To help break through the clutter, Crackerjack designed a series of mailers—for Gen X, Millennials, and Boomers—touting the benefits of saving more for retirement. Using clever headlines and eye-catching images, the campaign illustrated some questionable decisions, whether it was a hairstyle, mis-spelled tattoo, or “cross-your-fingers” approach, while emphasizing an always-smart idea: investing in the Legacy Health 403(b) Plan.