Biggest Early Entrepreneur L's // Favorite Business Movies // Business Updates (Record Month!)

Chase Dimond | Email Marketing
40 followers
Sep 12, 2026
In this week's episode, Chase Dimond and Cardinal Mason discuss:
- Our Biggest Early Entrepreneur L's
- Our Favorite Business Movies (and why)
- Business Updates (Mason Had a Record Month!)
P.S. Here's the link Mason mentioned for hiring vetted freelance copywriters: https://form.jotform.com/231995095866070
Welcome back to another episode of Diamond Downloads.
Cardinal Mason, Chase Diamond over there.
Dude, my baby fever's back.
Why?
How come?
Bad.
Bad, bad, bad.
Dude, I saw this.
I saw this TikTok and I tweeted it
and it got like 1,100 likes on my Twitter.
But it's this.
It's a little girl.
Kind of looks like your house, honestly.
She just wants to show her dad outfits.
Look how cute that is, bro.
That's super cute.
Yeah, dude, I've got two daughters.
They do this.
I'm ready to be a dad.
How are you doing?
Heck yeah.
I'm good.
Dude, things are good.
Getting ready to go out of town tomorrow
for a few days to visit my grandparents.
My brother's out and my dad are going
and kind of turning it into like a boy's golf trip as well
slash visiting the grandparents.
So I'm excited.
Hell yeah, man.
Sounds good.
All right, you want to jump into these?
Let's do it.
Okay.
Biggest early entrepreneur L's.
Do you remember taking,
I mean, I know the big ones,
but like any like major rejections you got
right at the beginning
or times you really embarrassed yourself
like early on in your career
that you feel like sharing with the class today?
Oh dude, it's funny.
I actually put a tweet out maybe a week or two ago
that like part of the reason that I started my agency
was because no agency would hire me.
So there's like two reasons why I started.
One is because of my first job.
I was so close to making six figures.
I wanted to make six figures
and I figured out early on that agency
and services was one way to do it.
At the same time, kind of through that exploration,
I started applying to a bunch of agencies
helping to pick up some side work
or maybe a job that would pay me six figures
and no agencies would hire me.
They literally like,
you don't have an agency experience,
so we won't hire you.
And I always was like,
damn, no agency is ever going to hire me
because I have no agency experience.
So I had the great idea just to start my own agency.
You know, how hard could it be?
And it was really hard
and I understand why they didn't hire me.
But hey, seven years later, give or take,
I figured it out a little bit
and still figuring it out.
So I think for me and my L turned out-
A little bit, bro.
You guys do eight figures a year.
We're talking about a little bit.
Yeah, a little bit.
We're still learning.
So that was kind of a recent one I remembered.
I've talked before about like the Bernie Singles one,
I think, maybe not,
but how we bought this site,
had a lot of potential,
ended up becoming an L,
but also a W.
So I have a lot of like these crossover ones
that were Ls that with the right kind of finessing
end up being Ws and great learnings.
Yeah, that's one thing that's interesting too is like,
okay, so there's all these cliches in business.
I think we talk about this a lot
where it's like we hear all these business cliches
and then we realize that,
like we think they're corny
and then we realize how true they are
by going through it, right?
Where it's like,
people always say like,
oh, a failure teaches you more than W,
like, you know, winning every will
or success every will or something like that.
And everyone's like,
what does that even mean?
And then you realize that like the feeling of failing
feels really bad.
Like being rejected or being embarrassed
or like doing it and making yourself look dumb,
that feels awful.
And you'll do anything to avoid having that feeling again.
And so it'll always stick with you.
But like success is very fleeting, right?
Where it's like on Monday,
you know, you have a good day
and you feel successful
and then on Wednesday,
you have a bad day
and then everything sucks,
you know what I mean?
So I think all of those are like very formative.
And like this one thing I try and tell students too
is like, I never want to like
take too much of the failure away from them
because then they're not going to learn
anything meaningful.
You know what I mean?
So like I did,
when I was coaching my brother,
back way back in the day,
I did this when I was coaching Lutz,
which is like a close buddy of mine.
He's a wicked copywriter now.
I did it again where I was like,
dude, I don't want to tell you too much of the secrets
because you know,
you're not going to actually learn anything.
Like you can't just like,
I can't just tell you everything,
you actually have to go through it.
So like, it's kind of like being a parent
where it's like,
you have to let your kid fall off the bike
a couple of times
so they can ride.
Yeah.
And related or unrelated,
over the weekend,
this past weekend,
there was a football game.
There was TCU played against Boulder.
I don't know if you care about it or saw it,
but like Deion Sanders is the coach of Boulder
and he has two kids
and the quarterback had been training with Tom Brady.
Tom Brady has been helping him,
giving him advice
and the quarterback had a record monster game.
And he talked about like Tom Brady,
sent him a text saying,
don't get too comfortable.
Don't get too cocky.
Like learn from the mistakes.
And the moral was like,
this guy broke school records.
They had a huge upset,
but Tom Brady is like,
cool, that's great and all.
Let's focus on the ways that we can improve
and let's focus on where you failed.
Don't just gloat
and be too, you know,
connected to the win,
the things you did well.
So it was just kind of interesting,
like whether it's sports or business or life,
you know, you obviously want to celebrate the wins,
but not too long that you kind of ignore the losses.
And Elon, like Elon Musk,
you know, remember when he got named
like the richest man in the world,
he said something like,
all right, cool, back to work.
Like I think he celebrated for like 30 seconds
and then he was back to work.
Yeah.
Yeah, man.
It's kind of cool how many parallels there are
between like business and sports.
I feel like the billionaires
or like the pro athletes,
like Elon Musk is like Tom Brady
and we're good business,
but like, we're still like D1 high school.
Like we're good.
We get it.
We get a varsity jacket,
but like, you know what I mean?
We might not be going to,
yeah, we still got to put in some time and practice,
but.
100%.
Great stuff, man.
Okay.
Next one.
Favorite business movie and why?
Do you watch movies?
I've watched some.
I've got a couple of shows and movies that come to mind,
but I'll let you go first on this one.
Okay.
So there's two that I like.
And really just because like the thing
that gets me going about business is,
yeah, it's cool to watch people make money,
but also it's about like leadership and power.
I think that's really cool.
Like I love,
I love the position I'm at
where I have a team that I need to lead.
That's the most fulfilling thing in the world to me.
Like the business is cool,
but like I just like sort of leading from the front
and working with my people
and we're doing cool stuff, right?
So I talked about this on another podcast
where I said that like,
if I could like sort of give myself a movie character,
like who would I be?
I'd be Jordan Belfort.
And I don't want people to think like,
I don't want people to think
that I'm just like some basic business bro
that watched Wolf of Wall Street
and then all of a sudden just wanted to be a billionaire.
Like, it's not really like that.
I've watched it like probably 10 times now.
And every single time I just,
I'm fascinated by the way
that Jordan Belfort can like lead a team.
And so I love Wolf of Wall Street.
I also love the lifestyle stuff.
Like I don't go that crazy,
but like I've had some weeks where it's like,
you could, you know,
if I showed you a bunch of pictures from my weekend
and then the movie,
you wouldn't know which one's the movie.
And I also like, I mean, dude,
Goodfellas is a good one where it's like,
it's not really about business.
It kind of is, but it's about, again,
managing reputation and like managing competition.
And it's still about leadership and power
and stuff like that.
And that's just fascinating to me.
I just think it's cool.
Heck yeah.
Dude, those are good ones.
My movie, when the first one that came to mind
for me was The Big Short.
I thought it was like a really interesting concept
where like a few dudes,
I think it was like one main guy,
but a couple of buddies, a couple of friends,
they just bet against the banks
and they just bet against like the status quo.
Like, you know, the banks were too big to fail.
No one was saying this.
These guys were seeing this crazy.
And they just had so much conviction
that they doubled down to the point where like
a lot of people didn't end up liking them.
So I just really liked The Big Short
for the fact that like,
if you have conviction in something,
you've got to follow it to like the nth degree.
So I'd say like that for movies.
And then for like, I guess like a TV series,
I really like Succession.
I don't know if you've seen it,
but I love Succession because it has,
you know, the family element.
It has like the drama.
It has like the lessons of building like a legacy company
and then kind of the kids coming in.
I don't know.
I just really like all the different elements in play there
from like the type of businesses they built
with like advertising and media companies
to the family dynamics
and kind of some of the intricacies.
And I think a lot of that's probably like somewhat true
on the lives of these really wealthy families
that we don't get to see.
So I thought it was just kind of an interesting,
you know, kind of peeling back of like what the reality
of some of these families could or maybe looks like.
Dude, that's cool.
Yeah, I watched like the first five
or six episodes of Succession.
I wasn't really super into it,
but everyone says it's great.
Is it actually good?
Should I see it?
Yeah, it's really good.
I think you should give it a chance.
It's really good.
Did you watch Suits?
Yeah, yeah, I watched it a long time ago.
I liked that as well.
Oh yeah, I forgot you.
I keep forgetting you're older than me.
And that like, it came out in like what, 2009
or something like that.
So you were probably like watching it in 2009.
Yeah, it came out in 2011, it looks like.
Yeah, I was watching it in, I guess.
Probably college.
College, yeah, college.
Yeah, I was watching it in high school, beginning college.
I watched a couple of seasons in college
and I haven't stuck with it since, but great show.
You're 30, bro.
Are you 30?
Yeah, yeah, I'm getting old.
And one day I'll be 30, bro.
Anyway, I always thought it was cool.
Like, dude, when I was in high school watching that,
I always thought it would be cool to be Harvey Specter.
And so that's why I wanted to kind of be a lawyer.
But then recently I've been watching it
and I'm like, hmm, I'd rather be on the other side.
Like, I'd rather hire a Harvey Specter, which I kind of did.
My lawyer is kind of like Harvey Specter.
Like, he's kind of a bad-ass.
And I just think it's cool.
Like, you have more power on the other side.
Being a lawyer is cool,
but being the hedge fund manager is way cooler.
Yeah, it's interesting, dude.
What you watch as a kid obviously influences a lot
of what you want to be.
And I also saw or heard something recently
about the way in which most kids are picking sports teams now
is whatever sports team they play the most in a video game.
So for whatever reason, if a team is really good,
and I live in California, but the team's across the country,
that might end up becoming my team because of video games.
So just the way in which people are inspired
to work, like for you watching that show,
wanting to become a lawyer at the time,
and now realizing that actually hiring a lawyer
is probably cooler.
And then just like kids,
not even based off where they're raised,
obviously that's a big part of it,
but just the video games they play
and the teams that they rep a lot
is like the team that they live for.
And then those things kind of get passed down to their kids.
So it's just interesting how people form opinions
and habits based off of, I guess, culture.
Absolutely.
Go Bengals, by the way.
Is that your team?
It is.
Dude, in Canada, football's not really a thing.
And so the only reason I know football is because of Ben.
So Ben is like the plug for football,
and I just watch football with him.
And then he put me on the Bengals.
He's from Cincy.
So yeah, now Ben, and we're going all the way, bro.
That's cool.
That's awesome.
Okay, last one.
I got biz update for Chase and Mace.
I want you to talk about your LinkedIn thing,
and then I want to talk about the B2B side
of stuff that we're doing right now,
because it might be kind of exciting.
Yeah, yeah, for sure.
Yeah, dude, I mean, ever since we had that episode,
I don't know, maybe a month ago, let's call it,
you definitely kind of lit the fire under me.
And I kind of said at the same time,
the girl on my team was like, I need help.
Like, I need to hire people.
So we're up to three people now, not including myself.
So we've got three people from the Ukraine,
these three women from the Ukraine that are amazing.
And we're actually interviewing this week
and next week a fourth person.
So the team's growing, the service is growing.
The other day I posted that we had acquired 103 clients.
I think we're up to like 107 total clients acquired.
Not everyone's retained.
I think we're at like 90-ish clients.
So we've had, you know, 90% of people so far
that have joined the program stick around,
and a few people, maybe one or two people
churn every kind of a couple months.
So started in April, churn's good.
Almost four people on the team.
I'm pretty stoked, dude.
It's been great.
Yeah, man.
And from what I've heard, like,
the challenges that you guys are facing
are more of like demand issues than anything else.
Or sorry, sorry, supply issues.
Like, you don't have a demand problem.
Yes.
Where like, most of the time businesses are like,
how do I get more leads in?
How do I get more customers?
Whatever, whatever.
Like, you guys are kind of humming along,
and you need to bring on more people
to support the amount of people that want your thing.
Yes.
Or like, I personally think that like,
you're only selling maybe 10 to 15%
as hard as you could be selling.
I know how, like, I know if there were no like,
technical restrictions, like,
dude, we would shoot this thing up, it'd be crazy.
Like, I still want to do like some sort of JV.
Like, I want to just like get in there
and just do a webinar for you or something like that,
because I would just entertain everybody.
And we'd run it up and we'd do, like, it'd be great.
So yeah, I mean, like, dude, you got,
this thing is going to go for a while.
I don't think LinkedIn's going anywhere.
I think you guys have a really cool,
unique, super unique mechanism
that literally no one else can do,
because you're you, right?
Yeah.
So you can't be cloned, like, it's sick.
So I'm stoked for you,
and I can't wait to see where this goes.
Hell yeah, bro, appreciate you.
All right, well, let's hear your update.
I'm dying to know yours.
I kind of obviously know it,
but I'm curious what you're going to share.
So this, I mean,
I'm assuming this is mostly business owners
who listen to this podcast.
I know that we always talk about how
you got some funny characters who love us,
which I think is hilarious,
because we got some people from my side
and a lot of people from your side,
and it's just like, they're kind of meshing together,
listening to this talk,
and it's like, it's like a crossover episode
every single week.
And it's like the cast of The Sopranos
was on like a Disney movie or something like that,
you know?
It's like, what's going on?
That's awesome.
So I have this program called Copy MBA,
specifically the Inner Circle,
where we take copywriters,
we train them to be magnificent.
We basically turn them into little clones
of me and my coaches who are also magnificent copywriters.
And right now we're sort of like installing them
in businesses for free.
So like, you obviously have to pay the copywriter,
but you don't pay us anything.
So like, typically you have like a recruiting model
where it's like, like your brother does recruiting.
Sometimes they charge like a flat fee.
Sometimes they charge like a percent of the salary
that you end up paying them for a year.
These are contractors.
And so right now,
because we just want to provide more value
to the copywriters that are in the Inner Circle,
we're just giving them out.
And so, I mean, it's kind of a show.
I guess like if, Chase,
would you mind like dropping the job form link
in the description here or something like that?
Yeah, yeah, for sure.
We basically set it up where it's like,
you're a business owner, you need a copywriter,
you want to hire someone.
So let us know like your name,
what kind of business you have,
what you need them to do, and your budget,
and we'll hook you up within 24 hours.
The thing is, I talked to the client sent you guys today,
and they said that we should be charging for this.
I personally didn't,
like I have a belief that needs to be broken in my brain
where I don't think that people would pay money.
So like, listen, I don't know.
If that proves to be false,
then we will start charging, not right now,
but maybe the next month or two or three,
we'll start charging for this.
But as of right now, it's free.
Do you think that I should be charging for this, Chase?
Like, how?
What should I do?
Do I think you should?
It depends.
Do I think you could, for sure?
I mean, like if you look at like Marketer, for example,
like they're doing the exact same thing that you're doing.
You're doing copywriters, they're doing marketers,
and they're a huge business.
So I think people would absolutely pay for this.
But I also think right now that like,
you're just so focused on over delivering value
to your group that just giving it away for free
kind of serves that purpose today.
And as I think you have, you know,
a bunch more people that wanna join the inner circle
or want this, then it's just like,
dude, it makes sense for you to charge, right?
And charge the businesses,
whether it's like a monthly fee, a one-time fee,
I definitely think you could charge.
And I'll definitely link to this,
and I'm gonna start including it in my newsletter more
because this is something that, you know,
there's no reason,
like there's nothing like this right now that exists.
There's no great way to find better copywriters.
It's a pain.
I mean, dude, we've got a few dozen copywriters on the team
at any point in time at the agency,
and it's really hard to find good people,
especially freelance people.
So this is great.
No, this is great for sure.
No, thanks, man.
Yeah, I think, and dude,
I think we've already gotten like a dozen people hired,
and this has been open for like a couple of weeks.
So cool.
Obviously it's on them to close,
but like, you know, it's on the freelancer
and the business owner to come to an agreement.
So like, it's not just like an automatic yes,
but we're getting people hired,
we're getting people copywriters,
and these people are good.
These people are performing, so it's cool.
But I mean, yeah,
I'm happy that our businesses are doing well, bro.
Look at us.
It's almost Q4.
Oh, last update.
Remember when I said if I didn't do a mill in Q3,
I'd shave my head?
Yeah, yeah.
Are you growing your hair out or are you gonna go bald?
We hit a mill on the last day in August.
So we have a whole another month.
Thank you, yeah.
We can basically make zero
and I still won't have to shave my head.
Heck yeah.
No, I obviously knew that and I saw the tweet
and I engaged with that
and you obviously share the numbers,
but wanted to pump you up so people were guessing.
Dude, congrats.
I'm really excited to see what September brings.
I think when you set the goal,
it was not a stretch goal,
cause it wasn't unrealistic,
but it was like a goal.
In hindsight for Q4,
you're gonna have to set like a goal
that's like even harder
because dude, I can't believe how,
yeah, it's insane that you crushed it.
August was massive.
Try and do two a month on Q4.
Okay.
We'll let you keep the hair though,
cause you already passed the first goal.
It's not double or nothing, but.
Yeah.
Imagine if you go double bald.
How are you gonna do that?
More bald than Shumaira.
Yeah, all the hair.
Yeah, exactly.
Look at this cat, like a little wizard.
All right.
Oh man.
Dude, great episode.
Good episode, Chase.
Thanks for hanging out, man.
Find us on Twitter, TikTok, and YouTube
at Cardinal Mason,
on Instagram at Cardinal Mace.
E-com Chase Diamond,
Noah and Diamond on Twitter,
and obviously it's Chase Diamond on LinkedIn.
Go flood our inboxes,
and also let us give you a copywriter for free.
Let's do it.
All right, brother.
Cheers.
