David Wimbish (The Collection) & Jesse James DeConto (The Pinkerton Raid)

David Wimbish (The Collection) and Jesse James DeConto have been making music together for more than a decade, since David recorded trumpet on Jesse’s second full-length back in 2013.

In 2025, David acted as producer for a third album with Jesse’s songwriting outlet, The Pinkerton Raid, due out this year. As touring singer-songwriters and band leaders, they’ve played separately on Mid-Atlantic stages from Appaloosa Festival to Rooster Walk to FredFestVA and Elkton Music Hall, Kung Fu Necktie and Jammin Java. Mostly, they’ve been each other’s big fans, crossing paths and cheering each other on at SXSW, Wild Goose Festival and The Collection’s own Soil & Sky Fest in NC.

For the first time, David & Jesse are hitting the road together in 2026, each bringing a unique spin on their intimate storytelling, singing and playing toward hope and healing. Jesse will be supporting David on some of his first US tour dates since reimagining his career as a solo artist after a decade and four full-length albums with The Collection. His songs have flowed from therapeutic conversations with guitar or piano, through boisterous festival stages with a six-piece band, and now back to the most intimate foundations of his Appalachian indie folk-pop.

AMERICANA HIGHWAYS describes Jesse’s music as “Beatles-esque dreamy folk (that) simultaneously plumbs the depths of the state of both the world and the human heart.” There will be laughter, and probably tears, as two friends share songs imagining a better world and better selves, in search of solidarity with other souls in all their suffering and joy.