first off, what shoes are they? also you probably could/should replace the insoles. im a hypocrite, i rode the same specialized shoes for 3 years and replaced nothing-not even the cleats! anyway, if you ride a decent amount and think youll be happy with new shoes, go for it and get something nice. one con is that i got the top of the line specialized shoes (worked at a specialized shop and got the older model) and i thought they would be the best things ever and i usually go back to my older worn in shoes. i thought the new ones would position my foot/knee better etc and that they would secure my foot better and ive noticed that its not a huge improvement. my experiences with bike shoes (5 years 3 pairs) is that you feel every little thing in them because they dont have much padding and your foot contacts the pedals in one spot. (sorry for the rant), if your gonna ride and you want new shoes than just do it, just keep in mind they may not be more comfortable, just newer looking.