Increased wireless connectivity to vehicles invites both existing and new digital methods of attack, requiring the high prioritisation of security throughout the development of not just the vehicle, but also the services provided for it. This report examines such a connected car service used by thousands of customers every day and evaluates it from a security standpoint. The methods used for this evaluation include both direct testing of vulnerabilities, as well as the examination of design choices made which more broadly affect the system as a whole. With the results are included suggestions for solutions where necessary, and in the conclusion, design pitfalls and general considerations for system development are discussed.