In 1998, Wheeler came to Portland, Oregon to take a job as radio play-by-play announcer for the NBA's Portland Trail Blazers. Wheeler was placed in the difficult position of replacing broadcaster Bill Schonely, the team's radio play-by-play announcer since its inaugural season in 1970–71—a situation which he later likened to entering a "hornets' nest". Wheeler was able to put distance between himself and Schonely by adhering to the promise made to his new employers to call games "like a fan would call them". The resulting mixture of shrill "homerism" and forthright honesty soon found its niche with fans. Wheeler is best known for his frenetic style, loud and passionate delivery, and trademark calls such as "BOOM-SHAKA-LAKA!" following energetic Trail Blazerdunks and hard to sink shots. During his radio broadcasts he's also known to call out energy driven lines such as: "Yes sir!", "Ring it up!" and "Ooh, that was nasty!". Whenever former Blazer Nicholas Batum made a dunk, however, he replaced his "BOOM-SHAKA-LAKA!" call with "BATUM-SHAKA-LAKA!". After the final play of each Trail Blazer win, Wheeler concludes by saying, "And once again we can say: It's a great day to be a Blazer!" Wheeler's radio partner in the role of analyst was former Trail Blazer player Antonio Harvey, up through the conclusion of the 2015 season. Wheeler became the sole radio broadcaster in 2016, with occasional appearances from former Blazer Brian Grant. Wheeler hosted a daily radio talk show on KXTG-FM 95.5 The Game called Wheels at Work. In September 2010, Wheeler announced that he would step down from the Wheels at Workradio show to spend more time working on the Blazers broadcast side of his life. During the 2018/19 season, Wheeler missed broadcasting the majority of the Trail Blazers games due to health issues. On July 12, 2019 the Trail Blazers president and CEO issued the following statement, "Brian Wheeler has been an integral part of the broadcast team and Trail Blazers family since 1998 and his voice is synonymous with all the many great play-by-play calls over that 21-year span," said Trail Blazers president and CEO Chris McGowan. "We thank Brian for his contributions to the franchise and wish him all the best in his future endeavors." Wheeler, issued the following response, "I want to thank the Portland Trail Blazers for the incredible opportunity and honor of calling radio play-by-play for the past 21 years," Wheeler said in a press release from the team. “I was honored and blessed to be a Blazer for 21 seasons, and fortunately I’ve accumulated some precious memories that will last a lifetime.” On Sept. 9, 2019, The Portland Trail Blazers announced they hired Travis Demers to be the team's new radio voice. In addition, he is a "Sports Broadcasting" course instructor for the online sports career training school Sports Management Worldwide in Portland.