A Day in the Life of a CEO & Founder

One of the big lessons I learned in 2021 was that at the end of the day (or the end of my life), all I really want is peace.

I think that’s what most of us are after—happiness, peace, joy. I believe that finding the life hacks, the daily habits and routines, that contribute to your peace is imperative to being a successful (and calm) leader and human. If I can optimize my life (which really means optimizing my time) to adopt activities that help me maintain a state of peace, then I’m all for it! When I am able to have that foundation of peace and joy, then my decisions as a Founder and leader are clearer, more impactful, and more meaningful to me and those around me. My job is to make the best decisions possible for our organization and I strive to make sure my days reflect that by being intentional about who I spend my time with, what activities I’m engaged in, what I read, how I show up, what I do, and how present I am in each moment.

I encourage you to take a look at how you’re spending your days. Find the life hacks that will contribute to your peace, adopt them, and make them non-negotiable.

Here’s what a typical day looks like for me…

A Day in the Life of a CEO


Wake up and immediately drink a glass of water and go outside for a few deep breaths of fresh air (yes, even when it’s -10° and snowing or humid and 95°—the point is to shock the system and move quickly into a different state). Sometimes I even go out barefoot in the snow to really feel alive!


Meditate for 20 minutes. I’ve been practicing Transcendental Meditation for the past 10 years or so.


I grab a cup of coffee, black and usually a seltzer (Waterloo is my go-to), and get settled into my focused journaling, thinking, and planning time.


Journal. I have several different journals I write in each day while drinking my coffee, using the Evernote app. You can find some journal prompts in this post. My journals include:

  1. Life Journal – This is a stream of consciousness where I write about my life, my thoughts, my challenges, my successes, the good, the bad, and the ugly. I also reflect on where I focused my time the day before, where I failed, what went well, and do a quick check-in with myself about how I want to feel today and whether or not I’m being responsible for my peace today. I also write out my priorities for the day.
  2. Gratitude Journal – I write everything I am grateful for, usually 70-100 things that come to mind. I just keep it flowing.
  3. Journal for my Wife – Every day I write something different about her that I am grateful for. I also journal about what she’s doing, how she’s growing, and include photos.
  4. Journal for my Kids – Each child (I have two girls and a boy) has a separate journal and I write something about each of them—something new they learned, a milestone, a moment we shared, etc. I also pull in photos and add to the journal. This is really me recording everything they say and do (which is usually the funniest part!), so that we have a history of their life.

Future Self – I review my future self (go here to create your own), which gets delivered to my inbox every morning.

Emails – I quickly check emails and set the course for the day for my company. I usually send out a few emails touching base with my leadership team, and share any ideas or items that need attention. I also answer any questions they may have so that I don’t create a roadblock for them to get a project done.


Workout for about an hour. I either go for a run, bike ride, or workout via Tonal.


We have a long driveway, so every morning Sarah and I walk the kids to the bus stop. It’s about a 7-minute walk down our driveway, and 5 or so minutes sitting with them at the end of the road, but it’s some of the best 15 minutes of the day. It’s a great time to chat with them about the day ahead, listen to their thoughts, fears, or what they’re excited about. We talk, we’re engaged, we’re moving, we’re outside. I love this time.

Sarah and I walk home together, talking about kids, the day, life… it’s really purposeful time with her too. Typically, that conversation leads into a 10-15 minute conversation back at the house. It’s quiet and wonderful. Sarah makes me a smoothie every day for breakfast, usually some combination of greens, veggies, fruit, and a scoop of Vega protein.


I usually leave for office between 8 and 8:15 depending on the day. I listen to Audible (right now, The Almanack of Naval Ravikant) or sometimes rock out to music and sing loudly! I turn up the music loud enough so I don’t have to hear myself sing. My kids are obsessed with The Comeback by the Zac Brown Band right now, and they got me listening to it too!


Arrive at the office, grab a seltzer, and finish up any emails. I like a clean inbox. Review any meeting or presentation prep for the day ahead. Review and sign anything left on my desk from the night before that may need my signature.


Record an episode for The 200% Life Podcast about the 2022 trends that leaders will need to be aware of and act on in the year ahead.


Call with the CEO of another company to discuss organizational design and how to begin scaling.


Call with the Chairman of the Board and leadership team of another company to discuss moving ahead on a joint venture deal.


This is my free period. I have about an hour and a half most days and I spend that time making phone calls to check in on personal items (for example, finishing some projects at my house), check email, eat lunch (Ezekiel bread topped with a spicy black bean burger, tomato, avocado, and a side of seltzer water), and then meditate for 20 minutes before I jump back into another burst of work in the afternoon. I also answer random calls and texts throughout the entire day in little pockets of time between meetings.


Conduct a group coaching and training call for our Project | U participants.


Call with the CEO and Co-Founder of a PropTech company to explore potential collaborations.


Meeting with the head of the international real estate division was canceled. I pop out of my office for a few and go over some items with my Executive Assistant and Chief of Staff and then I grab a seltzer and answer as many emails as I can.


Consultation call with potential future real estate partners.


Call with venture capitalist to discuss the next steps to monetize and bring our SaaS to market.


Quick clean-up of my inbox and head home. On the 15 minute commute, I will call my mom and then my dad. I make it a point to speak with them every day because you just never know when the last day might be.

5:30PM – 6:00PM*

*Depending on the day, I may work until 5:30PM or 6:00PM finishing up calls or responding to emails. This is not the norm and I don’t think it will be long-term, but it is simply the season of business that I’m in right now. My kids are also in activities until about 5:30PM most days, so we all get home right around the same time.


Evening family time begins! We have dinner, play, snuggle, deal with the kids fighting, you know, all that fun stuff! I put my phone in a drawer (85% of the time) so I can be present with my family. I do this until I feel like our “present” time is over, sometimes that’s because the kids have chosen a solo activity or because they’re on their tablets (they have 1 hour a day to use them). During that time, I may jump back into my email or I may not. If we’re engaged in a game, in the hot tub, wrestling, playing hide and seek, then I may not pull back out of my time with them. But I pay attention to the energy and their needs which is the general rhythm of the night for us.


We start the bedtime routine for the kids, which can take anywhere from 30 minutes to 2 hours.


I’m usually asleep by 9. I am a big believer in the power of 7-9 hours of sleep a night and I have optimized my sleep environment to make sure that no matter how many hours I get they are quality hours. Some of my sleep “tools” include Eight Sleep, a fan, a vibrating mattress, and the Whoop app. I like to be purposeful and present when I sleep too!

If you are a Founder, what does a “typical” day look like for you?

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