Loafers & Legacy

A blog by Leighton Hart

About

I’m Leighton Hart. I write and make videos about the surprisingly good parts of ordinary adult life.

Getting older. Raising kids. Traveling. Getting dressed. Playing golf. Buying another watch you probably don’t need. Figuring out which things are worth spending money on and, increasingly, which things aren’t.

Basically, all the stuff that starts getting more interesting once you’ve been around long enough to form an opinion about it.

This site is the longer-form version of what I do on Instagram, where I hang out with about 75,000 people who seem to be more or less in the same boat.

What I Write About

You’ll find plenty of menswear content here. And I love exploring watches, shoes, golf, travel, and hotels.

I’ll tell you about the shirt I keep reaching for, the watch I think is worth the money, the hotel that’s actually worth paying another hundred bucks for, or the pair of shoes I bought for the heck of it.

But there’s more to it than that.

I’ve also discovered that I’m getting older and that some of the things I used to dismiss are actually pretty great, while some of the things I spent years chasing weren’t all that important.

Family traditions. Old friends. Being a regular somewhere. A really good diner. Your kids becoming people you genuinely enjoy hanging out with. Having a few things you love instead of a closet full of things you don’t.

That kind of stuff.

So, sometimes this site will help you decide what to buy.

Sometimes it might make you think about something differently.

And occasionally I hope it just makes you laugh because you can relate to something I’ve said.

Background

By trade, I work in marketing, where I spend my days thinking about content, campaigns and brand storytelling.

Before that I was a financial planner.

Before that I was a journalist.

Somewhere in there I also owned a podcast production studio and social media agency.

Looking back, there probably should have been a more coherent career plan, yet here we are.

But all of those jobs had one thing in common: figuring out what people care about and finding a good way to tell a story about it.

That’s pretty much what I’m still doing.

Why “Loafers & Legacy”

I liked the name because it captures the two ends of what interests me.

Loafers for the stuff.

Clothes. Watches. Hotels. Cars. Golf clubs. Restaurants. Luggage. The things we buy, use, wear and occasionally spend far too much time researching.

Legacy for everything underneath it.

How you spend your time. How you treat people. The traditions your family keeps. What your kids remember. The things you eventually realize mattered and the things you eventually realize didn’t.

I spent part of my career as a financial planner, so I used to think about legacy mostly in terms of money.

Now that I’m a dad with kids who are getting older, I think about it differently.

It turns out a lot of what we pass along happens while we’re busy doing something else.

Why This Site Exists

There’s already more than enough stuff on the internet telling you what to buy.

I don’t particularly want to add to that pile.

What I do want is a place to talk about the things I’ve actually tried, places I’ve actually gone, things I’ve learned and ideas I can’t quite fit into a 45-second Instagram video.

I’ll recommend things here. Some of them may come from brands I work with, others are things I’ve bought for myself.

But the goal isn’t to convince you that you need more stuff.

It’s to help you find the good stuff.

And maybe pay a little more attention to the good stuff you already have.

That’s really what Loafers & Legacy is about.

Come Hang Out

Most days you’ll find me on Instagram at @leightonwrites, talking about some combination of family, getting older, travel, style, things that should cost what they used to cost, and whatever else I’ve become suddenly interested in that week.

I’m also on Substack where I write my weekly roundup called Good Clean Fun. I’d love for you to invest in a paid subscription, but no pressure.

Thanks for being here.

As Seen & Heard

It’s always an honor to be a podcast guest or sit for an interview. Here are a few:

Leighton Hart Started an Instagram Account to Keep His Mind Sharp. Nearly 60,000 People Showed Up. — Life’s Little Things by Trish

On the ongoing quest for the perfect pair of pants, why I brag about my car wash membership with zero shame, and the theory that success in this space mostly just comes down to not quitting.

Leighton Hart — Southern Fried

Charlie had me on to talk storytelling, comedy, million-dollar business ideas, and why you’re probably overpaying for groceries. We also got into what it actually means to have a southern identity.

From Newspaper Jokes To 40 Million Views — This Empty Nest Life

We got into the whole midlife reinvention thing — early creative sparks, going quiet during the corporate years, and why showing up publicly beats talking about showing up publicly.

Meet Leighton Hart — CanvasRebel Magazine

A conversation about the unglamorous middle part of building something — the side hustle years, the client who didn’t renew, and what changed the second time around.