brother's watch collection was stolen, help me choose his first replacement

So just as the title reads, my brother's New York apartment was recently broken into and all of his watches were stolen. Not a huge collection, and not anything of extreme value, but he lost a lot of sentimental pieces which is the real bummer. Insurance will likely help out at some point but it won't replace the intrinsic value that we all have in our own respective collections - expensive or not. Anyway, without naming names, several of his favorite pieces were more fashion brands (let's be ho