Somerset Maugham on Friendship
May 23, 2020
“When you choose your friends, don’t be short-changed by choosing personality over character.”
Tag: Ivy League
A Sense of Hope
May 11, 2020
In the previous post, I articulated the sense of loss that we might be feeling as so many aspects of our everyday life have been truncated, restricted, delayed, modified beyond all recognition, or completely vaporized. All that, in a matter of weeks. Usually, life allows us to adapt, change, and grow gradually. Going through school … More A Sense of Hope
Rules and Regs, Old Money Style
February 24, 2020
I had a delightful conversation recently with a journalist who was interviewing me about my new book, Old Money Style. I related what I was hoping to achieve with the book–the complete and total extinction of flip-flops, T-shirts, and cargo pants from the planet)–and who the book was written for–young men graduating high school or … More Rules and Regs, Old Money Style
Dressing Preppy, Circa 1980
December 19, 2019
I recently came across the following article. Published in 1980, the information contained in it remains, on the whole, true today. My sincere hope is that much of it will remain true in 2080. The well-written piece primarily focuses on how Old Money Guys and Gals dress, but there are some aspects of attitude and … More Dressing Preppy, Circa 1980
Clothing and Character
October 4, 2019
We frequently discuss clothing here–timeless style, function over fashion, style icons, back to school basics–but more often than not, we’re circling the issue of how your clothes reflect your values. What I don’t know is if we’ve ever explored this angle: do clothing choices come from certain (Old Money) values, priorities, and habits? Or can … More Clothing and Character
Old Money: In Their Own Words
July 24, 2019
OMG and contributor “Mary Louise Case” (not her real name, for those of you who’ve inquired) has more on her mind. Enjoy! The luck of the draw An aspect of Old Money that people often cite with wonder is the ever-present luck which Old Money enjoys. From the outside looking in, it appears there is … More Old Money: In Their Own Words
Old Money and Notoriety
January 6, 2019
I wrote for six years, with no positive response from the publishing community. Then, a friend introduced me to an editor, who knew a lawyer, who knew an agent…the same old story that happens in a myriad of ways. Today, I’m a household name (depending upon which house you’re in) and occasionally strangers call me … More Old Money and Notoriety
A Word About George H.W. Bush
December 9, 2018
For personal reasons, I was unable to post in a more timely manner on the passing of one of our most respected Old Money political leaders. We’ve profiled the late president George Herbert Walker Bush on this blog before. As many have commented in the media, his passing (combined with the passing of John McCain) … More A Word About George H.W. Bush
Winter Is Coming
October 23, 2018
With cold weather on the horizon, or already in the air, depending on where you live, I thought I’d run through some winter essentials on the Old Money Style side of things. We’ve spotlighted a few of these items before, but it never hurts to introduce newer readers to reliable brands and some of the … More Winter Is Coming
The Lost Money Look…10 Years On
October 19, 2018
The following article appeared on the Ivy Style blog in 2008, during the pitch black months of the financial crisis. The blog’s founder, Christian Chensvold, promotes the ‘Ivy Style’ wardrobe and to a lesser extent its corresponding values. His article here is interesting: he makes the astute observation that the American economy is largely kept … More The Lost Money Look…10 Years On