English by a narrow margin.
German seems prone to a good number of syntax issues as English, and it has so many conjugations and arbitrary article/adjective changes.
However English wins by lack of a "you" in plural, so many borrowed words, inconsistent spelling, and if one thinks about it "split infinitives", oh and accents you can't see in words like cliche or naive.
French spelling is as bad as English (Although any Northwestern European language is going to have a hard time with spelling their many vowels).
Many English dialects have a 2nd person plural, at least in the U.S., either with y'all, all y'all, you guys, or yinz.