Feeling the anticipation! Just 3 more hours until the video for #ICantBeCool is live. Y’all ready to fall in love?

Two more hours! You can almost taste it! I’ll be in the comments on YouTube as the video for #ICantBeCool goes live at 3:30 PM PT, so be ready to hang out.

We are ONE HOUR away! Head on over to my YouTube channel and get ready. See y’all at 3:30 PM PT sharp for the premiere of the #ICantBeCool music video! Let’s do this!

Here ya go, folks! New music video for #ICantBeCool is here! The ultimate party moment when you finally catch the eye of that one girl across the room. 🎥🎬 jessup.lnk.to/ICBCvid

Thanks! 🙏🏻

So fun filming the video for #ICantBeCool! It’s all about that moment at a party when you know you gotta go talk to that girl. We captured the vibe perfectly 😎🆒

My first headlining tour, Southern Life: The Tour, is coming to North America this Fall! 🤠 Europe and Australia, we’re coming in 2026! Artist Presale: Sept 10, 10AM local General Onsale: Sept 12, 10AM local All details at jessupolson.com! #SouthernLifeTheTour

Exciting news for Southern Life: The Tour! We’re adding a VIP experience package where you can meet me backstage! Check out all the details and get yours at jessupolson.com. Can’t wait to see y’all there! #SouthernLifeTheTour

I’m so excited to take y’all behind the scenes of the #ICantBeCool video! Check it out on my YouTube channel!

Here it is! The official cover art for the Global Edition of Songs from a Southern Life, coming September 26th to the US, UK, and Australia. We’ve blended new sounds to let these stories resonate beyond the South. Can’t wait for y’all to hear it. jessup.lnk.to/SFASLGlobal

I’m in London 🇬🇧 and it’s like a whole new world. Major culture shock, y’all. I’ve been traveling to some places I never thought I’d go. Buckingham Palace is something else! I’m such a tourist. One thing us Southern Americans and Brits have in common though: accents!

Can’t beat this view of Tower Bridge at sunset 🌅 🇬🇧 👌🏻

I shared my songwriting process with BBC Radio 2. It was a great interview overall, and I’m so glad y’all have taken to “I Can’t Be Cool” in the way I’d hoped for. Music is universal and spans all demographics. Let’s celebrate and champion that.

My BBC Radio 2 Guest Playlist: Leslie Michaelson “Bandwagon” Haylie Thomas “Cosmic” Jude Harrison “Roads” Oliver O'Day “Glass Castles” Imani “SOS” Brody Chandler “United” Clay Capehart “Sugarsweet” @Suite44 “Reminisce” Nathan Hunter “Braveheart” And “I Can’t Be Cool!”

The Global Edition of Songs from a Southern Life is now out now for everyone to experience. It’s been a whirlwind 72 hours for me in the UK! About to pay a visit to Graham Norton Show and then it’s off to Australia for the first time. What a GLOBAL life! 🙏🏻🌐

What an absolute blast making my UK live debut on Graham Norton Show! Loved performing “I Can’t Be Cool” for ya’ll great Brits. Thanks for the warmest welcome. Can’t wait to be back for the tour—announcement coming sooner than you think! 😉 #SFASLTheTour

AVAILABLE NOW: You can purchase, stream and download the "global edition" of Jessup Olson's debut album, "Songs from a Southern Life" on Apple Music, Amazon Music and other platforms today! LISTEN 🎵: jessup.lnk.to/SFASLGlobal

Australia!!!!!!! ❤️ I can’t believe I made it here before the Berton Brothers 🤣 Love the The Morning Show! “I Can’t Be Cool” was such a foot stomper!

Touring life as a headliner and behind the scenes of recording the Global Edition of #SFASL. Check out the music video for #SureFeelsGood, and stay tuned for my European and Australian tour dates!

Sure Feels Goods. The Single. Out Now. Jessup Olson jessup.lnk.to/SFG