Love at First Listen with Riley Taylor

Riley Taylor Interview Love at First Listen 2025

We all have those artists and songs we hear that strike the right chord and make us fall in love at first listen. They’re the reason we refresh social media pages, tour schedules, and Spotify profiles — because we can’t miss a single release. This is Love at First Listen — a series introducing you to the emerging, and established, artists with new music guaranteed to upgrade your playlist.

Whether headlining a show or touring with the likes of Kip Moore, Sacha, and Owen Riegling, Riley Taylor and his band approach every performance with the same attitude: be loud, proud, and always jam. With a 30-track debut album released earlier this month (April 18) fusing multiple influences and narratives, that’s an easy—and extremely fun—task. ‘Story to Tell,’ out now on Honky Tonk Record Co, is primed to fill every country playlist with its blend of bar songs, country storytelling, and celebrations of life, love, and everything in between. Soon, you will catch Riley on his Small Town Hometowns acoustic tour across Saskatchewan, Alberta, and Ontario or opening for Cooper Alan. Don’t see your city? More dates are already in the works (details on that below!).

Just before hitting the stage at his packed album release show at Rivoli in Toronto, Riley dished on making his album as relatable as possible, calming down to the sounds of Matchbox Twenty, and returning to play his favourite festivals.

With 30 tracks and an hour and 44-minute runtime, there are certainly multiple stories to be told on ‘Story to Tell.’ Can you describe the process of pulling these 30 tracks and stories together?

Especially with it being a debut album, [I] kind of have my whole life to choose from as far as what we want to focus on [with life] moments [and] certain things. I think we chose pretty well a lot of things that would encompass what has made me who I am today. And I think as far as what I would be curious to know from the fans’ perspective is, which one of these songs relate[s] to your story? I think we wanted to make a lot of it as relatable as possible.

With this album release show being your first big headlining performance and celebration of the project, are there any tracks you’re especially excited to share with fans live?

The first one that always comes to mind is “Fucked Up.” My grandmother wasn’t very happy with that title, but that one really stands out to me because I’m proud of it as a songwriter. It comes from a dark place, but there is a sense of optimism about it. And I think it translates well because I also think everybody’s felt at least some of what’s in there at one point or another. Outside of that, I adore “Off the Liquor.” It’s just a big, loud, fun energy song. I also like a lot of the old, more traditional sounding stuff that we recorded too. That was all done in an old school way with live recordings off the floor and it was a cool process.

Boots and Hearts Music Festival plays a big part in your story, with you winning their Emerging Artist Showcase in 2021. How did it propel you to go all in on music, ultimately bringing us here today?

Yeah, that was a really crazy, validating point where I wasn’t sure I could do this or if it was worth pursuing because I didn’t feel good enough. So, it meant a lot to me, and it was very eye-opening in the fact that these people know [the industry] and they thought there was something there. So, I’m still trying to find “it,” and I kind of hope I never do. I hope I’m always kind of chasing whatever that is.

When you talk about sources of validation like that, what is one of the best pieces of advice that you’ve received along your musical journey that you can pass along to the next gen of artists?

Just keep your head up and be kind. It doesn’t cost anything, and in this business, there are not a lot of things that don’t cost anything. And ironically, that tends to lead to more opportunities than not. Some people will throw you a bone just based on the fact they like you. So, I think that’s really important, along with just caring about the craft of it—putting your time into your songs and making sure that you know your stuff. And try to have fun along the way.

An artist, Riley Taylor, stands centre stage singing into the microphone on stage at Rivoli in Toronto.
Riley Taylor performing on stage at his ‘Story to Tell’ album release party held at Rivoli in Toronto on April 22, 2025: “I never thought I’d have an album—let alone a release party.” (Photo credit: Angela McLean/Love at First Listen)

You first released one of the tracks on ‘Story to Tell,’ “Good Things,” as part of the Boots and Hearts contest, but have since reimagined it with more drawl and personality. What inspired you to revisit and revamp it?

I’m glad you asked that. I don’t want to be misunderstood—I didn’t redo it because I hated the original. I still love the original, and it will always be special to me. I just always wondered [how it would sound] if we had a different style of production that was more twangy and rootsy. The first time we tackled it, the song had more of a pop production. I’ll always love the original, but the way we redid it made it easier to deliver live as well. It almost sounds like it’s live in the recording. That’s what I wanted to re-imagine, while keeping it true to the original.

On the album, you also cover three songs: The Rolling Stones’ “Dead Flowers,” Matchbox Twenty’s “3AM,” and Live’s “Lightning Crashes.” What about each of those songs resonates with you and led to them needing to be part of this project?

All three of those songs were just clear [studio] cuts. We played around with a few, but “3AM” was probably the one that’s nearest and dearest to me. Growing up in Alberta, my mom had this Matchbox Twenty CD, and I was a colicky baby. So, I don’t remember, but allegedly whenever “3AM” would come on, no matter if I was in a fit or if I was being bad or a little brat, I’d go right to sleep. When I got older and I started playing [music], I was looking at easy three-chord songs to play on guitar and that one came up, and I knew all the words. I was pumped up because it was the first one that I could play and sing at the same time, so I was like, “Mom, you’ve got to check this out!” She was blown away because I didn’t know that story about when I was a baby.

The other two, to be honest with you, are songs that I just love inexplicably. Something about them is so cool, and they just make me feel a certain way. So, when we were looking at songs that would be cool to cover, they stood out. They’re also songs that I think are undervalued nowadays. It’s a fun way to recirculate them.

With this series being about the music we love at first listen, who are some of your Canadian country peers whose songs you’ve loved at first listen?

Love at first listen for me… there are so many, but “Do It Anyway” by Jade Eagleson, “Home Less” by Owen Riegling, and “Pillow Talkin’” by Tyler Joe Miller.


Riley’s newest single “Hometowns” is quickly rising on the country radio charts with airplay across Canada and major looks on streaming services.

As the summer concert and festival season fast approaches, do you have any live shows or festival performances that you can tease?

We were just looking into getting the festival season booked up. This May, I’m going to be doing an acoustic tour across Alberta. We’re calling it the Small Town Hometowns tour and it’s going to be more of a stripped back, almost singer-songwritery atmosphere where I’ll get the chance to explain how each song came to be. The goal is to get introduced to those fans and say, “If you like this, maybe I’ll be back with a big band.” There’s one festival back home that I’m doing—FundyFest in Sussex, New Brunswick—and that’s always been one of my favourite places to play. It’s always been the most responsive crowd. Then, I’m heading back to Cavendish Beach Music Festival in Prince Edward Island for the kickoff party the night before the festival starts. There are a couple others that we’re in the middle of booking right now. My message is if you like what’s going on, you like the sound, and you want me to come to your town, reach out. We’re always looking to see where the fans are and gauge where we should go to next.

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Love at First Listen with SACHA

SACHA Artist Interview

We all have those artists and songs we hear that strike the right chord and make us fall in love at first listen. They’re the reason we refresh social media pages, tour schedules, and Spotify profiles — because we can’t miss a single release. This is Love at First Listen — a new series introducing you to the emerging, and established, artists with new music guaranteed to upgrade your playlist.

Emerging Canadian country artist SACHA may be a one-name wonder, but she’s far from a one-hit wonder. If she’s not already dominating your playlist, you’re guaranteed to fall in love at first listen with her fabulous and fierce sound, which has already earned her the titles of iHeartRadio Future Star, Spotify RADAR Canada Artist, and Amazon Music’s Breakthrough Artist of the Month. Possibly best of all, she’s also already landed a viral TikTok hit, “What the Truck,” with fellow Canuck country rockers The Reklaws, which became the most-streamed Canadian country song during a one-week period and the fastest-ever Canadian country song to go gold in the streaming era.

In my new interview with this rapidly rising star, see what SACHA had to say about new music, new milestones, and her future plans, including an upcoming tour with Maddie & Tae.

Let’s talk about your newly released sophomore EP, ‘We Did.’ What does that title represent to you?

‘We Did’ brings back the feeling of the initial stages of falling in love and all the emotions involved with that. The EP itself goes into a few different thematic scenes from falling in love, to developing self-confidence, to thinking ‘sorry, I’m not so sorry’ on “I Wanted Wine,” and then telling yourself, ‘Life is short, so what the truck.’ It’s a roller coaster of things, but it also opens the door for me to get a little bit more vulnerable and to share some different aspects of my story.

Was it hard to pick a ‘Top 4’ for the final tracklist?

This was an interesting process and kind of a last-minute process as well. I have been writing a lot, but these songs actually ended up on the table through my management. Knowing me so well, they were able to matchmake me with these songs that definitely resonate the most with who I am and tell my story the best. I flew to Nashville one day and I flew out the next, and I got these songs done, and the EP came out a couple months later.

This EP is the follow-up to your last project ‘The Best Thing,’ which was released right at the start of the pandemic. How would you say your sound and songwriting style have evolved over the past two years?

My sound is continually evolving. From the last EP to this EP, I’m glad that we got to tap into a little bit more of the country elements sonically. I love the title track of this EP, “We Did,” because it reminds me of Taylor Swift’s nostalgic kind of feel and I’m a huge Taylor Swift fan. So, when I first heard that song I was like, ‘This is making me feel everything I felt when I heard “Love Story.”’ And that’s what I’m hoping people will feel when they hear “We Did.”

How did your collaboration with The Reklaws come to life?

That was a TikTok thing! They put up a TikTok inviting their fans and audience to come and join on this song and I think it was already almost at one million views when I was just like, ‘You know what, what the truck? Let me just do a TikTok!’ I had no idea that it would lead to any of this. I was just trying to get more active on TikTok and I love The Reklaws, then I get a DM from Jenna saying, ‘Hey, we love what you did and we want you to be part of the song.’ I’m like, ‘Is this a joke?’ And she’s like, ‘lol no, it’s not a joke.’ Before you know it, I’m in a studio, then I’m shooting the music video, then I’m at Calgary Stampede and Budweiser Stage and the CCMAs, then I got a gold plaque for having the fastest streaming country song in Canadian history. It was crazy!

With all your success to date, you’ve proven to be a force to be reckoned with. Have you had one standout “pinch me” moment amidst all the mayhem, and how do you continue dreaming big and setting new goals for yourself?

Seeing yourself on a Spotify billboard is incredible and it’s literally everything that I’ve ever dreamed of and more. Another thing that was huge was being part of CMT’s Next Women of Country program. That was a big-time “pinch me” moment because I’ve been admiring how they champion women in country music for so long, so to find myself among that class has just been a huge door opener. There’s a lot of stuff that’s happened over that period of time where I don’t think it’s really fully settled in yet. Looking ahead, there are still things that I have yet to accomplish like going on tour with Taylor Swift, having number one at radio, and maybe winning a few awards.

You’re also being called one of country music’s fastest rising stars. How does that make you feel, and is there one thing you wish you knew at the start of this process that you can pass along to other up-and-comers?

It’s funny because I’ve been in this game for a long time. I grew up in a musical household and my parents were in a band, so music was 100,000% ever present. Although it seems like I’m fast rising, I had many opportunities to give up or doubt myself, but I just kept going. I continued to believe and just stay true to my conviction and this call that I have with my love for music. So, being called a fastest rising star is an honour, but make no mistake — it hasn’t happened overnight. For anybody that has a dream or is like, ‘This isn’t happening fast enough,’ just give it time. Timing is everything and it could be a while, but just believe anything is possible.

As one of CMT’s Next Women of Country 2021 Class members, you’ll be heading out on the road with Maddie & Tae later this year. What can fans expect from your live show?

People can just expect to have a good time, have fun, and get to know me more. I’m looking forward to performing “We Did” because I love that whole vibe and “If I Wanted Wine” brings the entertainer out of me.

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