[citation needed] Williams made her acting debut in a non-speaking role in the 1993 drama Indian Summer, which also featured her sister Kimberly.

In 2007, she starred in the Off Broadway play Burleigh Grime$[7][8] and appeared as Victoria, a cupcake baker, on six episodes of the television series How I Met Your Mother; a role she reprised in the concluding seasons of the show.

She made her Broadway debut in John Grisham's A Time To Kill playing law student Ellen Roarke, on September 28, 2013, with the opening night on October 20, 2013.

In 2015 and 2016, Williams starred as a fictionalized version of comedian Jim Gaffigan's real life wife in The Jim Gaffigan Show on Comedy Central, a sitcom about a couple raising their five young children in a two-bedroom New York City apartment which also starred Michael Ian Black and Adam Goldberg.

[15] She partnered with the Human Development Project to speak publicly about the experience, in hopes of reducing the stigma of miscarriage and encouraging more women to talk openly about it.