The Annual Back-to-School Wardrobe List…A Little Late

This post is a little late…but still, the annual back to school list of Old Money wardrobe items is a long-standing tradition here on the blog. So if you’ve procrastinated and not done your off-to-college or last-year-of-high-school shopping, good for you. This is the one time that putting something off until the last minute will … More The Annual Back-to-School Wardrobe List…A Little Late

Comments, Cancel Culture, and The Pull of Values

Comments I’d like to say a big Thank You to everyone who commented on ‘The Moderates’ blog post. The thoughtful, detailed, and articulate insights are greatly appreciated. It helps me learn more and exposes all of our readers to different points of view. With all due modesty, I must say that we are so superior … More Comments, Cancel Culture, and The Pull of Values

Home Schooling: A Letter from the Front Lines

In a recent post, I discussed the impact of the pandemic on various aspects of life. One of them was education. I made a comment about home schooling and suggested that I’m not its biggest fan. (I think most children benefit from interacting with other kids and being away from their parents for part of … More Home Schooling: A Letter from the Front Lines

The Back To School List That Wasn’t

Each year about this time, I hobble together a list of classic, reliable back to school clothes and accessories that can benefit the high school senior or college freshman. This year, not so much. Parents, teachers, students, and administrators find themselves at a crossroads right now. The pandemic presents plenty of problems and no clear … More The Back To School List That Wasn’t

A Sense of Hope

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

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

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

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

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