1. The attack surface for any organization is so hard to defend that insurance companies would probably have to pay out a lot more than for other types of insurance policies.
2. In an age that is increasingly tech and data-driven, the value of data becomes larger and larger. Hence, the payout starts to get really expensive. I find it difficult to imagine what kind of insurance premiums could be charged to customers that are both affordable to the customer and also properly covers the risk the insurer is taking on.
3. Insurance companies are going to have to become infosec experts in order to properly assess the risk of their clients. Are they up for that? There's such a shortage of infosec workers already, or am I being fed a load of crap by HN? Where would they find capable infosec experts to do these assessments before quoting the client for an insurance policy? War for talent isn't easy.
I think this would all end up making insurance policies extremely expensive and unprofitable for the insurance firms. Yes, I hope that this makes organizations more serious about infosec, but I honestly don't see that happening so long as the average joe is not outraged whenever a service they use gets breached.