The best Jake Gyllenhaal The films show how impressive the actor’s career has been. He debuted in one of his father’s (director Stephen Gyllenhaal) prominent films, City Slickers and never looked back. Although initially typecast as a brooding, moody teenager in harrowing pictures such as the twisty cult classic Donnie DarkoSince then, Gyllenhaal has aggressively diversified his acting portfolio. In addition to taking on a wide range of challenging roles that have cemented his status as an undisputed A-lister, Gyllenhaal has also performed on Broadway, while winning a mammoth 30 awards for his various performances. Putting together a definitive list…