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My daughter looked at my sneakers and said, “Tatty. No.” (That’s “Dad” in my house.) That’s it. That’s all I got. “Tatty. No.” I’m wearing Nikes. NIKES! I grew up in the era of Bo Jackson. “Bo Knows.” The Slam Dunk Contest. Nike wasn’t just a brand — it was THE brand. My Nikes? Cross trainers from the 00’s. They...

Fractured ribs. Autoimmune illness. Half her savings — gone. Fraudulent startup. Expensive executive coaches who changed nothing. Clothes she never wore. Business ideas she never started. Stuff in every corner. Can’t sleep. Can’t think. “I cannot recognize my place.” “I try to organize a part, and it’s completely scattered the next day.” That sums up an email I got from...

I’m standing in a professional organizer’s basement. Seven kids live here. Seven. This is the playroom. You know, the room you’re supposed to shut when guests come over. But here I am. In the playroom. Door wide open. The books are color-coded. The boxes are labeled — not just “toys,” but dolls, Lego, Playmobil, art supplies, dress-up clothes. One box...

She was exhausted. A client. Just back from a hard trip overseas to see her mother. Batteries low. The kind of tired that doesn’t go away with sleep. Or coffee. Or a weekend. She told me she’d fallen behind on her numbers. The spreadsheet she usually keeps up with? Untouched. The tracking? Slipped. A few years ago, that would’ve sent...

When I was a kid in Toronto, we watched hockey on TSN. And whenever the game shifted — the moment everything changed — the announcer would call it the TSN Turning Point. We all knew the phrase. My friends and I used it constantly. Something would happen at school, at home, on the street, and someone would say, “That’s the...

Transitions are torture for me. Finishing one task and starting another? It sounds simple. It’s not. At least not for me. My wife can attest. Years ago, when our daughter was little, we were driving home close to bedtime. My wife turned around and said, “Okay, just so you know — we’re heading home, then supper, then bath, then bed.”...

Some of you have been reading my emails for years. I offer a free session at the end of almost every email. I’ve had amazing conversations because of it. But some of you have never booked one. I WONDER WHY A reader named Holly wrote me this week: “I know where I could probably change but I’m far too embarrassed...

My friend Sruli said something the other day that stuck with me.He was talking about potential — how sometimes, everything you want is already there, just waiting. You just have to turn the dial. Like a bubblegum machine.You know the ones: a glass globe filled with colorful gumballs. You drop in a quarter, turn the dial, and out comes a...

The other day, my wife said something I can’t stop thinking about:“Desire got you to eat the first chip. Guilt made you finish the bag.” She’s right. She usually is. 🤓 I KNOW THIS PATTERN WELL Twelve years ago, I joined a men’s weight loss program. I was all in—tracking everything, following the rules, and I lost 49 pounds in...

The other day, I got a message from a reader named Akiva: “Yours is one of the few emails I get that I have to go back to later on my computer because I don’t have a browser on my phone. Always a good read.” Akiva built a system to avoid distractions — no browser on his phone. And somehow,...