EntreLeadership - The Leadership Guide to Surviving the Loneliness Epidemic
Episode Date: May 18, 2026Leadership can feel like you’re carrying everything alone. In this episode, Dr. John Delony joins us to help you break out of isolation, build real connection, and lead without losing yourself in t...he process. Next Steps: · 🤝 Solve real business problems with small-business owners like you and a coach who makes your next move clear: https://ter.li/ap6rbku1 · 📞 Have a question for the show? Call 844-944-1070 or send us a message: https://ter.li/ask-us · 📚 Learn about the EntreLeadership System™: https://ter.li/system-p · 💻 Get EntreLeadership Elite™ for your business: https://ter.li/elite-p · ✉️ Sign up to receive tactical tools, advice and resources in your inbox every week: https://ter.li/enl · 🏢 Attend EntreLeadership Summit: https://ter.li/Summit-Leadership · 🎤 Attend EntreLeadership Master Series: https://ter.li/masterseries-conference · 📖 Order Dave’s book, Build a Business You Love: https://ter.li/b4kru2 Connect With Our Sponsors: · Go to Belay Solutions or text ENTRE to 55123 for their free resource! · Go to Christian Healthcare Ministries and use code ENTRE for a 50% credit towards your first month of membership. · Visit NetSuite today to learn more. Listen to More From Ramsey Network: 🪑 Front Row Seat with Ken Coleman 🎙️ The Ramsey Show 💸 The Ramsey Show Highlights 🧠 The Dr. John Delony Show 🍸 Smart Money Happy Hour 💰 George Kamel Ramsey Solutions Privacy Policy Learn more about your ad choices. Visit megaphone.fm/adchoices
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In all our years of working with business owners, we've learned that leadership can be a lonely place.
You're making the hard calls, carrying the weight of the business, and showing up for everyone else.
But who's showing up for you?
I know what it feels like to carry that weight alone.
And I also know the power of surrounding yourself with people who get it.
Leaders who walk beside you tell you the truth.
And make sure you don't lose yourself along the way.
The truth is, you don't just.
need strategy, you need connection. And today, Entree Leadership's head coach John Falcons is sitting down
with mental health and wellness expert, Dr. John Deloney, to talk about how to deal with loneliness
as a leader, how it can show up, how it affects you, and what to do about it. So, let's get to it.
Well, John, thanks for being here. Good to see you, man. I know on your show, you get all kinds of
crazy calls. Yeah. But one of the themes, it seems like you get a lot of calls about loneliness.
And we're seeing in entrepreneurship, in business ownership.
Like it's like 50% of the people are reporting
that loneliness is a problem.
Why do you think that is?
What do you see in?
I think there's a meta trend, which is we've just created
the loneliest generation in human history, right?
We outsource all of our relationships to our phones,
to our calendars.
And I think particularly in the entrepreneur space,
that takes a ton of time and a ton of focus.
and you're doing 15 different jobs at once,
especially when you get going.
And so slowly over time, you can't hang out
with your buddies anymore.
You don't respond to the text threads anymore.
And you text your wife, I love you,
instead of being home for dinner every night.
And it just happens by degrees,
and suddenly you wake up and you have a success
or you have a failure, you've got a challenge,
and you got nobody to celebrate with.
That reminds me one time when I was working with one of our clients,
was coaching him.
But I could just tell, like, it was not landing at all.
We were doing that wheel of life thing, you know, trying to set goals for his life.
And it was like I was just talking to a fence post.
And I, you know, I stopped and I looked at him and I was like, what's this like for you?
Like, what's going on right now?
And he looked at me and he said, I'm really struggling to think about my goals for the next year
because I have spent the last year calculating how much insurance money my family would get if I took my life.
That's it.
And I was just like, oh, man.
And it was so sad in that moment.
And I know you kind of mapped out, like, this is how people become lonely, but that feels next level to me.
The next layer underneath loneliness is this idea that I'm a burden, that other people would be better if I'm not around.
And then if you've got good life insurance, there's a number attached to that, right?
I've talked to a lot of men, especially men, in that situation that make the calculation, oh, I'm not a part of the daily rhythm of my family.
family's life. I come home and I bring stress and chaos to my own house.
Man, they could get a million dollars if I was just out. And that's when you know, man,
I need to call somebody ASAP. Like that's, I've got to, I'm, I've crossed over to where this
is extra unhealthy now. Yeah.
Mm-hmm. Yep. And that's, honestly, I was super stumped. Yeah. Yeah. And I just looked at
him and I basically said to him, like, forget all of this stuff we're talking about.
Pick up the phone and like, you know, go talk to your pastor, go talk to your high school friend,
go talk to your family.
If you're calculating insurance, you can call it professional.
Yeah, yeah.
Yeah.
I mean, if you're there where if you actually believe, you look in the mirror and think the people
who I love the most would be better served with me not being in their life, you got to call somebody.
Yeah.
So that's, you know, thankfully, at least in my experience and us working with clients in coaching, that extreme is pretty rare.
Sure.
It's not the only time it's happened.
We've had to do, we've had some other situations also.
But when it's not quite that extreme, what would you say people should be on the lookout for?
Like, you know, everybody that's watching this, right?
Sure.
Yeah.
They're thinking, gosh, I'm like, that ain't me.
Yeah.
But what would you say to them?
What would you kind of tee them up for?
So I want to back out, right?
And often people look for when they hear somebody like me run in my mouth about all of y'all
are lonely, you instantly go to your Rolodex.
No, I'm not, right?
I've got my wife, I've got my kids, I've got a couple of buddies, I still have this long text
thread from my old friends, whatever.
That's not the place to go first.
The place to go first is to back out and know this statement is true.
Your body would be failing you if it let you sleep all night, knowing you're the
only one you've got. So if you find yourself waking up at 3 a.m. every night, you wake
up and you're scanning. That's a clue. Your body is waking you up because it senses you've
got nobody else covering anything else. You're not safe. Right. If you can't have a deep
connected romantic evening with your spouse, because your body knows, we don't have time
for this. We are trying to not die, right? So if you are anxious about things that normally
bothered you or annoyed you, and now they keep you up all night, the world economy is going to, the
new AI is gonna, right?
When you start getting existential,
that's often a sign that your body is trying
to solve all of the problems in the world itself
because it knows it's got nobody else to help you.
And those are big flashing lights, uh-oh,
my body has identified, I got nobody else.
And that might be real, or it might be imaginary,
but that's a good place to look.
And there's two kinds of loneliness.
There's lonely, like I literally have nobody,
or there's probably what that client of yours
was experiencing, which is I feel lonely in a crowd
room. My wife is right here and I know she loves me and she has no idea how scared I am about our finances.
My two right or die co-workers are with me right here and I haven't fully told them how fragile
our business is, right? And so you can be completely, you can feel lonely surrounded by people, right?
And so it's, but it's looking at, is my body trying to keep me alive and is it sounding all these
other alarms? Often it's relational in nature. Okay, so you give those two scenarios. I'm guessing.
And it's a guess, but also based on working with a lot of people on our program,
the second thing you said is probably the more frequent thing where they're alone in a crowd.
You know, like we're sitting in here with the Entree leadership team.
Yeah.
You know, a lot of people, but it can still feel very alone.
Yeah.
You're saying, don't look to your Rolodex.
Yes.
Right?
You're picking up these signals.
What do you do?
Shame eats secrets for breakfast.
Loneliness eats secrets.
to survive. And so the path forward is to find somebody, whether that's a friend, whether that's a
pastor, whether that is a coach, whether that is a therapist, to say, here's the real. And they will
help you, as you dump all of your feelings on the table, they will help you parse. That's not real.
This one is. This is a challenge. We need to solve this. But you have to get other eyes on a problem.
And the way I, like when I talk to military folks,
no military guy in the world would head off into a battle
without there being eyes in the sky.
That's what relationships are,
without somebody right next to you going with you.
So we wouldn't expect that of our warriors.
I can't expect that of any other person, right?
So you've got to have somebody to go into battle with you,
but then also you were saying, like,
my spouse might be right next to me
and she doesn't see me and she doesn't know me.
Yeah.
So it's the vulnerability that is the wall between the two,
of you that is preventing you from experiencing your spouse as going into battle with you?
Am I understanding you, right?
They may not go into battle with you, but they know the extent of the battle you're in.
And they, y'all have talked about intentionally ways that y'all can support each other.
Not every military guy goes on the front lines, right?
But the guys run on the front lines, no, I got somebody watching up here.
I got this crew taking care of the munitions.
I got this crew taking care of the tanks.
we're all playing a part here, right?
In marriage, we talk a lot about you've got to see and know and celebrate your spouse.
For entrepreneurs especially, you have to allow yourself to be seen and actually known
and you have to actually accept celebration.
And that's hard to do.
Why is that so hard?
Why do people not do that?
Because the marketplace, if you show that, the marketplace will kill you.
And so the things that make you successful in your job will destroy your personal relationships.
You have to, if you're starting a new business and you're a salesman.
You have to project.
You should hire me.
I have no, I am invulnerable, right?
I will show up, do the job, below budget, on time.
I'll crush this thing for you.
I will help you.
And that will destroy your marriage.
You have to be able, that will destroy your friendships.
That will keep you isolated and alone.
You have to be able to put on, you know,
get your shield and get your sword and go to battle during the day
and have a place where you sit down and you'll allow yourself to be seen and known.
We'll get right back to that.
But do you remember when you only work
40 hours a week. Now that you're in leadership, you do that by Wednesday afternoon. Look, you want
to be a part of something meaningful. You want to make an impact and still have a life. But as your
company grows, your calendar fills up, meeting stack on top of each other, and you're doing
more work that doesn't require your expertise. You don't have time to lead anymore. And that's
where Belay comes in. Belay matches you with qualified U.S.-based executive assistants, marketing
assistance and accounting professionals, real people who can help you protect your time,
so you can delegate what doesn't require your leadership and focus on the work only you
can do.
Because growth doesn't come from doing more, it comes from doing what matters most.
If you're ready to build a business that runs without running you into the ground,
download Belaise Free Resource, the 40-hour CEO Workweek Planning Guide by texting Entree to 55123.
That's E-N-T-R-E-2-5-1-2-3.
That seems like two different modes of living.
Is there a risk of, like, getting detached from who you really are if you're, like,
trying to show up as something that you're not?
Is that what you're saying?
No, I think there's seasons.
And so, in my experience, I ran huge organizations that had huge budgets attached to them.
Sitting in front of spreadsheets all day, making budgets, takes my soul from me.
Every time I signed up for a new responsibility and a large organization to lead,
I knew that the first year or two, I'm the guy behind those spreadsheets.
And then my job as a leader over time was to find people that that gave life to, right?
But in the beginning, I got to take full ownership of this thing.
And that meant me and my wife have to sit down and count the cost of,
I'm headed into this new job, I'm going to take every coffee, I'm going to take every
meeting, I'm going to have to do every budget myself. I want to put my eyes on it. And so when I get
home, here's what I need, I need vacation to look like. Here's what I want our romantic life to look
like. Here's what I want my relationship with my kids to look like. And then she's like, got you.
I'm going to protect this here, right? And so Jocko has the best description of how he made that
transition. He always kept a T-shirt, a pair of board shorts, and flip-flops in his Jeep, in his car.
And he said, my kids are not military operatives.
I will not wear my uniform into that house because in there I'm dad.
And for him, literally changing clothes was I'm changing my hat.
I'm walking in different.
And for me, it is a, I have a process when I leave here and I'm dealing with hard conversations all day long.
My 10-year-old daughter doesn't wear that.
She doesn't know anything about that.
No.
And so I have to know I am shifting from dad mode.
And sometimes I stop at a coffee shop and I just need 30 minutes.
to read a book. Sometimes I talk to an old college buddy just to catch up. I have a process
so that when I walk in, I'm not radio guy. I'm not helper guy. I'm dad, right? And that's hard.
Right? It's hard. And there's sometimes I call home and say, I can't shake off this last one.
Just know I'm coming in hot. And my wife's like, got you, right? But we've established that
beforehand. I guess I'm just a little simple. I leave my phone in my Jeep. Genius. If I bring
that thing in, it's like a demon follows me in that. Yes, yeah, yes. But knowing you,
Knowing yourself is that first key, right?
I will never, as long as I live, forget.
And some of the entree folks watching this,
have probably heard me say this,
writing a book, having on the way to my first book signing ever,
getting a phone call,
having the head of publishing Preston hand me the cell phone like this in the car,
have Dave on the phone screaming.
You're number one. You did it.
And I was like, yeah, we did it.
I called my wife.
I call my mom.
We go do this book signing,
the line is wrapped around the door,
not because of me,
because Dave said,
you should go,
and everyone did what Dave said.
And I got back to the hotel,
and I had nobody to call.
And I've got great friends,
but in the course of writing this book
and trying to do my business
and trying to kick this show off the ground,
all that, I'd stop showing up
to the Monday night gatherings.
I'd stop calling back.
I'd responded to the text read
with a funny emoji, and that was it.
And I spent six, seven, eight months
isolating myself.
And then when the moment came,
I had nobody to call.
Right.
And I remember thinking, oh, I went with me, right?
And so my job was, on the next book,
I got to have a gang with me.
And that was important.
Yeah.
How would you label this entire body of work
of not letting yourself get isolated?
Essential, critical.
You cannot be the leader
that you think you want to become
if you're doing it by yourself, period.
You can't be the husband, wife, parent,
all by yourself in isolation.
And for all of human history, we've lived in tribes.
And all of a sudden, in the last few years,
we decided, nah, I can this by myself.
And we're all collapsing under that weight.
We can't.
You can't.
And so I would tell you, you have to sleep.
You've got to take care of yourself.
You have to do those things, and your body would be failing you.
If it knew, you got nobody to cover things while you're asleep.
And so I'm going to keep myself well and whole,
and that starts with having a gang.
That's, I think all of that is gold.
I'm going to push just a little bit further,
because it feels like as I listen to our conversation,
there's a lot of warning in it.
What's the other side?
What's the payoff?
Can I tell you?
Yeah.
So I'm in my mid-4, I'm in my late 40s now.
Young guy.
I'm an old man.
Young guy.
I'm an old man.
And I recognized, I've got great community
with people I work with, and I've got a great church community.
I've got my old school friends that I've known for 30, 40 years back in Texas.
Yeah.
But I don't have deep connected friendships.
here in Nashville with guys that I don't have these other cross tentacles with.
So I made a crazy choice.
I had a lifelong dream of one day I wanted to do a stand-up comedy set.
I went up.
It was way scarier than I thought.
There's a hundred people going like this.
Make me laugh, boy, right?
It was terrifying.
But it was like a drug.
But what has happened over the last, so then I started living at the club.
In fact, my wife calls the local comedy club here in Nashville, my dealer.
Right? She's like, why don't you just go to your dealer? You're being grumpy. But here's what's happened. I took learning the craft of doing stand-up very seriously. And so I surrounded myself with craftsmen. And I just so happened, I get this is ridiculous that the place where I go that's right down the street from my house is where Bargotsie, where John Christ, where Dusty Slay, where Theovan, where those guys go to practice before they go on the road. And so I've gotten the blessing of sitting behind closed doors and green rooms with these guys who are master craftsmen.
learning a new thing that I didn't know how to do.
And in the process, you come off stage when you crush it
and you have a gang celebrating with you
because y'all are all doing a thing together.
Everybody's different, but you're all doing a thing together.
And when you bomb and you'll bomb, they're like, oh, man, right?
And they're there to pick you up, laugh at you, laugh with you.
And so here's what I have now.
Friends, I got a gang.
And I didn't expect that.
But I had to go first.
I had to go be weird.
I had to just go do a thing intentionally
that I don't know how to do.
And by doing that, I have ended up
with this other weird community
that I never had a million years
would have thought I had.
And I've got things in common with guys.
I didn't think I would have anything in common with.
But now I got somebody to call on the weekend.
Hey, let's go grab dinner.
Hey, there's a funny guy coming to town.
You want to come with me because my wife,
she isn't like this world at all, right?
And now I've got people that I can go,
whom.
I called one of the comics today
with a business, with a Ramsey question,
right?
Because I wanted to get your outside perspective
on this. I've asked guys on ticket sale stuff. I've asked stuff on things that make me better
at my day job. Different perspective, different mindsets, different visions of the world, and it's made me
a richer person. So I want to make sure I'm clear on that, because I know you're not saying,
hey, everybody, you need to go be a stand-up comedian. That's not. Nobody needs to do that. That's
not what you're saying, but there's some core tenets to what you did that anybody can do in any
pursuit, right? Go take a cooking class. Right. Go take a woodworking class. And here's the thing. I'm a
full-time writer. I'm a full-time pot. I co-hosts two shows. I'm on the road all the time speaking,
and I have two young kids, and I've got a wife who is my whole world. And I got responsible
in my church. I don't have time for this, right? If I look at my calendar, this is an intrusion
into an already-to-full calendar. And as my wife told me, you don't have time not to. And so,
this became a priority so that I can go do all these other things way better. Right? And this has
given me so much life. But it's signing up for the dance class, signing up for the shooting
class, signing up for the woodworking class. Going on the hog hunt. Going on a hog hunt,
saying yes. Several, hey, several entre guys, maybe folks who are listening and watching this,
have come up to me after events and been like, I want to go hunt with you. I'm always like,
okay, cool. Last year I said yes. I said yes to all of them. And I made great new friends,
had wild adventures, had a blast, but it was me saying I'm going to intentionally get out of
this calendar, this comfort zone.
And I'm going to go make memories, I'm going to have experiences, and it's been enriching in every other part of my life, right?
So nobody has time.
This isn't another thing to do.
This is you getting underneath all the stuff you have to do and giving yourself a real foundation to go do it.
I love it.
Thanks, Dalone.
Appreciate you coming on here.
Thanks, ma'am.
Take care.
Every leader should have community.
I don't care what stage of business you're in.
You need people around you who get it.
People who are in the fight with you.
That's what our advisory.
groups inside Entree Leadership Elite are all about.
These are groups of 8 to 10 business owners who meet twice a month with a coach to help
each other carry the weight of leadership.
Folks who are walking through the same trenches, making the hard calls and refusing to let each
other go at it alone.
If that sounds like the kind of support and accountability you need, we'll leave a link
in the description where you can apply for a group.
And if today's episode encouraged you, be sure to like, share, and subscribe for more great leadership content.
I'm your host Dave Ramsey and this is Entree Leadership.
