Hello, MNLifeAgent, and welcome to the forum. As you may have noted, most of the posters here are either ex-JW's or folks who feel trapped within the JW's and wish they could escape without losing all their family and friends. There are a few apologists here, but they don't make much headway. It's hard to defend the indefensible clinging to a belief system based on superstition and hocus-pocus with no basis in fact or science and where unquestioning acceptance and belief is considered a good thing.
That said, most people other than certain over-the-top religious fanatics realize that insurance has its place as a form a protection for their families. Even the JW leaders recognize this. They published an article in one of their magazines a few years back specifically stating that buying insurance was a good way to take care of one's responsibility to provide for their family in case tragedy strikes. The article said doing so was not showing any lack of faith, but merely acknowledging Solomon's observation that "time and unforeseen occurrence befall them all."
The only way to sell to large numbers of JW's would be to partner with some JW "heavy" (to allay suspicions and make your products have a sort of "insider" appeal), offer some kind of group policy discount (to make them feel "special"), and most importantly, set up some sort of kickback to the Society. You still won't be able to use the Kingdom Hall or convention sites for anything, but individuals might arrange a get-together of invited guests to hear your spiel and word could get around that way as more and more find they like your products or services. Certain things have caught on, almost like fads, among the JW's in the past and this might too.
Good luck.