Lead with the timing question in your marketing. IE. Sort your prospects by whether they're almost out of their existing plan or not.
A quiz might be great if you can capture the lead with that information ("We have important info for you depending on when your existing plan expires")...you could sort the leads by expiry time.
You're not "in" the market--like a car dealer is, when they know who bought a car four years ago and is about to get 'the itch'. So you have to go wide and sort. But you can do it intelligently as I suggested.