keensailor said..
Discovered water in Saildrive this morning. Assuming it's the seal, although I hope the casing is not breached.
https://drive.google.com/open?id=0B7GvyOr-FTQYOUg2VUx4dDZzMUk
Think there might be a bit of confusion here on saildrive leg water seals. The complete saildrive leg is sealed with a membrane between the leg and hull to keep the sea outside. This is usually a double membrane with a water detection alarm between to indicate when water has breached the outer membrane. This appears to have occurred in your situation. I suspect that you are actually removing the alarm sensor in video.
There is also a gearbox oil seal at the prop shaft which prevents oil leaking from the shaft (and water leaking into the gearbox. Clearly this is not the case in your situation as you would see milky oil on the dipstick which is located top of gearbox and will be a screw seal.
It is usually recommended to change the membrane after 7 years service.