WYNA began as WTAB-FM on September 1, 1965 as the sister station to 1370 WTAB at Tabor City, North Carolina. When licensed to & located in Tabor City, North Carolina, this station played country music for most of the 1980s and 1990s, except for a brief time when the station played adult contemporary music starting in 1986 (this was preceded by stunting with marching band music). The WYNA call letters were chosen because the station was originally imaged as "Winner 104.9".[citation needed] In 1998, Pamplico Broadcasting bought the station, which played country music at that time, and increased its power from 3,000 to 25,000 Watts. After stunting with classical music in October and November 1998, and Christmas music in December, WYNA went off the air in preparation for a move that included changing its community of license to Calabash, North Carolina.[6]
For several years before WYNA changed to the current format in 2006, the two stations were hot adult contemporary, and WGTN-FM continued with that format.
In February 2008, Qantum Communications announced the purchase of 104.9 BOB-FM for $5 Million.[8] The purchase allowed Qantum to change its station WRXZ from a similar format.
On May 15, 2014, Qantum Communications announced that it would sell its 29 stations, including WYNA, to Clear Channel Communications (now iHeartMedia), in a transaction connected to Clear Channel's sale of WALK AM-FM in Patchogue, New York to Connoisseur Media via Qantum.[10] The transaction was consummated on September 9, 2014.
On November 2, 2018, 104.9 Bob FM made a seasonal format change to the all-Christmas format. This happened again in 2019.