Petty Boy Osley live at Lefty's Well.

Petty Boy Osley — Live in Whitehorse October 9 • Lefty’s Well Presented by Peach Hill Projects

Canadian alternative hip-hop artist Petty Boy Osley brings the Halfway Home Tour to Whitehorse for a special one-night performance at Lefty’s Well.

Following a year spent living, touring, and performing across Europe, Petty Boy Osley returns to Canada with a newly developed live show, new music, and the energy of an international run behind him.

With millions of accumulated streams, Petty Boy Osley has built a loyal global following through his blend of alternative hip-hop, emo rap, melodic songwriting, and cinematic production. His music combines dark melodic textures, heavy 808s, and emotionally driven lyrics with a high-energy live performance.

Known for turning intimate venues into immersive experiences, Petty Boy Osley has spent years building momentum through independent releases, touring, festivals, and an expanding catalog of music.

After taking the Halfway Home Tour across Canada, the Whitehorse date becomes show #14 of the national run, giving Yukon fans a chance to experience the tour live in an intimate venue setting.

Special guest performances will also be featured throughout the night.

VIP Meet & Greet Experience — $30 Meet Petty Boy Osley and be part of a more personal moment before or after the show.

Includes:

Meet & greet with Petty Boy Osley Photo opportunity Signed tour poster Exclusive meet & greet experience Limited availability.

Event Information Date: October 9 Venue: Lefty’s Well — Whitehorse, Yukon Doors: 9:00 PM Show: 10:00 PM – 1:00 AM Age: 19+

Tickets In Advance - $10 At The Door— $15 Meet & Greet — $30

Limited capacity — early purchase recommended.

Petty Boy Osley — Live in Quesnel September 12th • The Occidental Presented by Peach Hill Projects

Canadian alternative hip-hop artist Petty Boy Osley returns to Quesnel for the final stop of his 2026 Canadian tour following a sold-out hometown headline show and 13 National performances across the country.

After spending the past year touring and performing festivals throughout Europe, Petty Boy Osley returned home this summer for a cross-Canada tour, bringing his internationally developed live show to audiences nationwide. Now, after the original Quesnel date was postponed, the city gets its own special night as the tour comes to a close.

With millions of accumulated streams, Petty Boy Osley has built a loyal international following through his unique blend of alternative hip-hop, emo rap, and cinematic production. His music combines dark melodic textures, heavy 808s, and emotionally driven songwriting that continues to resonate with listeners around the world.

Known for his high-energy performances and immersive stage production, Petty Boy Osley has spent years building momentum through independent releases, international touring, and a rapidly expanding catalog. His live shows transform intimate venues into unforgettable shared experiences between artist and audience.

This rescheduled performance marks the final Canadian tour date of 2026, making it a unique opportunity to experience the full live production one last time before the next chapter begins. The evening will also feature special guest performances from some of the region's rising artists, including: • The Cold Messiah • Bill High • Esobi • Egon + More

VIP Meet & Greet Experience – $60 Get up close when the music isn’t loud and be part of a more personal moment with Petty Boy Osley.Includes: - Meet & greet with Petty Boy Osley (before or after the show, depending on event timing) - Photo opportunity -Signed tour poster - T-shirt - Signed CD Limited availability.

Event Information Date: September 12th Venue: The Occidental — Quesnel Address: 228 Front St Doors: 8:00 PM Show Start: 9:00 PM Age: 16+

Tickets Early Bird — $20 (limited) General Admission — $25 Door — $30 Meet & Greet — $60 Limited capacity — early purchase recommended

Petty Boy Osley — Live in Calgary July 3 • The Rec Room Presented by Peach Hill Projects Canadian alternative hip-hop artist Petty Boy Osley brings his high-energy headline show to Calgary for a special one-night performance at The Rec Room. After a sold-out hometown show and a year spent touring internationally across Europe and performing major festivals, the Canadian artist returns home with a fully developed live show built through global stages. With millions of accumulated streams, Petty Boy Osley has built a loyal following through his blend of alternative hip-hop, emo rap, and cinematic production. His sound combines dark melodic textures, heavy 808s, and emotionally driven songwriting that connects deeply with audiences. Known for his immersive performances and commanding stage presence, Petty Boy Osley continues to build momentum through independent releases, international touring, and a rapidly expanding catalog. His live shows turn intimate venues into unforgettable shared experiences. This performance marks a key stop on his “Halfway Home” Canada Tour, bringing new music and a refined live set to Calgary. The night will also feature special guest performances from rising artists, including:

• Sirreal • Christian Archibald • Camp Studio • Choqolate • Crewsont • Level Grindin VIP Meet & Greet Experience – $60 Get up close when the music isn’t loud and be part of a more personal moment with Petty Boy Osley. Includes: Meet & greet with Petty Boy Osley (before or after the show, depending on timing) Photo opportunity Signed tour poster T-shirt Signed CD Limited availability. Event Information Date: July 3 Venue: The Rec Room — Calgary Address: 901 64 Ave NE #1180 Doors: 8:00 PM Show Start: 8:30 PM Age: 16+ Tickets Early Bird — $25 (limited) General Admission — $30 Door — $35 Meet & Greet — $60 Limited capacity — early purchase recommended

Petty Boy Osley — Live in Williams Lake April 10 • The Overlander Pub Presented by Peach Hill Projects

Show Start: 9:00 PM Petty Boy Osley On Stage: 11:30 PM

Tickets: Pre-Sale — $25 Door — $30

Age: 19+

Limited capacity