Simply put, an annuity is a life insurance backed investment product that can help you diversify your overall portfolio and hedge risk. Pretty simple (kind of). But also pretty boring. So we tapped into an insight that suggested we should be encouraging people to cover their asses with an annuity (rather than save with one) and humanized a dry topic with stories of very smart people who made very stupid investment decisions. History doesn’t necessarily repeat itself, but it rhymes.