the answer is yes.
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:Most people that I connect with or
talk to feel secure in their jobs
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:presently, and I don't, I, I still
don't know how much AI is coming.
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:their jobs, but I also don't think that
a lot of people have sat down and really,
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:really listened and thought and understood
how fast some of this is changing.
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:Dave: Yeah, they don't know.
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:Yeah,
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:Jerremy: yeah.
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:I think we're kicking
the can down the road.
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:Like, ah, it'll be, five years in
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:Dave: no way, man.
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:Jerremy: it might be five months dog.
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:Like, I don't, it's changing
so rapidly, so quickly.
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:Even with our podcast and you being a
world renowned computer technician and
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:specialist, like you're over here like,
dude, the things AI did three months ago
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:and now is mind alternately different.
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:Like,
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:Dave: It changes just about every
week, in, in different ways.
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:It's crazy.
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:so I think you're absolutely right.
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:You don't know that the, the.
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:The, the tide has gone out on the tsunami
and you're just waiting for the wave.
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:Right.
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:like, it's, it's gonna happen all at once.
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:it's what they, I read that 1929 book,
man, if you, if you want just a crazy
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:ass book, you gotta read that 1929 book.
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:like they, they didn't realize that like
the, the tide had gone out, and then
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:all of a sudden it failed all at once,
like it was holy smokes, it was weeks,
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:it was not, and so the, the shifts,
I think my niece, who's, pretty new
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:in her, in her, professional career,
she's having trouble finding a new job.
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:She hates where she's at and she's fine
where she's at, but she doesn't like it.
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:So she's having trouble in her field,
finding a new job, which is, weird.
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:it's New York City.
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:Jerremy: yeah, yeah.
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:Well, I will say this, that that is one
thing that most people feel good in their
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:jobs presently, but finding jobs I, I
have noticed, is more of a challenge.
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:I mean, randomly, right?
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:But my son's now 16, Gabriel.
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:Dave: Yeah.
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:Jerremy: I have been with
him and he has applied
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:Dave: Yeah.
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:Jerremy: physical jobs.
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:'cause I think that that's probably
what he needs in his life right now is
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:a physical schedule and things to do.
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:Dave: Love it.
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:Jerremy: Bro can't get a job.
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:No one's calling him back.
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:No one's hiring him.
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:I, I helped him with his resume.
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:Dave: Yeah.
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:Jerremy: doing the things and
obviously, it's Wendy's and
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:Burger King and McDonald's and
all the, all the places like that.
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:But he is posting and applying
and they have slowed down hiring.
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:Don't know if that's a good thing or
a bad thing, but like, if you have a
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:position right now, you probably are good.
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:But I will say if you currently have a
job that someone else is paying you for
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:Dave: Damn.
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:Jerremy: and they're not your best
friends or, or wife or husband, you
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:should have a conversation with someone
in that company about how you can
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:learn and become more prepared for how
AI is revolutionizing your industry.
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:'cause it is, and you need to
be on the forefront of that.
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:Dave: So I, I'll, I'll give the
audience exactly the kind of,
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:advice that I, I give my niece.
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:and that is you have to be as
close to money as humanly possible.
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:So the closer you are to actually making
money in your, in your, in your, company
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:or your endeavor, the better it is.
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:So if you're in a support function like HR
or even, sales and marketing, like those
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:are, those are not making money, right?
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:Like, the things that make the money
are the products and the services
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:that your company actually does.
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:So if you're on top of that piece.
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:You're good if you're
not on top of that piece.
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:And that goes for developers too.
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:There are lots of developers that don't
work on whatever the main thing is.
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:like they'll be in the back office or
there'll be like some ancillary stuff.
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:No, the, the, the Google engineers
that work on search and AI are fine.
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:The Google engineers that,
that work on, Roomba?
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:No.
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:Not so much.
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:Right?
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:Jerremy: Yeah.
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:Yeah.
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:Well, I mean, I, I have heard of,
like I said, I, I got a couple
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:messages from people whose jobs
got eliminated now, was eliminated
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:'cause they're bad or eliminated.
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:'cause they're, they have ai.
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:I don't know that, that
part, I don't know.
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:But I do know some people that got let go.
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:Dave: Yeah.
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:What'd they say?
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:Are they freaked out?
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:Jerremy: I mean, no, they're
not, they're not freaked out.
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:I mean, I guess they're as freaked
out as anyone who gets fired.
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:Dave: Yeah.
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:Jerremy: or loses their job.
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:So I don't know if it's like, oh
my gosh, it's the end of the world.
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:I don't, they haven't done that yet.
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:And that's natural for it.
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:Dave: You're, muted.
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:I don't know why.
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:Jerremy: No.
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:Dave: Yeah, you're back.
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:Jerremy: that button is sensitive.
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:Oh my goodness.
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:I breathed too hard and it muted.
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:no man, I, I don't think they, yeah,
no one, no one got more upset than
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:they would get upset for just losing
their job and, having security
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:Dave: Yeah.
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:Jerremy: them and being, being
scared and afraid and worried.
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:but again, I, my advice to them is,
Hey, go be, go be an entrepreneur.
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:Go be a freelancer.
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:Go be a, a gig employee
because there's so many
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:Dave: Yeah.
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:Jerremy: opportunities out there.
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:I mean, when you hear someone
say that they're a good work gig
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:worker, what is your gut reaction?
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:Dave: It's not negative,
but it's also like my, my.
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:In my head, I'm, I'm, I'm
usually saying, okay, well
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:what's the job you actually want?
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:Right.
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:like, what, what's the
job you're not doing?
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:And so I never think of like, gig, gig
economy or, DoorDash, drivers, Uber
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:drivers, the people that I, interact with.
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:if they're contractors,
I'm like, yeah, I get it.
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:like there's a lot of people who are
contractors, but if they're actually
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:doing gigs right, they're, they
are summoned by an app somewhere.
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:Yeah.
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:I'm, I'm, I'm always wondering, like,
you, you probably have a master's
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:degree in something and I, I feel
kind of bad for them, sorry for
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:them, but it's, it's, that's on me.
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:like, that's probably not their reality.
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:I don't know.
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:What do you think?
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:What, what do you, what do you
get when you get a Hear a I always
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:think there's gotta be something
that they're not really doing.
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:Yeah.
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:I don't that they're
not doing it by choice.
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:Jerremy: I would agree on the age part.
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:I think it's an age thing.
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:Dave: Yeah.
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:Jerremy: using that word specifically.
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:If someone said, I'm a gig
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:Dave: Yeah.
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:Jerremy: have to assume
that they're either younger.
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:Or they have a lot of talents
and they are spending a lot
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:of time on Fiverr and Upwork.
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:I mean, I just hired a new person
on Upwork today for, $10 an hour for
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:something, and I'm, I'm cool with it,
like I hire people with gigs all the time.
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:I think it's a, I think it's a cool word.
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:I would probably suggest to them
to use a different word freelancer.
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:Sounds cool.
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:I own my own consulting business.
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:Sounds really cool.
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:I wouldn't have them use that word
frequently because I think it's
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:just, it sounds a little young maybe,
or naive or, or not as powerful
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:as it could, but I think, I think
it is probably a young thing.
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:Alex: Jerremy tells gig workers to
ditch the LABEL and call themselves
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:consultants—but rebranding won't
fix what's broken underneath.
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:Next, Dave and Jerremy turn
the lens on themselves...
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:and the advice they'd give at twenty-two
cuts closer to confession than coaching.
