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What Our Kids Can Teach Us
Driving Caroline to the airport on Saturday morning, I confessed, I sometimes sound/look like my mom or I know I try to control Caroline the way my dad used to try to control me — a family trait I'm trying to let go. She listened closely. I reminded her that, whether we like it or not, we inevitably become our parents in some ways. And I'm trying hard to be self-aware and notice the pattern. What was cool was that she was actually listening instead of tuning me out. Mea

Tiffany Kent
11 hours ago2 min read


Good Friends Ask Great Questions
boat to Martha's Vineyard (2019) Six years ago — summer of 2019 — we were having dinner with close friends from Houston on Martha’s...

Tiffany Kent
Oct 102 min read


Money Is the Matrix. Modeling Is the Way Out
photo is me trying to look tough with my mouse like Trinity from The Matrix Working at my desk, building a financial model, I slipped...

Tiffany Kent
Oct 32 min read


Skin in the Game
Fearless Girl When I worked at a hedge fund, pitching investment ideas to my boss was an adrenaline rush. I’d research a company, prepare...

Tiffany Kent
Sep 263 min read


Best Money Lesson My Mom Taught Me
The Exchange My mom was so proud. About 40 years ago, she dragged me to Circuit City to buy a new TV. “It was only $19 a month!” she...

Tiffany Kent
Sep 192 min read


How I Cheated Divorce
Two days ago marked 20 years of marriage. Marriage is tough, and raising kids is even tougher. Add in multiple moves for my husband...

Tiffany Kent
Sep 122 min read


Hedging Against Craziness
Lately, it feels like chaos is everywhere. Trade cases. Court appeals. Volatile markets. Wacky job reports. High inflation. High interest...

Tiffany Kent
Sep 52 min read


Wall Street Has a Storytelling Problem
Standing next to the Bull on Wall Street, I couldn’t help but think: Every bubble looks different in the moment—but the story is always...

Tiffany Kent
Aug 293 min read


Building in the Blue Ocean
Block Island Five years ago, I started my own firm—and recently reached a big milestone: becoming SEC-registered. That moment made me...

Tiffany Kent
Aug 222 min read


From Mystic, CT to The Market
Mystic, CT 22 years ago, my husband and I got engaged in Mystic, CT—so we came back for a quick trip before school starts. Connecticut...

Tiffany Kent
Aug 82 min read


Money and the City
NYSE It’s been half a week full of breakfasts, lunches, and dinners—some with my old WPO group, others catching up with friends from...

Tiffany Kent
Jul 312 min read


How the Movie Shaped My Career—and My Values
It’s been a lazy, reflective summer filled with small getaways and evenings spent with my daughter Alexandra, who’s working at Brookwood...

Tiffany Kent
Jul 252 min read


Games people play
Forgot to take a photo at MJ, so took one after my daily run Should every day be just a game? Over the last few years, I became an early...

Tiffany Kent
Jul 182 min read


How to Do Hard Things
(Like parallel park between two Porsches—one worth $700,000) I used to think my childhood struggles were unique. But as I’ve gotten...

Tiffany Kent
Jul 112 min read


Surviving Beverly Hills:
This is the cover of my Beverly Hills High School freshman yearbook. Beverly Hills is glamorous on the outside —but survival of the...

Tiffany Kent
Jul 42 min read


The Best Glow-Up is Inner Work
My mother was very beautiful. She was the golden girl at Purdue University. She thought she could just show up and get attention She...

Tiffany Kent
Jun 272 min read


Parenting: The Hardest Thinking Behind My Biggest Investment.
We’re not rushing off on an exhausting European vacation where I end up playing Julie the Cruise Director, trying to keep everyone...

Tiffany Kent
Jun 202 min read


Start with Why
Ever since I started posting a few short videos explaining complex topics like tariffs, I kept hearing the same thing: "You need to...

Tiffany Kent
Jun 132 min read


What My Mom’s Divorce Taught Me
photo from last summer The Second Mountain Turning Transitions into Wealth-Building Moments Career transition. Divorce. Midlife change....

Tiffany Kent
Jun 63 min read


What Yale Taught Me (Even Though I Didn’t Go There)
The original bulldog, ( Handsome Dan XIX) Not having gone to Yale you might have assumed I wouldn’t have had a great time at my husband’s...

Tiffany Kent
May 302 min read
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