We recently connected with Jett Prescott and have shared our conversation below.

Jett, thanks for taking the time to share your stories with us today Did you always know you wanted to pursue a creative or artistic career? When did you first know?

I’ll never forget my first live show as a solo original artist – it was at a bar close to my hometown in Pennsylvania. I had a little stage experience from performing covers, but focusing entirely on originals was new for me, and I had absolutely no idea if the audience would even care. The show started off fine, but halfway through the set I vividly remember dialing into the energy of the room in a way that really got everyone paying attention. The applause and overall support for my own music was beyond what I expected, and selling dozens of basement demo EPs to people I had never even met before really had an impact. The validation I felt from that experience gave me the confidence to pursue music much more seriously from that moment on.

Jett, before we move on to more of these sorts of questions, can you take some time to bring our readers up to speed on you and what you do?

Turning down two label deals and not knowing what else to do, I had a unique perspective that showed me how the industry could change for the better. As an artist experiencing all the usual industry challenges, I had a vision for how to solve the most common problems artists run into (easier said than done… there are a lot).

I began mentoring under some amazing industry professionals, learning what labels typically provide and how they execute release campaigns. The more I learned, the more I saw ways to help other artists around me by providing the team and support they lacked. Fast forward to today, since founding PennyFly Entertainment we’ve worked with over 200 different artists across a wide variety of genres, styles, and goals. I didn’t even realize it until I went through our catalogue the other day, but I’ve had the honor of executive producing over 100 songs across various artists projects along the way – I thoroughly enjoy matching artists up with the right producers, mixing/mastering engineers, features, and contributing to recording sessions as much as possible. It was a special milestone for our entire team reviewing our first testimonial compilation, getting to hear so many artists talk about how much they enjoy working with us and how their careers have evolved since we partnered up. What we’ve accomplished with our incredible family of artists is what I’m most proud of.

Things have truly come full circle – after an unplanned 7 year hiatus from releasing my own music to focus on PennyFly, I couldn’t be more excited to be diving back into everything as an artist. 2024 is the year you’ll see me back on social media dropping music that I’ve been quietly working on for years!

For you, what’s the most rewarding aspect of being a creative?

Creating something I genuinely love for myself. It could be the weirdest, most non-commercial song ever, but if what I wrote evokes the emotions I’m feeling that inspired the song, that’s all that really matters. My #1 goal when making music is to walk away with something I truly enjoy listening to (or performing). But don’t get me wrong, if others happen to feel the same way, that can also be one of the most rewarding feelings in the world.

Let’s talk about resilience next – do you have a story you can share with us?

I’ll forever remember headlining the Piano Bar in Hollywood, which has since closed down but was one of the coolest live music spots ever. I had rehearsed as a 5-piece band: drums, bass, violin, cello, plus myself. The show got some great promotion and I was incredibly excited. On the day of the show, an almost impossibly comedic amount of things went wrong. Following an incredibly unfortunate combination of sickness, instrument problems, and travel issues, I was down to only myself and my drummer with no backup players available on such short notice.

Although I reflect on it now and laugh, I became increasingly upset and distraught as all of this unfolded hours before the show. As the headlining act, I felt it was especially important to have the full band with me… these songs just wouldn’t be the same with a two-piece band. I genuinely considered cancelling – but would this be in poor taste and damage my relationship with the owners? Or would it be worse to give a sub-par show when they might be able to get another band in last minute?

I got to the venue and saw a line out the door…it was so packed that not everyone got in due to the building capacity limits. I made up my mind, walked straight to the back office and simply told the owner the truth – that I would only be able to perform as a two-piece with my drummer, but if he’d still let us perform, I’d find a way to put on a great show. I was ready to channel all the White Stripes energy I could possibly tap into – they’ve always been a huge influence of mine, the legendary combo of Jack & Meg were unlike any other at sounding massive with a simple two piece setup.

The owner took the risk and trusted me. It honestly turned into one of the best shows I’ve ever played – people were dancing and singing along, my drummer and I were absolutely locked in, and we kept the energy high all the way through an encore. This experience truly gave me a renewed sense of confidence in what I do. Any time I’m feeling hesitant about whether or not to do something important, I think back to this experience to help inspire me in the right direction.

Contact Info:

• Website: https://j3tt.net
• Instagram: https://www.instagram.com/j3tt_xx/
• Twitter: https://x.com/j3tt_xx
• Youtube: https://www.youtube.com/c/jettprescott

Image Credits

2nd image from L to R – Frank Farian, Gary Miller, Judah Michael, Jett Prescott