Kailyn is an ambitious and level-headed young woman, attempting to balance her dreams of a successful future, rocky dating relationships with men and an estranged family life with being a great mom to her son, Isaac. At the beginning of motherhood, Kailyn attempts to make a relationship with Isaac's father Jo work, but their similarly stubborn mentalities and differing parenting choices get in the way, and it's clear that their nuclear family dream is far from easily attainable. Kailyn must figure out how to put her number one man, Isaac, first in her life, while still going after the good life that she's always dreamed of.