In your 50s

Cash priority: Freedom 65 is on the horizon, and you’ve been diligent about saving and topping up your RRSP and TFSA. (Plus, you’re likely making more money than ever before.) So finally you get

to invest in the killer shoes you’ve been lusting after all these years. Kicks budget: $$$$

Leather sneakers, Alexander Mcqueen ($765, at NET-APORTER.COM)