Posted: Tue Jan 20, 2009 3:09 pm Post subject: cancelling health insurance. You may be able to cancel your policy and get a less expensive one in the private market. This depends on your employer's rules. Cancelling employer health plan may not be possible until the next open enrollment period. Here are the steps I recommend. Contact your human resources department to see if you can cancel your policy. Don't cancel it yet, just see if you can. If you can, proceed to the next step. Contact a local agent to see if you can get substantial coverage for a lower price. Apply for a policy that will start on a future date that coincides with a date that you can cancel your policy. If approved proceed with Canceling health insurance.