How Billionaires Shop For Insurance

In this monologue, the speaker outlines a systematic approach used by billionaire families when purchasing life insurance. The core recommendations include: (1) conducting full medical underwriting—blood work, EKGs, urine tests—to obtain accurate health data; (2) submitting anonymized applications (as John/Jane Doe) to a broad set of insurers (around 15) to spark competition and receive multiple offers; (3) comparing the insurers’ health ratings, noting that the same medical profile can receive 2‑4 different rating levels across companies, which can shift the perceived best carrier (e.g., from Penn Mutual to Prudential); and (4) insisting on full disclosure and negotiation of insurance commissions, a practice common among ultra‑wealthy families but rarely seen in the industry. The speaker also draws a parallel to real‑estate commissions, emphasizing the need for transparency. These steps together aim to secure the optimal policy and avoid poor coverage choices.











