The OCSD (California) covers an expansive geographic area with a varied terrain that posed a number of obstacles when the department began to implement a true mobile data communications strategy 7 years ago. Currently, the OCSD has two distinct groups of mobile data users: investigators and patrolling officers. Both groups are highly mobile and spend most of their shifts in their vehicles. The investigators and patrol officers are equipped with laptops fitted with Wi-Fi and cellular modem cards. When they are near an OCSD Wi-Fi hotspot, they use a Wi-Fi card to connect to the Internet at high speed. From the field, they connect to the cellular data network. Both groups of users access similar networked resources in order to perform their tasks. Investigators mainly need wireless access for e-mail, Intranet, shared folders on OCSD servers, and the California Law Enforcement Telecommunications System. This article explains how the OCSD has dealt with wireless coverage gaps and interruptions, wireless roaming and rollover, and data security. OCSD found that the best option for solving its wireless and connectivity challenges was to install specialized mobile virtual private network software on officers' laptops and backend servers. The article advises that when implementing a wireless strategy, agencies should consider the use case scenarios and anticipate the common problems with these deployments. Most importantly, the mobile strategy should not rely on manual intervention and should account for the availability of multiple networks.