Good replies, thanks! While I agree that I'll probably never take full advantage of a nice set of aero wheels, I believe they'll make me feel like riding faster. I like the look and if I can gain any advantage at all that would be a plus. I've been making strides to get lower on the bike and have the stem flipped with only one 5mm spacer below so I'm about as low as I can go aerodynamically speaking. As far as clothes go, there's only so far a slightly overweight 43 year old man can go when it comes to kit fit, I don't ever see myself in a skin suit but have gotten comfortable wearing my lg bibs and a snug Cannondale jersey so again about as far as I'm willing to go for the sake of aerodynamics. A new helmet sounds like a good place to start, I'm currently running a Specialized Echelon II which I chose because it actually fits my oversize melon quite nicely but maybe it's time to look around for something a bit more streamlined? I haven't completely ruled out a lighter set of wheels just yet, I still like the thought of having some Hed's or H+Son's built up or possibly trying something like the American Classic Argent's which are wide, tubeless, light (1392g), 30mm deep, and they claim to have an aero advantage due to the way the tire profile fits the rim?