I had this issue when I switched employers about 8 years ago. I think it was 60 days. This employer had a lot of construction guys that didn't always make it to 60 days. The issue was once the policy was made (maybe years before I joined) they couldn't make exceptions for individual hires. When I joined they said, don't worry, you can rely on Cobra, which can take effect retroactively if you happen to have some expensive health needs during that time. It so happened that my wife was expecting and was due during the 60 days. So I notified them about that (I didn't consider it relevant prior to this) and we came to an agreement that they would cover COBRA. Mine was an open/shut stopping one W2 employer and starting another.