01. Happy Birthday to Hugh
On his depressing 40th birthday, Charlie meets his alter ego, an pint-sized mouth in a long coat, who helps start to get it together, and helps him to get his promotion.
02. Happy Anniversary
To celebrate his anniversary right, Charlie takes Hugh's advice and sets up a romantic anniversary celebration; unfortunately it's the same night he must make a business dinner.
03. Two For The Road
Hugh is horrified when Charlie decides it may be time to get a vasectomy.
04. Mother-In-Law
With Hugh's help, Charlie learns how to deal with his mother-in-law.
05. Out of the Frying Pan
Emily has a problem with her cooking teacher & Doris has a blind date.
06. Old Flame
A co-worker chases Charlie in search of a fling, which is something Charlie also needs because two months earlier Helen left with the kids.
07. Roll One For Ed
When a co-worker dies, Charlie travels to Atlantic City to complete the man's dream of taking a $100 dollars and gambling it away.