Old Money Signal Index blends financial depth, alumni continuity, institutional age, and traditional social structures. Scores are relative within the 18 Little Ivies. Most schools in this group still acknowledge alumni legacy in admissions, reinforcing a traditional “old money” dynamic rooted in generational continuity. Only Amherst and Wesleyan have formally eliminated legacy preferences, which placed them at a relative disadvantage in this category. Amherst ended its legacy consideration in 2021 without experiencing a visible drop in alumni engagement or giving. Wesleyan followed in 2023, becoming one of the first elite liberal arts colleges to remove legacy preference in the wake of broader admissions scrutiny. While both institutions remain highly prestigious, these policy shifts modestly lowered their Old Money Signal scores compared with peers that continue to favor legacy applicants. Founding era also matters. The oldest institutions—Williams (1793), Bowdoin (1794), and Union (1795)—ranked highest on this dimension, reflecting centuries of accumulated reputation, donor networks, and social capital. Newer members of the Little Ivy cohort, such as Connecticut College (1911) and Swarthmore (1864), scored lower on age alone. That said, Swarthmore’s exceptional financial resources and deeply ingrained donor culture offset its later founding, allowing it to rank near the top overall despite lacking other traditional markers. Greek life remains one of the clearest dividing lines. Schools with active and extensive fraternity and sorority systems—Bucknell, Lafayette, Colgate, Trinity, and Union—earned full marks for preserving traditional social structures closely associated with legacy networks. Union, in particular, continues to have a majority of students involved in Greek organizations, a strong indicator of entrenched social continuity. Trinity similarly maintains a reputation for preppy culture, reinforced by fraternity life and long-standing boarding school pipelines. In contrast, many NESCAC colleges eliminated fraternities decades ago, replacing them with residential house systems or other inclusive models. While this shift reflects evolving values, it resulted in zero scores for Greek life at schools such as Williams, Amherst, Bowdoin, Colby, and Middlebury. These institutions tend to compensate with other forms of old-money signaling, most notably large endowments and loyal alumni bases. Prep school feeder density closely tracks each campus’s cultural reputation. Colleges such as Trinity, Bowdoin, Middlebury, and others have long enrolled significant numbers of students from elite boarding schools, earning high feeder scores. Even schools often described as progressive attract substantial shares of students from affluent private school backgrounds; Bates, for example, enrolls a notably high proportion of students from independent schools. By contrast, Vassar and Connecticut College scored lower on this metric, reflecting broader recruitment pipelines and fewer traditional feeder concentrations. Taken together, the Old Money Signal Index reveals meaningful nuance within the Little Ivies. Deep financial resources and consistent alumni philanthropy give schools like Williams and Bowdoin a structural advantage, but softer factors—legacy admissions, institutional age, and the persistence of traditional social systems—continue to shape how “old money” manifests on campus. Colleges that have consciously moved away from legacy preferences or Greek life often score lower on this index despite excelling academically and financially. The result is not a value judgment, but a clear map of which institutions most closely resemble historic patterns of inherited wealth and social continuity, and which are actively redefining elite education for the modern era.