The podcast outlines the key factors to consider when choosing the best medical insurance bundle for a family under 65. These include the comprehensiveness of coverage, network flexibility, out-of-pocket costs, eligibility for Health Savings Accounts or Flexible Spending Accounts, availability of extra benefits, and the insurer's reputation and customer service. The podcast emphasizes that the best insurance plan for a family will depend on various factors, such as family size, health needs, and financial circumstances. It also suggests consulting with healthcare professionals or insurance advisors to make an informed decision.