
When fourteen-year-old Hiram “Hank” Williams stepped onto the stage of Montgomery’s Empire Theater in late 1937 and won fifteen dollars with an original song called “WPA Blues”, the studios of WSFA radio were already within walking distance of his mother’s boardinghouse.
Earlier that July, Lillie Williams had moved her children from Greenville to the Alabama capital, leasing a modest rooming house on South Perry Street just steps from the Jefferson Davis Hotel, which housed the WSFA broadcast studios on its mezzanine floor. While enrolled at Sidney Lanier High School—where city classmates teased his rural accent and the slight limp caused by his congenital spinal condition, spina bifida occulta—young Hiram spent his afternoons working the hotel sidewalk.
Carrying a guitar that still looked oversized against his narrow shoulders, the teenager sang for nickels and dimes and sold five-cent bags of roasted peanuts that Lillie packed at home. As WSFA advertising manager Bill Hunt later recalled, Hank made a point of stopping anyone who looked like a station employee, singing a number on the pavement before pitching a bag of peanuts to help cover the family rent.
Those sidewalk encounters, combined with his local appearances with older fiddler Dad Crysel’s band, put him in front of WSFA producers even before the amateur contest at the Empire Theater. For that theater competition, rather than choosing a standard pop hit, he walked out in the neatest clothes Lillie could pull together and sang “WPA Blues,” fitting his own lyrics about exhausted Works Progress Administration laborers to the melody of “Dissatisfied.”
The theater audience gave the lanky teenager an ovation loud enough to secure first place and a fifteen-dollar cash prize—more than a full week’s pay for many skilled Alabama laborers during the Depression. Sitting in the crowd with her hands clasped tight, Lillie watched her gamble on the move to Montgomery begin to pay off.
Soon after, WSFA brought him inside the Jefferson Davis Hotel studios for guest spots with Dad Crysel’s group. Listener mail poured into the station asking for more of the teenager, convincing station management to give “The Singing Kid” his own fifteen-minute broadcast slot twice a week for a steady salary of fifteen dollars.
With regular airtime across central Alabama, Hank no longer had to rely on loose sidewalk change. Around 1938, he used his growing radio following to assemble the first lineup of the Drifting Cowboys, recruiting young Montgomery musicians including guitarist Braxton Schuffert, multi-instrumentalist Smith “Hezzy” Adair, and fiddler Freddy Beach.
When the band needed a place to rehearse and sleep between shows, Lillie moved the musicians directly into her South Perry Street boardinghouse. By 1939, when accordionist Pee Wee Moultrie and steel guitarist Boots Harris passed through town, Lillie took full command of her son’s business.
Before Hank was old enough to hold a driver’s license, his fifteen-minute WSFA broadcasts functioned as twice-weekly advertisements for live dates across the region. Lillie booked the schoolhouses, theaters, and roadside dance halls, negotiated the guarantees, drove the band through the night in the family sedan, and stood at the front door collecting every ticket herself.
Inside the WSFA studios, Hank initially leaned heavily on the styles of his heroes, singing Ernest Tubb numbers in Tubb’s voice and Roy Acuff ballads like Acuff. It was his own bandmates, watching crowds react during the shows booked off the radio program, who pushed him to drop the imitations and sing in his own voice.
By the time Hank turned sixteen in October 1939, the confidence he built behind the WSFA microphone allowed him to drop out of Sidney Lanier High School and pursue music full-time. Though World War II gas rationing and personal struggles would test him on and off the Montgomery airwaves over the decade that followed, that first fifteen-minute radio slot inside the Jefferson Davis Hotel took a fourteen-year-old boy off the pavement and gave Lillie Williams the foundation to put her son’s name across the South.