Transportable storage devices are communicatively coupled behind one or more dedicated “edge” data servers to take advantage of the benefits of the data servers and transportable storage devices while limiting their disadvantages. Each edge data server ingests data from one or more client devices and copies the data to one or more of the transportable storage devices for eventual transport to a cloud data center for upload to a cloud storage system. Multiple versions of a segment of data (e.g., of a file or a blob) are maintained at various points in the disclosed system and the disclosed technology ensures that the most recent version is the version ultimately stored on the cloud storage system.