Google today has among the largest concentration of top-tier software developers and technologists. Given that, the leak of 500,000 users’ data may come as a surprise. The lesson is it does not matter how smart people are who build technology solutions or put digital environments in place. Mistakes will happen. That is why it is probably best practice to decide carefully what should be in a digital form exposed to the Internet versus what would best be left to conventional, none-digital form. No smart individual or group can guarantee a secure digital solution for the duration of your lifetime. In this case, it happened less than 6 years after the launch of a high-profile digital service. Not the first platform to be compromised and it will not be the last.