Bailey debated for four years at Southlake Carroll where he served as the Co-President of Speech and Debate. He has amassed a total of 9 bids to the Tournament of Champions in his career, qualifying three times and reaching the semifinals of Silver TOC his junior year. Additionally, he has attended NSDA Nationals twice, placing 6th as a sophomore and winning as a junior. Other notable achievements include, championing CSU, semifinaling UT, and getting speaker awards at TFA state, TOC, and Glenbrooks. Outside of debate, Bailey enjoys playing basketball and reading lightnovels.