No, you probably can’t keep your insurance. Know why? Because insurance companies are greedy.
The first time Obama said you can keep your insurance plan was in 2009. And at the time, he was right. Then the Department of Health and Human Services (the Secretary of which is Kathleen Sebelius, former Kansas Insurance Commissioner, appointed by Obama*) changed the provision. They wrote regulations that narrowed that provision, by saying that if any part of a policy was significantly changed since that date — the deductible, co-pay, or benefits, for example — the policy would not be grandfathered.