3. If you're renting a bike, it probably wont have insurance more than compulsory, and you probably can't get anything better. If you own a bike most big bikes can get 1st class insurance and you can negotiate your value and coverage, and excess. Smaller bikes/scooters tend to only get 2nd class insurance.
Get there a little early, they'll take you to another little booth, do some stuff on their computer, write something in the new passport, and i think the old two, and then you're good to go.
Was the company related? the type of job? Think yourself, would it look weird to you, if someone gives up a perfectly good company and visa, but wants to stay in the same country with a visa that is technically worse, but working online?
Check your travel insurance, they probably don’t cover you under conditions like long term stays, one way stays, or even flights not originating or returning to your home country.