Ask Will (2017)

Will Shakespeare was never any good at romance. With no job, no relationship, and no way to pay rent, he reluctantly takes a contract as a romance advice columnist for a tacky local magazine. Things take a turn for the awkward when his neighbors become his anonymous contributors. As Will tries to keep his identity secret, he is also struggling to publish his script and gain recognition as a serious writer. ASK WILL is a quirky web comedy about navigating relationships and pursuing your calling.