A hapless groundskeeper aspiring to become a professional copywriter discovers that the key to overcoming her bad case of foot-in-mouth syndrome is maintaining a blog in which she purges all of her innermost anxieties in this romantic workplace comedy from director Michael Feifer (Ed Gein: The Butcher of Plainfield and Chicago Massacre: Richard Speck). Samantha Billows knows she has what it takes to be a great copywriter, yet she always seems to say exactly the wrong thing at the worst possible moment. It's a problem that not even her therapist can solve, and one that might just cost Samantha her dream job at The Hunt Advertising Agency. Introduced to the wonderful world of blogging by a close friend, however, Samantha begins writing a blog entitled "Dear Me" that allows her to express her innermost fears so she can be confident under pressure. As a result, Samantha lands a Junior Copywriter position at the Hunt Agency on a temporary basis. Just when it seems that her career has gotten off the ground and things are going great, however, Samantha falls head over heels in love with Desmond, the head of Public Relations for their French client. Later, when a scheming co-worker discovers Samantha's blog, "Dear Me" becomes an office sensation. Now, as everyone attempts to get Samantha's attention in hopes of being featured on her blog, she quickly discovers that "Dear Me" has become popular for all the wrong reasons, and that it could destroy her job and her relationship with Desmond if she doesn't act fast.
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