Yup, get him to put the triple back on (consdering the seat height comment I wouldn't be surprised if the 'man gears' weren't a standard double, not even a compact) and then get used to riding with the clipless next. If it's only hills that are giving you trouble, and hills where you feel you need to slow down too much, then the triple crank may solve your initial problem (no longer being able to pedal) and from there you can work on getting quicker if that's what you are after. If he quibbles, kick him somewhere that makes him wince. No, wait, violence shouldn't be the answer. If he quibbles point out that it's supposed to be fun and riding in fear of the next steep hill isn't. Plus a triple won't make you slower, the top end range can still be quick, it just allows you to go slower if you need to. If/when you find yourself needing something different, then he can get all manly and twirl spanners for you. If you don't get on with clipless, go to flats. There isn't that much (if anything) in it as can be seen on here by people endlessly debating it. I have flats on my Sirrus, clipless on the Synapse and happily swap between the two. I don't think 'crap, flats, it's going to be a slow/difficult one today.' I just kind of prefer the clipless when I'm doing many more miles between foot downs.
End of the day, if it's not fun, you'll do it less and then everyone loses.