2024
Debut album
Sky’s The Limit
Includes “Anxiety,” the song that got me named CBC Searchlight’s 2024 Honorary Indigenous Artist.
Open on SpotifyMusic
Everything I’ve released so far.
Pop and R&B about addiction, recovery, and finding my way back to my culture — written in the hope you feel a little less alone.
As heard & featured
500K+ listeners found
healing in these songs.
Four #1s on the Indigenous Music Countdown. CBC × SOCAN Reverie Residency alumni. SOCAN #1 Award winner. No label. No manager. Just the music — and the people who needed it.
Featured & recognised by
Releases
Albums & EPs.
2024
EP
Look At Me Now, Vol. 1
Four songs: “BURNIN’”, “DREAMIN’”, “LOOKIN’”, and “LOVIN’”.
Open on Spotify2025
EP
Look At Us Now, Vol. 2
Home to “Touchin’,” my SOCAN #1 Song Award winner, and “Grievin’,” named to CBC Music’s Top 100 Canadian Songs of 2025.
Open on SpotifySong by song
The songs, in order.
35 songs on Spotify since 2021: 25 solo, 5 collaborations, and 5 features on other artists’ songs. Oldest at the top, newest at the bottom.
Start with these five
- 1“Forever”Mattmac ft. Jessa Sky
- 2“Just Give Up”WIESINGER ft. Jessa Sky
- 3“WE’RE NOT LOST”with Abraham Lake Singers
- 4“BURNIN’”
- 5“HEALIN’”
20211 song
- “On My Own”Spotify
- Released
- Jul 2, 2021
- Runtime
- 3:18
- Appears on
- Single
20223 songs
20236 songs
- “This Holiday”FeatureTraviee ft. Jessa SkySpotify
- Released
- Jan 1, 2023
- Runtime
- 2:03
- Appears on
- It Still Kinda Hurt, track 6 of 7
- “FAÇADE”ExplicitSpotify
- Released
- Feb 24, 2023
- Runtime
- 3:21
- Appears on
- Single · also on SKY’S THE LIMIT (track 1 of 11)
- “Better This Way”Spotify
- Released
- Apr 28, 2023
- Runtime
- 3:00
- Appears on
- Single · also on SKY’S THE LIMIT (track 3 of 11)
- “Surrender”Spotify
- Released
- Jun 23, 2023
- Runtime
- 4:28
- Appears on
- Single · also on SKY’S THE LIMIT (track 2 of 11)
- “WE’RE NOT LOST”with Abraham Lake SingersSpotify
- Released
- Sep 29, 2023
- Runtime
- 3:14
- Appears on
- Single · also on SKY’S THE LIMIT (track 8 of 11)
- “Don’t Give Up”FeatureWIESINGER ft. Jessa SkySpotify
- Released
- Oct 27, 2023
- Runtime
- 2:12
- Appears on
- Stuck in Your Head, track 7 of 14
202414 songs
- “Forever”FeatureMattmac ft. Jessa SkySpotify
- Released
- Jan 19, 2024
- Runtime
- 4:06
- Appears on
- Single · also on All Eyes On Us (track 12 of 18)
- “Anxiety”Spotify
- Released
- Feb 16, 2024
- Runtime
- 3:21
- Appears on
- Single · also on SKY’S THE LIMIT (track 4 of 11)
- “Sober”Spotify
- Released
- Mar 1, 2024
- Runtime
- 3:01
- Appears on
- SKY’S THE LIMIT, track 5 of 11
- “Losing My Mind”Spotify
- Released
- Mar 1, 2024
- Runtime
- 2:30
- Appears on
- SKY’S THE LIMIT, track 6 of 11
- “I’m Trying”Spotify
- Released
- Mar 1, 2024
- Runtime
- 2:06
- Appears on
- SKY’S THE LIMIT, track 7 of 11
- “2015”Spotify
- Released
- Mar 1, 2024
- Runtime
- 3:04
- Appears on
- SKY’S THE LIMIT, track 9 of 11
- “Ride or Dies”Spotify
- Released
- Mar 1, 2024
- Runtime
- 2:30
- Appears on
- SKY’S THE LIMIT, track 10 of 11
- “Like A Lot”Spotify
- Released
- Mar 1, 2024
- Runtime
- 3:08
- Appears on
- SKY’S THE LIMIT, track 11 of 11
- “Since 95”with LOVSpotify
- Released
- May 24, 2024
- Runtime
- 3:29
- Appears on
- Single
- “Never Gave Up On Me”Spotify
- Released
- Jun 28, 2024
- Runtime
- 2:51
- Appears on
- Single
- “BURNIN’”Spotify
- Released
- Jul 19, 2024
- Runtime
- 3:24
- Appears on
- Single · also on LOOK AT ME NOW, Vol. 1 (track 1 of 4)
- “DREAMIN’”ExplicitSpotify
- Released
- Aug 16, 2024
- Runtime
- 3:08
- Appears on
- Single · also on LOOK AT ME NOW, Vol. 1 (track 2 of 4)
- “LOOKIN’”ExplicitSpotify
- Released
- Sep 20, 2024
- Runtime
- 2:46
- Appears on
- Single · also on LOOK AT ME NOW, Vol. 1 (track 3 of 4)
- “LOVIN’”Spotify
- Released
- Oct 25, 2024
- Runtime
- 3:05
- Appears on
- LOOK AT ME NOW, Vol. 1, track 4 of 4
20256 songs
- “SIPPIN’”ExplicitSpotify
- Released
- Jan 10, 2025
- Runtime
- 2:55
- Appears on
- Single · also on LOOK AT US NOW, Vol. 2 (track 1 of 6)
- “HEALIN’”ExplicitSpotify
- Released
- Mar 21, 2025
- Runtime
- 2:52
- Appears on
- Single · also on LOOK AT US NOW, Vol. 2 (track 2 of 6)
- “GRIEVIN’”Spotify
- Released
- Jul 21, 2025
- Runtime
- 3:40
- Appears on
- Single · also on LOOK AT US NOW, Vol. 2 (track 6 of 6)
- “DEMON(IN)”ExplicitSpotify
- Released
- Aug 15, 2025
- Runtime
- 3:18
- Appears on
- LOOK AT US NOW, Vol. 2, track 3 of 6
- “TOUCHIN’”Spotify
- Released
- Aug 15, 2025
- Runtime
- 2:51
- Appears on
- LOOK AT US NOW, Vol. 2, track 4 of 6
- “PLAYIN’”Spotify
- Released
- Aug 15, 2025
- Runtime
- 2:49
- Appears on
- LOOK AT US NOW, Vol. 2, track 5 of 6
20265 songs
- “Timelapse”with Junia-TSpotify
- Released
- Jan 9, 2026
- Runtime
- 2:49
- Appears on
- Single
- “BEADED EARRINGS”with KaydenceSpotify
- Released
- Jul 10, 2026
- Runtime
- 2:25
- Appears on
- Single
- “One In A Billion”FeatureWolf Castle ft. Cadence Weapon & Jessa SkySpotify
- Released
- Jul 29, 2026
- Runtime
- 3:57
- Appears on
- Single
- “Spiral”Spotify
- Released
- Aug 21, 2026
- Runtime
- 3:06
- Appears on
- Single
- “Anxiety (Remix)”with JintingSpotify
- Released
- Sep 18, 2026
- Runtime
- 3:12
- Appears on
- Single
Release dates and runtimes are from Spotify. “Explicit” songs link to their explicit version. “Feature” marks songs on other artists’ releases.