What "Old Money" actually means
Old Money is less a price point than a posture. The look borrows its vocabulary from places where clothing is inherited rather than purchased — the boarding school, the sailing club, the family library — and from people who treat a good blazer as a thirty-year investment rather than a seasonal buy. The defining quality is the absence of trying: no visible logos, no it-bag of the moment, nothing that telegraphs how much it cost.
That makes it the rare aesthetic that's easier to nail with restraint than with budget. A $40 thrifted lambswool sweater that fits beautifully reads more Old Money than a $400 logo hoodie. The signal isn't money — it's care, fit, and a refusal to chase trends.