From 1000h upward there should be no difference in insuring. And most companies have a company insurance contract (fleet contract) and it makes no difference if they hire a 1000h pilot to the other pilots. This insurance problem exist only for small companies and very low time pilots.
...And Goes To Work For Another Company
The operator talk allways to his pilots they have to be "flexible with working hours, holiday, salary, home ..." why he is surprised if a pilot leave in case of a better offer? He could take also the most "flexible" company. If the working and salary conditions are good no pilot will leave suddenly a good environment!