alright, his price range is less than 300. now how about you stop bitching about how he doesnt feel like spending that much on boots and post something worthwhile.
ive got wolverine boots that are similar to these. gore tex, steal toe, winter work boots which feel nice but are pretty heavy. they retail around $130 i think but i picked them up an outlet for $75.
duck boots are nice and lots of companies make them (check out sorel and LL bean for some nice ones in a decent price range), but in my opinion they are a little bit weird looking.
^ LL bean
also check out vintage vasque boots. i think these are some of the nicest looking boots you can buy, plus they are super warm, dry, and light. i just looked it up online and you can grab a pair for about $70. not too bad for a timeless look.
i would recommend going to a cabelas or other outdoors store and trying a few different pair to see what feels nice and what styles you like to look down at before you buy.