At the start of the war between the North and South, Dorothy Evans is left all alone in a small town in central Missouri with a young son to raise. When gossip about her deceased husband's treasonous actions threaten her livelihood, she realizes it's up to her to do something to secure her future. She's not afraid of work nor of adventure, so Miss Sally Pinkerton's matchmaking service once again plays a part in determining just how far a woman like Dorothy might be willing to go to ensure a decent life for her son.