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I cannot see the pictures as it just opens a google page for me?
If it is cracked where the gearcase meets the exhaust housing, there is no oil there, and that should not be the cause of the no oil. In fact, Im not sure how it would crack there? Unless that was the weak point. Your water drain holes for the gearcase must be clogged, so that the spent cooling water from the last outing stayed in the gearcase, and did not drain, over the winter. OR, there is a seal malfunction.
Doing a reseal is not all that tricky. If you feel like it might be beyond you, post a wanted ad in the webvertize here for a good gearcase, it will be MUCH cheaper than taking it to a mechanic to go over. I sell gearcases that I have gone over and resealed with new water pumps for about 100 to 150 bucks or so. Used, as is gearcases ,cheaper. I would think that if you had a dealer go over a gearcase for you, it would run you in the hundreds of dollars all said and done.
Next year, always change the oil right before putting it away! That way, you know there is nothing but fresh oil in there. It is always my last step when winterizing.