son ' s ▁Hollywood ▁film ▁producer ▁ ▁Ch ad ▁Michael ▁Murray ▁as ▁Charlie ▁Tod d ▁( season ▁ 5 ); ▁Jen ' s ▁college ▁boy friend ▁ ▁Hal ▁O zs an ▁as ▁Tod d ▁Car r ▁( season ▁ 5 – 6 ); ▁an ▁ill - temper ed ▁and ▁e got ist ical ▁hack ▁film ▁director ▁and ▁Daw son ' s ▁ment or ▁ ▁L our des ▁Ben edic to ▁as ▁Kar en ▁Tor res ▁( season ▁ 5 ); ▁a ▁wait ress ▁and ▁love ▁interest ▁of ▁P ace y ▁and ▁D anny ▁ ▁Ian ▁K ahn ▁as ▁D anny ▁Bre cher ▁( season ▁ 5 ); ▁a ▁restaurant ▁owner ▁and ▁P ace y ' s ▁b oss ▁ ▁Ryan ▁B ittle ▁as ▁Eric ▁( season ▁ 5 ); ▁a ▁frat ern ity ▁student ▁ ▁Jordan ▁Br id ges ▁as ▁Oliver ▁Ch ir ck irk ▁( season ▁ 5 ); ▁a ▁struggling ▁film ▁student ▁ ▁Mar ion ▁R aven ▁as ▁H ers elf ▁( mus ical ▁guest ▁as ▁M 2 M ), ▁( season ▁ 5 ) ▁episode : ▁" 1 0 0 ▁Light ▁Years ▁from ▁Home " ▁ ▁Mar it ▁Lars en ▁as ▁H ers elf ▁( mus ical ▁guest ▁as ▁M 2 M ), ▁( season ▁ 5 ) ▁episode : ▁" 1 0 0 ▁Light ▁Years ▁from ▁Home " ▁ ▁Sher il yn ▁F enn ▁as ▁Alex andra ▁' Alex ' ▁Pear l ▁( season ▁ 5 ); ▁P ace y ' s ▁new ▁b oss ▁at ▁Civil ization ▁R