Alchemy [DVD] [2005]

A struggling actress in search of companionship finds her heart torn between an expert in the art of seduction and a computer with the social skills of the most seasoned ladies' man in director Evan Oppenheimer's technologically flavored tale of love in the 21st Century. Professor Mal Downhey (Tam Cavanagh) has just made one of the most important technological breakthroughs in modern computing; he has created a computer named "Jerry" that can interact with people on an intellectual level even greater than that of some made from flesh and bone. When his unimpressed bosses give the flustered professor two weeks to publish his data or pack his bags, Mal convinces his good friend Jane to assist in proving his machine's worth by running a contest aimed at proving a woman can fall in love with a computer even faster than she would a real man. Now, as "Jerry" and Professor Troy Rollins - aka Dr. Love - compete for the love of a lonely actress named Samantha (Sara Chalke), the very man who masterminded the man-versus-machine scheme finds himself falling for the one woman who could make or break his entire future.