The irony of Dr. Warfield
There is a situational irony when Warfield wants to be humane towards Jarret. For instance, Warfield loves Jarret because he treats him well and sometimes gives him awards. When a foal named Darley is born, Dr. Warfield transfers its ownership to Jarret. In addition, Warfield appoints Jarret as the lead horse trainer on his farm. Therefore, not all enslavers were inhumane because of a few special cases like Dr. Warfield.
Mary Barry
Mary Barry is the granddaughter of Dr. Warfield. The reader learns that Mary and her grandfather do not hide secrets from each other. Ironically, Mary aids Jarret and Darley in escaping without her grandfather's knowledge. Ten Broeck thwarts the escape plan. Therefore, the reader finds it ironic that Mary can aid an enslaved person in running away from her grandfather whom they share many secrets.
May's first husband
Jarret started a romantic relationship with May in 1861 in Kentucky and married her a few months later. After living together for four years, in 1965, May's first husband returned to Kentucky. Ironically, May's husband thanked Jarret for caring for his wife. The reader expects May's husband to be angry with Jarret, but he does the contrary. In return, Jarret rewards May and her husband with a portrait of Lexington.