A device, comprising: one or more processors to: receive a file to be analyzed in a sandbox environment; determine configuration information for configuring the sandbox environment, the configuration information indicating a system configuration, the system configuration including information identifying an operating system version; determine a likelihood that the sandbox environment will identify the file as malware based on the sandbox environment being configured using the system configuration by performing a probabilistic analysis of the file comprising: generating a probabilistic model to indicate a likelihood that a particular system configuration will identify the file as malware by training a plurality of system configurations using a plurality of training files, wherein the plurality of training files include files that are known to be malware and files that are known not to be malware; and using file information associated with the file to determine the likelihood that the sandbox environment will identify the file as malware; configure the sandbox environment using the system configuration after determining the likelihood that the sandbox environment will identify the file as malware based on the sandbox environment being configured using the system configuration; monitor, based on configuring the sandbox environment using the system configuration, the file in the sandbox environment, for a threshold amount of time, for behavior indicative of malware; and selectively: perform an action to counteract malware when the file shows behavior indicative of malware, or store a malware indicator in the file that identifies the file as unsuspicious when the file does not show behavior indicative of malware. one or more processors to: receive a file to be analyzed in a sandbox environment; determine configuration information for configuring the sandbox environment, the configuration information indicating a system configuration, the system configuration including information identifying an operating system version; determine a likelihood that the sandbox environment will identify the file as malware based on the sandbox environment being configured using the system configuration by performing a probabilistic analysis of the file comprising: generating a probabilistic model to indicate a likelihood that a particular system configuration will identify the file as malware by training a plurality of system configurations using a plurality of training files, wherein the plurality of training files include files that are known to be malware and files that are known not to be malware; and using file information associated with the file to determine the likelihood that the sandbox environment will identify the file as malware; configure the sandbox environment using the system configuration after determining the likelihood that the sandbox environment will identify the file as malware based on the sandbox environment being configured using the system configuration; monitor, based on configuring the sandbox environment using the system configuration, the file in the sandbox environment, for a threshold amount of time, for behavior indicative of malware; and receive a file to be analyzed in a sandbox environment; determine configuration information for configuring the sandbox environment, the configuration information indicating a system configuration, the system configuration including information identifying an operating system version; determine a likelihood that the sandbox environment will identify the file as malware based on the sandbox environment being configured using the system configuration by performing a probabilistic analysis of the file comprising: generating a probabilistic model to indicate a likelihood that a particular system configuration will identify the file as malware by training a plurality of system configurations using a plurality of training files, wherein the plurality of training files include files that are known to be malware and files that are known not to be malware; and using file information associated with the file to determine the likelihood that the sandbox environment will identify the file as malware; generating a probabilistic model to indicate a likelihood that a particular system configuration will identify the file as malware by training a plurality of system configurations using a plurality of training files, wherein the plurality of training files include files that are known to be malware and files that are known not to be malware; and using file information associated with the file to determine the likelihood that the sandbox environment will identify the file as malware; configure the sandbox environment using the system configuration after determining the likelihood that the sandbox environment will identify the file as malware based on the sandbox environment being configured using the system configuration; monitor, based on configuring the sandbox environment using the system configuration, the file in the sandbox environment, for a threshold amount of time, for behavior indicative of malware; and selectively: perform an action to counteract malware when the file shows behavior indicative of malware, or store a malware indicator in the file that identifies the file as unsuspicious when the file does not show behavior indicative of malware. perform an action to counteract malware when the file shows behavior indicative of malware, or store a malware indicator in the file that identifies the file as unsuspicious when the file does not show behavior indicative of malware.