There are a few reasons why WP All Import cron jobs/scheduled tasks may fail to run. The methods below will optimise the crons so that they should always run successfully and at the desired time.
Switch the standard HTTP method to PHP-CGI
WP All Import uses HTTP GET calls to perform the import process which can cause imports to timeout after 5 minutes. We'd recommend optimising the method which is used to perform the import by switching to use the PHP command line, that way the crons have a much longer timeout and can do all the hard work in the process itself and all while avoiding the HTTP timeout.
To do this, you can add your cron jobs using the following structure (i.e. a WGET) and we'll handle the rest for you.
Within Scheduled Tasks in your hosting account, you'd add/adjust your cron to use WGET.
Don't run the trigger and processing crons at the same time
For example, if you run the processing cron every 5 minutes, don't perform a trigger on the hour, perform the trigger a 2 minutes past the hour to avoid collisions and job locking. The example below shows the trigger and processing crons in place, but timed so that they'll never run at the same time.
Ensuring these two optimisations are in place should ensure that WP All Import scheduled tasks complete successfully everytime.