Systems and methods for failsafe firmware upgrades in accordance with embodiments of the invention are disclosed. One embodiment includes a vehicle telematics device, including: a processor; and a firmware memory comprising a firmware image coupled to the processor, wherein the firmware image further comprise a first segment and a second segment; wherein a primary bootloader application located in the firmware image: verifies the integrity of the first segment; verifies the integrity of the second segment; selects a firmware image contained in the firmware memory using a failsafe process; and—boots the vehicle telematics device using the selected firmware image.