Our guest this week on the Working Songwriter resides in Los Angeles, but spent many of his formative years in St. Louis, Missouri. Ricky Montgomery first built an audience on Vine in his early twenties before releasing his self-titled debut album in 2016. That bedroom pop album was a cult favorite until 2020, when several of its songs exploded on TikTok, leading to a deal with Warner Records.

Montgomery's singles, “Line Without a Hook” and “Mr. Loverman,” are RIAA-certified platinum and, all told, his catalog has collected more than a billion streams worldwide. That grassroots support has led to headlining tours with stops at the Wiltern in Los Angeles, Iriving Plaza in New York City, and the Pageant in St. Louis, to name just a few.

This interview was recorded nearly 18 months ago and has been delayed due to a snafu on my end, but I’m so glad we get to hear it now. I think you’ll very much enjoy hearing about Ricky’s musical journey through his own words.

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