This week, Inc. editors and writers talk about the burgeoning cyber security insurance policy market and how the industry might not be ready for a cyber catastrophe. The group also talks about how entrepreneur Polina Raygorodskaya built Wanderu, a $100 million startup that connects travelers with the best options for bus, train, and ferry transportation. Lastly, the group interviews John Valiton, co-founder and CEO of ReemoHealth, which makes health-monitoring wearables for elderly people that provides real time data to  designated family members and medical practitioners.