[7] His appearances featured a heavy black beard he had grown for an acting role in the Australian film Eureka Stockade produced by Ealing Studios.

[8] The same year, Reynolds joined Willard (Bill) Ferrier's Famous Hillbillies along with budding Australian artists Johnny Ashcroft, The McKean Sisters, Dusty Rankin, and Billy Blinkhorn.

[9] Alongside pioneers Tex Morton and Slim Dusty, Reynolds was among Australia's earliest popular country music recording artists releasing several sides in 1947 for the Australian Columbia Graphophone Company on the Regal Zonophone label.

He earned money playing theaters and halls in towns across New South Wales where people had heard him on the radio and travelled with Goldwyn Brothers Circus billed as the "Yodelling Cowboy".

Eager to extend his recent Australian popularity to America, Reynolds departed for Hollywood California in 1949 headlining "Red Barn Roundup" hoedowns with Dusty Ellison at the Avodon Ballroom in Los Angeles.

His first U.S. single, "Texas Yodel", was declared a Cash Box "Bullseye of the Week" on July 2, 1949,[12] prompting appearances throughout California's vaudeville theaters and dance halls.

Twelve songs were recorded for EMI under engineering expertise of Joe Meek featuring prominent backing musicians Jack Fallon (bass), Danny Levan (violin), Sandy Brown (clarinet), and Al Fairweather (trumpet).

Less than a year after arriving in the U.K. Reynolds returned to the U.S. in 1957 for recording sessions at Nashville's historic RCA McGavock Studio under direction of Wesley Rose (Acuff-Rose).

Accompanied by Chet Atkins on guitar, Moon Mullican on piano, and famed Elvis backup singers The Jordanaires, the singles Rose of Ol' Pawnee, Bella Belinda, All Alone, and Blue Eyes Crying in the Rain were released on the MGM label.

[27] The singles were well received by Cash Box and Billboard Magazine reviews while promoted through moderate radio play and a tour across the U.S. featuring guest appearances on The Milt Grant Show[28] (WTTG-TV) and Buddy Deane's Bandstand[29] (WJZ-TV) in December 1957.

With the U.K. release of his earlier EMI studio recordings on the Pye Nixa label, Reynolds returned in 1959 embarking on a European promotional tour[30] of England, Sweden, Germany, Morocco, and Spain headlining performances at the Bavarian Grand Ole Opry, Liseberg Rondo, Circus Sarrasani, El Circo De Madrid,[31] and Victoria Palace Theatre.

Recording sessions began in May with sound engineer John Timperley at London's Olympic Studio using the industry's first transistorised control desk built by Dick Swettenham.

In October 1961 Reynolds returned with Cindy to his birthplace of Winnipeg, Manitoba joining the casts of national TV shows Cross Canada Barndance[35] (CTV) and Red River Jamboree[36] (CBC).

In the spring of 1963, lure of larger audiences and opportunity enticed the couple to head for Toronto, Ontario where they developed a smooth lounge club duet act touring for several years throughout the province.

Their performances featured a variety of folk hits and pop standards, garnering significant local attention and praise from fans and media.

The couple moved to Brampton, Ontario in 1969 where Cindy gave birth to their 2nd child, Scott in 1971 and withdrew from the entertainment industry to pursue a successful marketing career.

[47] Reynolds once again found himself amid a stir of media frenzy including appearances on The Tommy Hunter Show, The Alan Thicke Show, Claim to Fame (CTV-TV), Daytime Challenge (CBC-TV), Canada AM (CTV-TV), That's Life (Global-TV), Tempo Ontario (CKCO-TV), performances with Claude King in Brampton, Ontario and with Ronnie Hawkins for the Toronto Musician's Association.

He struggled amidst a country music industry progressing toward more modern sound as promoters offered less work and little interest in his now obscure talent.

As health issues began limiting his ability to travel or perform, Reynolds settled at his home in Brampton, Ontario, Canada with Cindy and their three sons while continuing to work with children's charities.