Daily Routine of a CEO - How I Structure my Day (2025 Update)

Imagine what life is going to be like in 2025. Like, where's where what what is

2025. Like, where's where what what is Ryan at 40 going to be doing on a Tuesday. [music]

Tuesday. [music] We're at the Interview magazine photo shoot. So, lots of different outfits,

shoot. So, lots of different outfits, lots of different photos to get ready for the premiere of Manhattan season 2.

Um, and Isaiah's taking photos. You

ready?

>> We're kind of on the clock.

>> 4 minutes.

>> For the price. Okay. Perfect. Great.

Well, if you could get out of my way.

You see Taxi Driver? He slowly just starts to lose his mind. That is 100%.

This is We have to go to Mexico City tomorrow for one day. This is that.

Can >> you do that thing where you go up and when you come back down, we're in Mexico City?

>> Good work. We got to go roll the montage.

>> [music] >> Today is a Tuesday in 2025. Today's

Tuesday, November 18th. I just had my Q3 investor board meeting for Sir Technologies, the holding company I run that is slowly taking over the world.

That's what I always was meant to do.

If 2019 Ryan was following me for a day, I think he would be surprised at how quickly we've moved.

My day is still 18 hours. I start my day at 4:30. I handle emails and things that

at 4:30. I handle emails and things that happen in the news up until 5:20. I'm in

the gym at 5:30. I work out till 7:00.

Then I'm on the 15-minute mark all day long.

And you'd probably see how tired I am because when you move really, really fast, it can be exhausting.

So, I don't think about pacing in terms of conserving my energy for things to do today. I think about pacing in terms of

today. I think about pacing in terms of resourcing energy for the person and the business that [music] we're going to have 10 years from today.

It's incredibly lonely. Um, yeah,

because the buck stops with you at the end of the day.

I don't think I fully anticipated how hard being a CEO actually was.

I'm sitting there, you know, this last year and I'm like, okay, I don't see my family. I work seven days a week. I'm

family. I work seven days a week. I'm

focused on growth already. I'm keeping

everything afloat. I'm moving as fast as I can. The snowball is just getting

I can. The snowball is just getting bigger. It'd be hard for me to even stop

bigger. It'd be hard for me to even stop it if I wanted to. Remember sitting

there like with my wife, with my chief business officer, my CFO, and just the pro and cons list. And it was like like actually like nauseating, like

physically sick. And no one gave me

physically sick. And no one gave me advice that was helpful. Most people are like, "Don't do it." I'm like, "Okay, why? What's my solution?" Like, "I don't

why? What's my solution?" Like, "I don't know. Figure it out. Stay small." That

know. Figure it out. Stay small." That

was a hard moment because I was really kind of like signing my life off in a way.

I just have this brutal fear of wasted potential [music] and this weird calling that has brought me to this point in my life where I just

feel like I have to sacrifice myself for the success of everyone else in some weird up way.

You can go back to watching Bit Torrent Russian stolen films afterwards. I watch

Black Rabbit. Black Rabbit. IT'S NOT

RUSSIAN MOVIE. COME ON, MAN. What the

hell?

>> A lot of my day is still the same. Yuri

is still here.

Um, I have a six-year-old now. Saturdays

are Saturdays and then Sundays are full work days. And then I just go like this.

work days. And then I just go like this.

I've also held true to what I said I was going to do. Test, program, scale. 2008,

2012, like the first four years were just me testing. Can I do real estate?

Can I do it on TV? Can I use media as a way to use commerce? Like, would that work for luxury goods? Can I have people work for me? Can I do all this stuff?

And the answer is yes. So, I I tested appropriately. In 2019, I'd only written

appropriately. In 2019, I'd only written one book, Sell It Like Sirance, and we had one course, the Sell Like Sir course. In 2025, I've now written three

course. In 2025, I've now written three international best-selling books. Sell

like Sirant turned into sellit.com and now powers a sales training for tens and tens and tens of thousands of sales people in over 130 countries.

Then I programmed, can I do this now with other people? Can I do it consistently? And that's what I did up

consistently? And that's what I did up until 2019. All right, you've seen the

until 2019. All right, you've seen the meetings. You've seen the workouts, the

meetings. You've seen the workouts, the filmings, the non-stop calendar. But

this, you haven't actually seen this before. This is my aura ring. And this

before. This is my aura ring. And this

is my actual sleep schedule pulled straight from the Aura app. And yeah,

it's it's not exactly 8 hours a night.

But what matters is the quality and how fast I bounce back. The old version of me used to grind till 2 a.m. and just

hope for the best. Now I start every day with Aura to check in on my recovery and sleep performance, although I may still actually check my inbox first. I've gone

from building a business to scaling a company. And if I don't manage my

company. And if I don't manage my energy, I can't lead it. Take care and track your health to make the most of your days. My cardiovascular age, by the

your days. My cardiovascular age, by the way, let's just say my heart thinks I'm still in my 30s. Thank you, Cora.

Now, I'm in phase three, which is scale.

How do I do this outside of myself? How

do I do this with lots of other people?

Now I have 200 people on staff, 1500 agents, 15 markets and growing and growing and growing. Scale, scale,

scale. Everything I do today now I don't do for tomorrow. The work I put in today is to the benefit of me and my entire [music] company one year from today.

That's what he would see. And he

probably commented on [music] how blue this stupid suit is. Okay, come on.

The note I want to leave for myself 5 years from now. So, November 2030 and I'm waking up. Man, oh man, I hope you're happy and you wake up every day

to feel happy instead of just trying to feel important. And you're only going to

feel important. And you're only going to do that if you build a business that you own instead of a [music] business that owns you. Um, I know I'll always have

owns you. Um, I know I'll always have stress. I'll always have anxiety. I'll

stress. I'll always have anxiety. I'll

always be overwhelmed. There'll always

be too much. It's just that I've been that way since I was six. Um, but I I hope that I've just found like consistent happiness. Um, because life

consistent happiness. Um, because life is short. You know, we're all going to

is short. You know, we're all going to die. Only got one chance [music] on this

die. Only got one chance [music] on this rock.

That's it. What really, really keeps me going every day is not money. It's

building lasting legacy that in five years from now I can look around the entire globe and see that buyers, sellers, and salespeople specifically

[music] who are my people have better lives because the enterprise we've built has made the process of buying and

selling homes easier, better, and a little cheaper.

And if I do that, then I think I will find peace. Until then,

find peace. Until then, no peace.