I would recommend using a thermal temp gun to check the engine temperatures every 5 minutes for the first 30 minutes of run time for the break in procedure, and then once about every 15-20 minutes for the rest of the day. After that just check the temperatures once or twice every time the boat is used. If you do that, the motors will probably last a lifetime.
What kills a two stroke engine:
1) Heat
2) Bullets
Too lean: overheat and destroy the motor
No oil: overheat and destroy the motor
Clogged cooling system: overheat and destroy the motor
So if you make absolutely sure the motor is not overheating, then you always know its not running lean or lacking oil or a clogged cooling system. So it should last a really long time. Assuming you fog the motors when not in use, and use fuel stabilizer.
Also, when a car overheats it boils over and you see steam. When a boat overheats, there is no steam to see.