If the terms of the PPI state that you cannot claim if you were self employed (which many of them do) and they were, or should have been aware that you were, then it was wrongly sold. One of the biggest 'scams' for this type of thing went like this: The people selling the policies worked on a commision basis, so it was in their interest to sell you a policy. What happened (and still does happen in the insurance world) is that a lot of policies are sold via the phone. So they ask the questions record the answers that you give by ticking the boxes. However, they know the questioins that are likely to either render you ineligable or push the costs up. So a lot of these telesales people, with their commission in mind, would simply not ask the question but just tick the box that suited them regardless of the accuracy. This worked fine as long as the policy holder never had to make a claim on the policy, only then did it come to light. So for example, you are wanting car insurance. We all know that things like fines, drink driving, certain occupations will push the price up. If you have a conviction most people will admit to that if they are asked, if they are not asked they won't always volunteer the information because we all want a to pay as little as possible right? If you go for the whole year without making a claim everyone is happy, phone boy got his commission and you got a cheaper policy then you expected. The insurance company themselves only look at your record/history if you make a claim. It's historically a big problem in the insurance world, they employ people just to randomly listen in to these calls to make sure the full list of questions are being asked, but it still goes on nevertheless.