In March 2018, after gaining Internet fame from a viral video of him yodeling "Lovesick Blues" by Hank Williams at a Walmart, Ramsey was signed to Big Loud.

Within a few days, videos of his performance collectively garnered over 25 million views and he became a viral sensation and internet meme.

Saying that his dream was to appear on the Grand Ole Opry one day, DeGeneres surprised Ramsey by saying he had been booked for the following weekend.

[6] On April 13, 2018, American DJ Whethan brought Ramsey out during his set at the 2018 Coachella Valley Music and Arts Festival in Indio, California.

[10] Ramsey performed iconic number 1 songs on the Billboard Hot 100 chart's 60th anniversary; starting from the 1960s, he sang hit songs by Mariah Carey, Billy Joel, Paul McCartney, Stevie Wonder, Celine Dion, The Monkees, The Jackson 5, Whitney Houston, Beyoncé, and Adele.

[17] In 2022, Ramsey's song "Before I Knew It" from his 2019 EP Twang gained popularity on TikTok after he used it in several videos updating followers about his life, revealing he now works at Subway.