Alan, a French healthtech company founded in 2016 saw rapid growth from the start. By 2019, CEO and co-founder Jean-Charles Samuelian-Werve felt the time had come to enter the international health insurance market but was encountering resistance from multiple stakeholders. Should he follow his instinct and expand abroad? If so, how to decide which market(s) to enter?

Digital transformations require foundations. Placing advanced technologies on top of poor organizational structures and processes is not likely to work. Digital transformation may involve long-term strategic and organizational development to create a solid foundation that can properly absorb and develop digital initiatives.

The case describes how 30-year old Freddy Macnamara (CEO) launched Cuvva, a start-up in the UK car insurance industry in 2014, which pioneered mobile-only car insurance via a pay-as-you-ride application.