I’d learned how much happiness money can bring you. Very little.

In this remark, Pitino frames wealth as a poor substitute for deeper sources of well-being. The first sentence concedes a common assumption—that money can purchase happiness—only to undercut it immediately with “Very little,” suggesting he learned this through lived experience rather than theory. The line implies that comfort and convenience may come with money, but not the durable satisfactions tied to relationships, integrity, purpose, or peace of mind. Coming from a high-profile coach accustomed to large salaries and public scrutiny, the sentiment also reads as a caution about confusing external success with inner contentment.