A Risk Taker
Holliday soon moved to Dallas and partnered with a family friend, Dr. John Seegar. The two won many dentistry awards. Miraculously, Holliday ended up living far beyond his initial diagnosis but occasionally suffered from coughing spells. In the 1870s, his dentistry work began declining.
Resourceful Holliday resorted to gambling. He must have been clever and intuitive because he did quite well as a gambler. Soon, gambling became his main source of income. But here he encountered another struggle. In May of 1874, Holliday and 12 others were ejected from Dallas for illegal gambling.
An Unusual Romance
It is rumored that at one time, Doc was in love with his cousin Martha “Mattie” Anne Holliday.
It was said that Doc was planning to marry her but Mattie refused because, being a devout Catholic, it was forbidden for her to marry her first cousin. Despite the heartbreak, the two wrote letters to one another for years.
His Health Battle
In 1866, Holliday’s mother died of tuberculosis. Her death deeply impacted him as his mother played a very crucial role in his life and the two were very close. Only three months later, his father married Rachel Martin, who was eight years his senior. Shortly after this, Holliday’s father left the family to practice dentistry in Missouri and Georgia.
During his teenage years, Holliday’s adoptive brother, Francisco, sadly also succumbed to tuberculosis. And soon he too, learned that he suffered from the disease and was given only a few months to live.
A Fighter
Not much is recorded about Holliday being a combative man before leaving Dallas but that changed after 1875. Laced throughout Holliday’s gambling exploits, was that he was front-and-center of several fights. In 1877, Holliday lashed out at fellow gambler Henry Kahn. Both were arrested but once released, Kahn beat up an unarmed Holliday. In the Dallas Weekly Herald, reporters falsely wrote that Holliday had died.
His cousin, George Holliday, assisted in moving him to Fort Griffin, Texas. Records show that here he had only one contact with an independent, educated streetwalker named “Big Nose Kate” Horony.
Underneath It All
Despite his penchant for violence, those close to Holliday described him as an otherwise peaceful man. In an interview, a reporter asked Holliday if his conscience ever bothered him. Holliday cheekily replied, “I coughed that up with my lungs years ago.”
However, others who knew Holliday said he had a “mean disposition” and “ungovernable temper.” Holliday himself revealed that he had been arrested 17 times, survived five ambushes, and escaped four hanging attempts. Most of his legendary reputation spread through self-promotion and rumors. But apparently, rumors and reports were enough to create his rough image.