Insights

Ideas Worth Raising

Reflections on parenting, leadership, entrepreneurship, and what it means to build a life.

The Fear You Lose When You Have Kids (And the One That Gets Stronger)

Raising Yourself There’s a story I keep telling myself about why I’m less rattled by business setbacks than I used

Find Your Focus Time

Raising Yourself A few years ago, I learned something from Strategic Coach that completely changed how I look at time.

Parents Don’t Need Balance. They Need Alignment.

Raising Yourself We’ve all heard the phrase work-life balance. It’s one of those buzzwords that sounds good in theory, but

No Time? No Problem. Why Parents Are the Most Productive People on the Planet

Raising Yourself Before kids, I thought I had productivity figured out. My calendar was packed. My phone was always buzzing.

We’ve all heard the phrase work-life balance. It’s one of those buzzwords that sounds good in theory, but if you’re a parent, you know it’s mostly fiction. There’s no perfect equilibrium where your career sits neatly on one side of the scale and your family on the other. Real life doesn’t work that way…

A few years ago, I learned something from Strategic Coach that completely changed how I look at time. They call it the Free Day, Buffer Day, and Focus Day system. It sounds simple, but once you actually live it, it becomes a total game-changer…

Before kids, I thought I had productivity figured out.

My calendar was packed. My phone was always buzzing. I said yes to almost everything: meetings, coffees, flights, networking events…

There’s a story I keep telling myself about why I’m less rattled by business setbacks than I used to be. It has something to do with experience, pattern recognition, getting reps in. Those things are probably true to some extent…

I’ve Been Thinking About What It Means to Raise a Kid AI Can’t Replace

Raising Yourself Every parent thinks they’re setting their kid up for success. Most are training them for jobs that won’t

The Paradox of Parenthood: Why Less Time Made Me a Better Entrepreneur

Raising Yourself Before I had kids, I used to think I was busy. I’d fill my calendar with meetings, projects,

Stay Curious: Why Your Kid’s Mindset Might Be the Competitive Edge You’re Missing

Raising Yourself There’s something magical about the way kids approach the world. They ask a lot of questions. They touch

The Call That Changed Everything: Why I’m Writing “Raising for Success”

Raising Yourself Fifteen minutes before one of the biggest investor meetings of my life, my phone rang. I almost didn’t

Parenthood Gave Me the Ultimate Clarity: What Matters

Raising Yourself Before I had kids, I thought I was focused. I was productive, busy, always moving. My calendar was

The Best Investment I’ll Ever Make

Raising Yourself This past weekend, I spent four days on Manitoulin Island with my three boys, my brother Blake, and

Culture Isn’t What You Say. It’s What You Live.

Raising Yourself I’ve spent a lot of time over the years thinking about culture, at home, at work, and everywhere

An Unexpected Trip, an Unplanned Lesson, and a Reminder About What Actually Matters

Raising Yourself We had no plans to go away. Like most families, our Christmas holidays were busy. Work was ramping

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We’ve all heard the phrase work-life balance. It’s one of those buzzwords that sounds good in theory, but if you’re a parent, you know it’s mostly fiction. There’s no perfect equilibrium where your career sits neatly on one side of the scale and your family on the other. Real life doesn’t work that way…

A few years ago, I learned something from Strategic Coach that completely changed how I look at time. They call it the Free Day, Buffer Day, and Focus Day system. It sounds simple, but once you actually live it, it becomes a total game-changer…

Before kids, I thought I had productivity figured out.

My calendar was packed. My phone was always buzzing. I said yes to almost everything: meetings, coffees, flights, networking events…

There’s a story I keep telling myself about why I’m less rattled by business setbacks than I used to be. It has something to do with experience, pattern recognition, getting reps in. Those things are probably true to some extent…

We had no plans to go away.

Like most families, our Christmas holidays were busy. Work was ramping back up, the kids were settling back into routines, and life was moving forward exactly the way it always does. Then my wife injured her hand…

I’ve spent a lot of time over the years thinking about culture, at home, at work, and everywhere the two overlap.

When I was younger, I thought culture was mostly about intention. Picking the right words. Crafting the right values. Putting together a clean mission statement that sounded nice…

This past weekend, I spent four days on Manitoulin Island with my three boys, my brother Blake, and two nephews. We call it the Fourth Annual Cousins Weekend, a tradition we started a few years ago that’s quickly become one of the highlights of my year…

Before I had kids, I thought I was focused. I was productive, busy, always moving. My calendar was full. I was chasing opportunities, saying yes to everything, thinking that was the path to success. But looking back, I wasn’t focused; I was scattered…

Fifteen minutes before one of the biggest investor meetings of my life, my phone rang. I almost didn’t answer. I was on the train, in the “quiet zone,” heading into Toronto, mentally rehearsing our pitch deck.

But I saw my wife’s name on the screen…

There’s something magical about the way kids approach the world.

They ask a lot of questions. They touch every rock, jump in every puddle, push every boundary (and every button). They don’t care if they’re good at something before they try it. They just dive in, mess and all…

Before I had kids, I used to think I was busy. I’d fill my calendar with meetings, projects, networking events, and late-night work sessions. I had all the time in the world and somehow still never had enough of it. Then I became a parent. And everything changed…

Every parent thinks they’re setting their kid up for success. Most are training them for jobs that won’t exist.

I read a piece this week from a neuroscientist who has spent years studying how the brain develops in the context of AI…

No articles yet in this pillar — more coming soon.