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September 29, 2025 36 mins

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After three years of publishing every single Monday without fail, I’ve uncovered lessons that go far beyond podcasting—principles that shape how we define success and live with purpose.

In this milestone episode, I share four game-changing insights drawn from conversations with world-class performers and my own journey.

You’ll discover:

  • Why consistency isn’t about perfection—it’s about keeping your word.
  • How even the most confident leaders navigate doubt without letting it stop them.
  • A new definition of “winning” rooted in growth and impact, not just outcomes.

Whether this is your first episode or your hundredth, these lessons are my gift to you—tools to help you win today and every day that follows.

Thank you for tuning in! If you feel led, please subscribe & share the show to others who you believe would benefit from it.
Keep in touch below!

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Transcript

Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
SPEAKER_03 (00:00):
Two hard things.
Help one person.
Be good and do good.
Live a life of discipline.
And you will always win.
You have all the tools that youneed to succeed.
Welcome to win today.

SPEAKER_02 (00:16):
Thank you so much for tuning in.
My name is Ryan Cass, and I'myour host.
My purpose in this world is tohelp push people further harder
than they believe possible andbecome unshakable in what
matters most to them in theirlives.
Every week you're going to learnfrom meeting myself more
renowned experts in their field,and we're going to unveil pieces
of our playbook to help you wintoday.

(00:38):
Please, if you love the show,subscribe and share it with
somebody that will benefit fromit.
Let's take it.

SPEAKER_01 (00:45):
Thank you.
Thank you so much.
I am grateful for you listening.
Whether it's your first time,you're a loyal listener, or if
you've listened to a fewepisodes here and there over the
course of this journey.
Now, while I'm always gratefulfor you, I don't always start

(01:06):
off this episode with a thankyou, although that's my
intention, is that you can feelthat in how I show up to the
interview, whether it's a soloor an interview with an amazing
person somewhere in this world.
Thank you for giving me theopportunity to impart some

(01:32):
wisdom or give you a tool eachand every week.
Today marks three years straightwhere we've published an episode
every single Monday.
Three years straight.

(02:13):
But now what I know is thatthat's not what keeps me coming
back.
I I believe that each week thismessage is crafted for at least
one person that really needs itthat Monday.
While I would love that there'sa hundred thousand or a million

(02:36):
people tuning in every Monday,every episode is intended for at
least one person.
And that keeps me coming backevery Monday.
And what I'm going to share arefour things that I've learned so
far over the last three yearsthat are intended to serve as

(02:56):
lessons, but again, maybe one,some or all of them are intended
to equip you with a tool in yourarsenal that you can add on or
sharpen and keep moving forward.
And the first one that I'm gonnalead off with is consistency and

(03:18):
how we've been able to producean episode every single Monday
for three years straight.
One thing I've learned aboutconsistency: the easiest way to
be consistent is simply to tellpeople what you're going to do.

(03:41):
I've been saying for years now,even leading up to three year
streak, because the podcast hasexisted for going on for now,
that every Monday an episodewill come out.
And sometimes when I've saidthat, we've been three, four,
five weeks ahead.

(04:02):
Sometimes when I've said that,we haven't had an episode ready
for that week until Sunday.
But bottom line is that acommitment was made, and there's
at least one person, I believe,that needs this message and is
counting on when today and me todeliver it.

(04:28):
I often find that people ask thequestion how do you stay so
consistent?
Whether it's the podcast ortraining for marathons or other
goal-oriented pursuits.
I wish that I could offer youperhaps, maybe I don't wish, but

(04:48):
sometimes I feel as if I'm doinga disservice, and that's a
narrative in my mind, that I'monly saying, hey, write it down
and tell somebody about it.
But now I'm backing this up withnot only my personal experience,
but when I've interviewed peopleall over the world now,

(05:10):
prominent figures, notableauthors, New York Times, Wall
Street Journal bestsellers, CEOsin the Fortune 500 space, et
cetera, there's a common threadin what keeps them consistent.
One of the things that keepsthem consistent is that they
have made a commitment to theworld of the thing that they are

(05:32):
going to do.
Whether it is posting a podcastepisode, whether it is releasing
a new book or a product, theytell people what they're going
to do.
And because they value theirword, and that's a core
principle that they hold, as Ifind that pretty much all high

(05:55):
performers do, they go andexecute.
Whether they're ready to,whether they're half ready to,
whether they don't want to, theyget it done.
So my one of my tricks, if youwill, to keeping this going for
so long is that I'm consistentlytelling people you will get an

(06:19):
episode every Monday.
And that is now my opportunityand my duty and obligation to
hold my word and be my word.
One book that I've referencedoften in this podcast, whether
it's through a solo or throughinterviews, one of the books

(06:41):
that has made a huge impact inmy life is The Four Agreements
by Don Miguel Ruiz.
The very first agreement of thefour agreements is be impeccable
with your word.
Now, in the context of the book,be impeccable with your word,

(07:01):
it's not just about doingsomething or saying something
and then doing it.
It also talks about the power oflanguage in communication, which
you guys also know I'm very bigon.
The words we speak matter.
The words that we choose, spokenoutwardly and inwardly, are make

(07:25):
or break in some cases as towhether or not people are going
to jump on board with you,whether you're going to then
wire your subconscious to takeaction, the words we speak
matter.
So the fact that the very firstagreement, be impeccable with
your word, let that serve asadditional evidence that, hey,

(07:46):
language is the creator of allthings, and it is critical that
we focus on it.
And this excerpt from it, Iabsolutely love.
And this is again going back tovaluing your word and doing what
you say you're going to do,putting it out there.
Be impeccable with your word.

(08:09):
This is the first agreement thatyou should make if you want to
be free, if you want to behappy, if you want to transcend
the level of existence that ishell.
It is very powerful.
Use the word in the correct way.
Use the word to share your love.

(08:29):
Use white magic, beginning withyourself.
Tell yourself how wonderful youare, how great you are.
Tell yourself how much you loveyourself.
Use the word to break all thoseteeny, tiny agreements that make
you suffer.
It is possible.
It is possible because I did itand I'm no better than you.

(08:51):
No, we are exactly the same.
We have the same kind of brain,the same kind of bodies.
We are humans.
If I was able to break thoseagreements and create new
agreements, then you can do thesame.
If I can be impeccable with myword, why not you?
Just this one agreement canchange your whole life.

(09:13):
Impeccability of the Word canlead to can lead you to personal
freedom, to huge success andabundance.
It can take away all fear andtransform it into joy and love.
Just imagine what you can createwith impeccability of the word.

(09:35):
It feels good to do the thingthat you say you're gonna do.
And as you put it out into theworld and then you do it, you
feel good about it, you generatesome steam, some momentum.
And the next thing that falls inline with this and has helped

(09:58):
keep me going and keep thisgoing, and I find this with high
performers that I've interviewedas well, is that just by being
consistent, whether it's withthe podcast, working out,
whatever the case may be, by youbeing consistent, even when you
don't want to be, other peopleare going to jump on board with

(10:19):
you, whether it's doing thatexact same thing, or they're
applying that same level ofconsistency and discipline into
the thing that is meaningful tothem.
So in this case, there are a fewother podcast hosts that have
had the opportunity to mentorand become good friends with.

(10:43):
And while I'm not taking creditfor their success, what I've
been, the feedback I've beengiven is that because of this
podcast being as consistent asit has been, is what is driving
them to continue pushingepisodes out every week or to

(11:04):
hit the 50 milestone, to hit the100 mile episode milestone, etc.
Think about how many people,because here's a common one,
work out the way that they do,or take care of their physical
health the way that they do,because of somebody in their
life that has demonstratedconsistency in that very thing

(11:26):
that is important to them.
Now, uh case, uh easy example ofthis, think about how many
people are working out, gettingup early every morning because
they've read one of DavidGoggins' books.
But that goes to show thatthrough your consistency, other
people, whether you know it ornot, are going to jump on board

(11:49):
with you.
And now I see this as I see thisas just another moral obligation
and duty to go and get the thingdone.
Influence is greater thanpressure.
So I don't feel it as pressurethat there's people watching now

(12:11):
and there's there's peoplecounting on on me.
I see the influence beinggreater than the quote perceived
pressure of all right, nowyou've got all these people on
board.
What now?
No.
Let's flip that into how awesomeis it that we get to now we have

(12:32):
people on board this ship thatwe built and we're we're
navigating the w through thewaters.
How cool is that?
So first thing to be consistent,make sure at least somebody

(12:53):
knows what you are going to do.
And then every now and thenremind them here's what I'm
going to do.
I'm going to publish thispodcast episode.
I'm going to wake up earlytomorrow morning and go and get
it done.
Make sure somebody knows.
Now, one question I've beenexploring lately, going into the

(13:18):
second lesson, is that winningin life isn't always outcome
driven.
Rather, I want to say thatwinning in life isn't
outcome-driven, but I recognizethat somebody could hold that
definition to be true for them.
And that's okay, because thereis no singular definition of

(13:39):
winning.
What I've found throughself-inquiry and interviewing
people all over the world, andnow intentionally asking this
question, what does winning meanto them?
I have yet to find anoutcome-based response.
What's been interesting is thatmany people, myself included,

(14:02):
when asked what was winning toyou five years ago, 10 years
ago, or longer, in many cases,it was outcome-driven.
It was a dollar figure in thebank account.
It was some sort of, we'll callit vanity metric.
And in many cases, a lot ofthese people have since modified

(14:26):
their definition or upgradedtheir definition as they've
learned more, as they've spentmore time in inquiry with
themselves.
But winning is not outcomedriven.
I've found now that of thepeople I've interviewed and

(14:47):
asked this question, many ofthem equate winning back to a
way of being and a way ofshowing up and a manner of their
presence.
Most recently I had SindraKampoff, who I'll talk about her
again here in a second.

(15:08):
She was, she rather is a mentalperformance coach, the founder
of the Mentally Strong Instituteout of Minnesota, has worked as
a performance coach for theVikings, USA track and field.
I asked her what is winning toher.
And she said one of thedefinitions was consistently

(15:29):
showing up as her best self.
Notice how it's not a dollarfigure in the account or a new
NFL team reaching out to her orthe new biggest star signing her
on as their performance coach.
Consistently showing up as theirbest self.

(15:49):
And then I asked her, what wouldher definition have been when
she was in college because shewas a Division I athlete?
And she'd mentioned that itwould have been an outcome-based
response.
It would have been tied towinning.
It would have been tied to hertime on the track as a track

(16:10):
athlete, which she found thatshe actually struggled with as
an athlete was being so focusedon the time and the metrics.
In episode number 211, I divedeeper into what winning is and
what it can mean for you.
So you can help build your owndefinition, craft your own

(16:34):
definition as to what it means.
But notice that again, winningis not outcome-driven.
Another person that stands outwith this is Sahill Bloom.
Saw Hill is the was was a WallStreet Journal, New York Times
best-selling author of the fivetypes of wealth which came out

(16:57):
earlier this year.
And we were fortunate enough toactually host him on a book
club, which was then released asa podcast episode number 193.
And Sawhill's book, he talksabout the five types of wealth
where wealth in life isn'tequated solely to a financial

(17:19):
figure.
So there is more to wealth thanmoney, just as there's more to
winning than there are outcomes.
And one thing that Sahil sharedis this concept of being a time
billionaire.
So in this case, where our timeis a form of wealth, of the five

(17:45):
types of wealth, time being oneof them, he talks about this
concept of being wealthy in lifeis having so much time on our
hands.
Now, most of us listening tothis podcast are somewhere in
the age range of 20 to 60 yearsold.
30 years of life equates toabout one billion seconds.

(18:12):
So just about everybodylistening, I believe, because I
don't know who always listeningto this every single time.
They don't give me the detailedmetrics.
So uh what that means is I don'tknow if you actually listened to
something if you tell me youdid, but I'll take your word for
it going back to number one.
Anyway, most people listeningare at the tail end in their

(18:34):
60s, which means that you are atime billionaire, assuming that
you're gonna live to at least100.
You are a time billionaire inthat you have at least one
billion seconds of life left inyou.
He shared that nobody wouldtrade places right now with

(18:54):
Warren Buffett.
Why?
Because Warren Buffett, Ibelieve at the moment, is 96, 97
years old.
He is at best a timemillionaire.
I don't even believe he may evenbe a time millionaire anymore,

(19:14):
but he's a time millionaireversus us, we are time
billionaires.
We wouldn't trade places withhim because that would mean that
we only have maybe four yearsleft to live.
We wouldn't be able to be asmobile as we are today.
We wouldn't be able tocompletely alter and pivot the

(19:34):
course of our lives as we cantoday.
We could literally uproot ourentire career and start
something brand new right now,if we really wanted to, and
still be okay.
And we could actually do thatmultiple times.
So winning as a form of lookingat this from a wealth

(19:57):
perspective is the fact that wehave so much time on our hands,
which really means we have somany opportunities left in our
lives.
So why would we feel like, ohman, I you know what, I just I
just didn't figure it out withthis life.
Maybe I'll get another, youknow, maybe maybe in another
life, if that's what what youbelieve in.

(20:18):
That'll be your opportunity.
You're oh man, I'm 35 years oldand uh, you know, I don't know
what a savings account is, Idon't have a 401k setup, or I'm
not married yet, or I don't havekids, or I didn't go to college,
whatever the case may be.
You can completely uproot andalter the course of your life

(20:40):
multiple times in between nowand the next 30 years, and still
have time to go.
And I've found again that goingback to the lesson here, by
talking to people, whether it'sthe Sahils of the world or

(21:02):
Sendras of the world, andcountless other folks that that
we've had on the show, winningis not outcome driven.
So think about your definitionand relationship with winning.
And is that something that isperhaps holding you back when it

(21:22):
shouldn't be?
Which I believe we'll cover thatin point number four.
Going into number three, anotherthing that I've learned for
number three is that nobody hasit figured out.

(21:43):
Nobody has it figured out thepeople that we often revere and
admire the most and possiblycreate a narrative that they're
the smartest and they've alwaysbeen able to find the right
answers, and they're just lucky.

(22:05):
They've got the knack, they'vegot the gene, they've got the
ability.
No, they don't.
They have the same thing thatyou and I do.
You know what they share incommon with us?
Is that they're human.

(22:25):
Now perhaps some people, whetherit's the big names or just
people there's people you may bethinking about, friends,
mentors, family that get by withthings more often than others,
or just have a way of figuringthings out, pushing forward.

(22:48):
Those people are often askingthe same exact questions and
have the same exact doubts andfears that you and I may have.
It's one of the biggestsurprises that I've encountered
along this journey ofinterviewing and studying some

(23:10):
of the best of the best.
When I've had best-sellingauthors, people that have exited
their companies for sevenfigures, eight figures, share
that they often question attimes if they can take the next

(23:34):
step, if the next step is theright step.
Are they qualified to take thenext step?
Can they go run this marathon?
Can they go do this race?
Can they go start this nextcompany?
Can they leave corporate and goon their own full full time?
I was shocked.

(23:55):
I was like, what?
You you you ask those questions?
You have those fears and doubtsand thoughts?
Because on these little squareboxes on Instagram or LinkedIn,
it looks like none of thatexists.
People are human, nobody is voidof fears and doubts and

(24:21):
thoughts.
What separates these people nowfrom perhaps from some of us, or
just in general, what separatesthem is that they don't allow
the narrative to stop them.
And they're aware of thenarrative and they work on that.

(24:43):
They have mechanisms in place tocatch themselves when these
narratives are created.
They know that that's just theirhuman that's coming to pay their
being a visit, meaning that,hey, we're human beings, but
it's often this human side thatinfluences our being, meaning

(25:07):
that I too have had many doubtsalong the way, just on this
podcast journey alone, that isthis the right thing to do?
Is this really worth it?
There's not a whole lot ofpeople that are downloads are
low this week, this month.
Is this really worth it?

(25:29):
Like, are you that good?
What I know is that that's anarrative that a false narrative
that is coming to pay me alittle visit to test me.
And what I have to combat thatnow is years of positive

(25:54):
feedback.
And one person, one, one, one,one, one person saying that,
hey, this episode this weekhelped me reach out to a loved

(26:15):
one that I've been avoiding aconversation with, avoiding to
connect with.
This helped me sign up for amarathon.
This helped me get off my assand start working out.
We don't need to wait forthousands of people to buy the
product, to download the podcastepisode, to jump on the train.

(26:43):
It's one person that can be theantidote to the narrative that
we are that we're oftencreating.
And then look at, don't forgetto look back at all of the
evidence that you've built foryourself outside of the
feedback.

(27:04):
So nobody has it figured out.
When I had Sindra on the podcaston episode 216 not too long ago,
I asked her if some of these NFLlinebackers and running backs
and people that look likethey're the most confident
beings in the world, if theyhave doubts.

(27:24):
And what did they come to herwith?
And she said, absolutely.
Absolutely.
They they share fears and doubt.
The difference is they don't letthe narrative stop them and
they've got mechanisms in place.
So the question for you is if ifyou is as if you're hearing this

(27:45):
and you may be thinking aboutsome things that you're holding
yourself back on.
A question I'll offer you iswhat makes that true?
And a second one is whatevidence do you have that
supports this claim in yourmind?
Is it true that you can't run amarathon, that you can't put a

(28:06):
podcast out, that nobody's gonnalisten, that it's gonna suck?
Are you just saying that becausemaybe you don't have one piece
of feedback from one person yetbecause you haven't put it out
there?
Or you haven't started takingthe steps.

(28:28):
I I think about this too.
We often let an untangible forcestop a tangible being.
Like, isn't that crazy?
A narrative in our mind, it'snot something that we can touch.
But our physical being, thething, the very thing that is

(28:52):
going to take the action, that'sgonna go on the computer, that's
gonna build the business plan,that's gonna get in front of the
mic, that's going to lace up theshoes and go and run can be
stopped by this invisible force.
Are you kidding me?
Imagine that.
We're gonna let put yourself asa third party.

(29:16):
You're gonna let some somethingthat you can't touch stop this
thing, this being that can runright through a wall, that can
run distances that areunfathomable to humankind, that
can captivate an audience withtheir words, that can spread

(29:43):
love in the community byreaching out to one person and
telling them how awesome theyare.
It's our it's okay.
Nobody's got it figured out.
Just make sure you've got theawareness of the Story and

(30:03):
you've got your defensemechanism ready to go.
The last one is a perfect segueto feed this one.
And it's that the best of thebest are the people that I've

(30:24):
noticed and had on the show thathave done so well.
And then through independentstudies and reading books and
inquiry, self-inquiry, to getwhere you want to go, spend more
time asking better, deeperquestions.

(30:47):
So another way to say this isthat the more questions, not
even the more, but the rightquestions can help us push past
the very thing that is holdingus back.
So it's not always a new courseor a new book, or the answers

(31:12):
aren't in often are notcontained within one extra
thing, one new course, one newdegree, one new sign-up.
The answers are withinyourselves, and it's spending
more time asking yourself theright questions.

(31:33):
The greatest discoveries in lifecome not from finding the right
answers, but from asking theright questions.
So one quote book, and I'll sayquote book for a reason, that I
just finished, is from somebodythat I deeply admire, who I see

(31:59):
as a mentor, but just someonethat I have the ultimate level
of respect and admiration for,and that is Scott Cornwall.
And he recently published hisquote book, but I'm gonna call
it, he published his experiencecalled The Present Executive.

(32:22):
And Scott is the president ofthe Center for Intentional
Leadership based out ofCharlotte, North Carolina.
I met Scott in 2011, rightbefore I was embarking upon my
knob year or my freshman year atthe Citadel, which is a small
military college here in SouthCarolina.

(32:44):
I saw Scott as I was walking outof Forest Hill Church with my
mom, and I saw this gentlemanthat that had a Citadel ring on,
because that's one thing that'sspecial about the Citadel is the
ring is noticeable from a longdistance.
And once you have it, it's thisspecial bond and community.

(33:06):
Rather, it's a special communityof people that share a
challenging experience together.
And very deep relationships areforged because we have this
mutual, challenging, four-yearride that we've all been on to
be able to wear this ring.
So, me being a soon-to-befreshman, eventually someone

(33:31):
that will wear the ring thatwears the ring now, see Scott,
and I go introduce myself andlearn that he's class of 1994.
And I exchanged contactinformation with him.
Scott was a leadershipdevelopment executive at Bank of
America in Charlotte at thetime.
And he was so gracious with histime and really helping take me

(33:56):
under his wing and be there as aas a guide, as a resource,
shared a lot of wisdom directly,but also indirectly by his way
of being.

(35:29):
This takes courage,vulnerability, and curiosity.
This means you will be askingyourself and others some
challenging questions.
By the way, there is nowhere toquote, to arrive after finishing
this book.

(35:50):
On the contrary, my intention isthat you will find a way to
approach life that will provideyears of meaningful inquiry,
discovery, and change.
So that's why I call the book anexperience rather than a book
that you read it and then youget a bunch of insight from

(36:13):
somebody else.
It's really, hey, this is howyou can go and look at yourself,
which what I've found again,interviewing people all over the
world, they ask themselves theright questions, the deep
questions, and they do itfrequently because answers can
change to these questions overtime as we evolve as beings.

(36:33):
So here's here are three thatreally stood out.
What labels have you put onyourself?
How have those labels helped youget to where you are today?
How might they be limiting youin terms of what you are moving
towards in your life andleadership?

(36:54):
So that one with that, reallytake time to sit with that for a
while.
These aren't questions that youcan answer quickly.
The intention with thesequestions, whether it's the ones
that are in Scott's book or someof the others that will offer,

(37:16):
is that they're not intended tobe quick answers.
They're intended to be questionsthat require you to dig deep
within so that you canunderstand, oh, okay, here's
here's a layer that I've hadthat I need to break down.
Oh, yep, here's something that Ididn't know resided within me.

(37:38):
Next one.
What beliefs do you hold thatmight be designed to ensure your
security and hold you in place?
What beliefs do you hold thatmight be designed to hold your
security and hold you, quote, inplace?

(38:03):
So I love that one becauseagain, that's that's one that's
gonna really open your eyes.
Like, holy smokes, I did notrealize that that was the thing
that has been holding me backfor so long, or I had no idea
that that resided within me.
I like to call it emptying thequote theoretical backpack that

(38:29):
we are all wearing.
Okay, and the last one thatreally stood out that I'll that
I'll offer here, but really Iencourage you to get a copy of
this experience, not book, andit will be really game-changing.

(38:53):
What could you be protecting inyour life or leadership that is
limiting possibility?
Spend time asking better, deeperquestions.
Spend more time inquiring withinyourself, discovering within

(39:15):
yourself, what are the thingsthat are pushing you forward?
What are the things that areholding you back?
What are the false narrativesthat have been created?
What's most important to you inlife?
How do you want to make animpact?

(39:37):
What holds these thoughts true?
What evidence do I have that cansupport these claims?
The more time we spend withourselves seeking answers and
asking others for feedback, thefurther along we can push
ourselves, the closer we can getto our destination, perhaps.

(40:04):
And the more weight we can shedthat we didn't realize we were
holding on to, which will allowus to move more swiftly, to more
freely, rather.
So as I started with a thankyou, I'll end with a thank you.
In that you are the reason, youare a huge reason for this

(40:28):
existing and carrying on forthree years in a row.
And I believe that these fourlessons that have been
discovered over these last threeyears can help you see things
that you didn't perhaps seebefore, help you move forward,

(40:51):
give you encouragement that youdon't have to have all the
answers, you don't have to haveeverything figured out.
The best of the best are doingthe same thing.
They're asking the same, they'rehaving the same experience, but
they don't stop from thenarrative.
And now we know how to catch thenarrative, how to be aware of

(41:12):
the narrative.
Tell people what you're gonnado, build in public.
You have all the tools that youneed.
Don't be so concerned with anumber.
Winning is about more thanoutcomes.

(41:33):
I really appreciate y'all.
Thank you so much.
And cheers to the next threeyears.
Let's go.
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