Country artist and songwriter Josh Ross joins Bar Conversations to talk about his journey from Burlington, Ontario, to Nashville, and the release of his album Later Tonight (out Sept. 19). He shares how football injuries shifted his dream from the CFL to music, the impact of growing up in Canada, and what it was like to top the U.S. country charts with "Single Again" — the first Canadian male to do so in nearly 30 years.Josh also reflects on career milestones like performing at the Grey Cup halftime show, making his Grand Ole Opry debut, collaborating with Akon on "Drunk Right Now", and winning major awards including the CCMA Entertainer of the Year and CMA Jeff Walker Global Country Artist Award. Plus, he dives into the making of Later Tonight, filming the title track’s music video with his dirt bike, and balancing country roots with genre exploration.Jonathan's Drinking: 15 STARS Founders Reserve Rye