If you are a dad, you know the feeling. Life gets loud. Work deadlines. Kid schedules. A garage that looks like a Home Depot had a meltdown. Most of us are not short on things to do. We are short on intention.

Which is why Jesse Itzler hits so hard.

He is an entrepreneur, ultra endurance athlete, co founder of Marquis Jet, early partner at Zico Coconut Water, owner of the Atlanta Hawks, bestselling author, and creator of the famous Big Ass Calendar (worth a look if you have never seen it: ). He also happens to be a guy who built a big life while staying highly present as a husband and father.

His recent video titled If you want 2026 to be the best year of your life is basically Jesse handing you his entire operating system. It is simple, practical, and built to snap you out of autopilot.

Below is our hot take on it: useful, and written for dads who want a year they can actually remember living.

Why This Video Matters for Dads

Dads drift. It happens slowly. School pickups, work sprints, coaching soccer, a weekend Costco run. You look up and the whole year evaporated.

Jesse’s system stops the drift. It forces you to pause, reflect, clean house, and design a year instead of reacting to one.

This is not a vision board. It is a blueprint.

THE BIG IDEA: Play 2026 on Offense

Jesse’s philosophy:

If you do not plan the year, the year will plan itself. And you probably will not like the result.

Most dads live on defense. We respond to whatever hits our inbox, our calendar, or our kitchen table. Jesse flips it. He wants you attacking life, not absorbing it.

His method has three parts:

  1. Close out the year with intention.

  2. Identify what needs fixing.

  3. Schedule the good stuff first.

1. Close Out 2025 Like a Pro

Before you build 2026, Jesse wants you to clear the runway. Think of this as the dad version of cleaning the garage before starting a big project.

Do a What Worked and What Did Not Audit

Two columns. Be honest. What actually moved your life forward. What drained you. What you tolerated instead of solved.

Declutter Everything

Physical clutter. Digital clutter. Emotional clutter.
Clean the closet. Empty the junk drawer. Delete files you know you will never use. A clear environment creates momentum. A messy one steals it.

Handwritten Thank You Letters

This is Jesse’s superpower. He writes thank you letters to people who impacted his year.

It is old school. It is rare. And it builds real connection.

More important for dads. Your kids see you modeling gratitude and relationship building. That lines up perfectly with our Dad Day principle of creating a life worth copying.

Write five to ten letters. Keep them real and specific.

2. Run Your Life Through the Blender

Jesse’s Life Blender exercise is simple and brutally clarifying.

Rate the major areas of your life from one to ten.

  • Health
  • Marriage
  • Parenting
  • Fun
  • Career
  • Finances
  • Community
  • Personal Growth

Pick the two or three categories that need the most attention. Not everything should be a priority. Most dads score lowest on fun, health, marriage time, and personal adventure.

That is the signal. Those are your 2026 levers.

3. Build Your Year With Jesse’s Offense Trifecta

Here is where the magic happens. Jesse organizes his entire year using three tools that create momentum instead of waiting for it.

A. Mogis

These are your year defining accomplishments. The big wins you will remember years from now.

Examples:

  • Run a half marathon
  • Take a one on one trip with your kid
  • Start guitar lessons
  • Launch a side business
  • Repair a relationship
  • Complete a 75 day challenge

Pick two to four. No more.

B. Kevin’s Rule

Every sixty days you schedule one new experience. Something you have never done before.

This is the antidote to the dad rut.

Ideas
-Go to a jujitsu class
-Go to a concert with your teenager
-Take a cooking class
-Camp in the backyard with your kid
-Visit a city you have never seen

Newness keeps you awake. It also shows your kids that adulthood is not a slow fade into routine.

C. One Winning Habit Per Quarter

Not ten habits. One habit every ninety days.

Examples
Q1: 10,000 steps per day
Q2: Phone free bedroom
Q3: Weekly date night
Q4: Strength training

Stack four habits and you are a completely different dad by next December.

4. Use the Big Ass Calendar to Schedule the Fun First

This is Jesse’s signature move.

Most dads plan the year like this:

  • Work
  • Kids’ activities
  • Random obligations
  • Maybe a little time for yourself if anything is left

Jesse plans it like this:

  • Fun
  • Mogis
  • Adventures
  • Family experiences
  • Then work fills in the remaining space

It is simple. If you do not aggressively schedule the life you want, someone else will.

That is why his Big Ass Calendar is so effective. You can see the entire year at a glance. You cannot hide from blank space.

Color code it
-Blue for family adventures
-Red for personal Mogis
-Green for health habits
-Yellow for work
-Black for personal reset days

When you schedule the meaningful stuff first, life gets better instantly.

The Takeaway: Build a Year Your Kids Will Remember You Living

This system is not about productivity. It is about presence.

Your kids do not need a perfect dad. They need a dad who is awake. A dad who is intentional. A dad who takes action. A dad who builds a life worth copying. (Our past Dad Day newsletters echo this exactly. Kids watch the pattern. Not the perfection. )

Jesse’s method is your blueprint.

  • Audit the past.
  • Plan the future.
  • Put the fun on the calendar early.
  • Live on offense.

Your kids are watching. Give them something worth imitating.

We came across this video on IG the other day. Two guys talking about what actually turns boys into men and men into stronger men. Not motivational fluff, not chest-thumping. Real stuff. The stuff you feel in your gut.

Scott Galloway, who talks like your brutally honest uncle who happens to teach at NYU. Chris Williamson, the ex-club promoter turned philosopher-podcaster who has made self-development cool without making it cringe.

Different lanes. Same take. Men grow through risk. The right kinds. The kinds we avoid as adults because life gets comfortable.

And as dads, this hit a nerve. Our kids are watching how we deal with risk. Not the big dramatic stuff. The daily stuff.

Watch the Video

Why This Conversation Matters for Dads

Somewhere between your first paycheck and your first kid, life gets padded. You stop doing things that scare you a little. You play for safe decisions, safe routines, safe circles. Before you know it, you are living the same year on repeat.

Galloway and Williamson basically say: that is how men shrink.

The fix is simple. Put yourself in places that stretch you. Not crazy risk. Just uncomfortable growth.

And your kids notice. More than you think.

The Big Idea

Galloway kicks things off with a strong hit. Young men should intentionally walk into rooms where they feel outmatched. Better schools. Better jobs. Better people. Go where you are slightly unqualified and grow into the version of you who belongs there.

Williamson adds that you really are the average of the five people closest to you. Not just your friends but also the voices you let into your earbuds.

For dads, this is a quiet reminder. Kids copy what they see. If you only choose safe rooms, they will too.

The Process: The Risks That Build Men

These are the hits from the convo. Think of them as reps you can actually do.

1. Get into rooms where you feel behind

Not because you like feeling behind. Because it forces you to level up.

2. Choose high-character friends

Not rich guys. Not impressive guys. Men you genuinely admire. The kind who make you want to be better.

3. Be the person who lifts others

There is a study in the video. Turns out high school popularity was about who made others feel good, not who had the best jawline or fastest 40. Appreciation is a superpower.

4. Train confidence like a skill

Compliments. Conversations. Taking small chances. Williamson calls it evidence. Confidence comes from doing the thing a little before you feel ready.

The Sauce

A few things the video hints at, even if it does not say them outright:

  • Initiate instead of waiting for permission

  • Surround yourself with men who sharpen you

  • Use podcasts, books, mentors as your “five friends”

  • Treat relationships like training partners

These are small, repeatable acts. They build character the same way steady workouts build strength.

The Takeaway

Risk is not a one-time act. It is a muscle. It grows from small, daily decisions. Every time you choose the harder conversation, the scarier opportunity, the uncomfortable room, you build a little more confidence.

Your kids do not need you to climb Everest. They need to see you stretch. They need to see you try. They need to see you get uncomfortable on purpose.

That is how men grow. And that is how dads raise kids who are not afraid of life. Be the kind of man who keeps walking toward the hard things. Not to show off. To grow. Your kids will feel that energy. They will copy it. And that might be the most important thing you pass down.