If i quit my job will i be able to keep my insurance?
If you are willing to make the cobra payments after you quit, most places allow you to keep your insurance for six months. This was before obama's insurance overhaul, so I'm not sure if that's changed.
Probably not, most jobs provide insurance for their active employees. If you are retiring however, then you'd probably keep your insurance.
If you wish to pay enuff
Not if the job is paying for your insurance