What a treat it is to have Stephen Stanley join us to play the Speakeasy.

Toronto-based singer-songwriter and guitarist, Stephen Stanley may most immediately be known as a founding member, lead guitarist and vocalist with acclaimed, early 90’s alt-rock band, The Lowest of the Low. The groups undeniable and “genuinely timeless album” (Exclaim!), Shakespeare My Butt..., earned gold record status and saw the band share stages with the likes of Billy Bragg, The Violent Femmes, amongst many others. Fame took the band on a relentless, highly pressurized and ultimately, band-fracturing tour schedule. Stephen was featured in the group’s recent documentary, Subversives that was released in September of 2023.

Stephen ultimately, had his own mark and music to make and The Stephen Stanley Band became his focus. He’s assembled a collection of trusted players and has gone on to log monumental shows with the likes of, 54•40, Bob Mould, Cracker, Lee Ann Womak, Jake Clemons, Willie Nile, The Jayhawks, and Lloyd Cole. He’s played festival stages in Germany, and toured across the UK and Ireland.

The Stephen Stanley Band’s new album, Before The Collapse Of The Hive (Wolfe Island Records) is an album brimming with raw, unflinching urgency, steadfast observation and soul-searching storytelling that highlights Stephen’s immediate world: those he loves, and those he’s lost.

At Karlo Estates, Stephen will perform solo, a show filled with original songs and the stories behind the songs.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover