Or at least some embarisment

This is a standard lifebuoy drogue, its too small for a sup, but can easily be sized to do the job.
The rim is weighted with heavy stainless steel wire to make it sink quick.
It would be secured to a second leg rope plug.
The container would be held shut with velcro requiring a good pull to deploy, minimising accidental deployment.
The red line is longer than the legrope will stretch, when the legie breaks the drogue is pulled out holding tail to wind.
What do you think DJ ? You want to be the test pilot?