We caught up with the brilliant and insightful Jason Sikorsky a few weeks ago and have shared our conversation below.
Jason, appreciate you joining us today. I’m sure there have been days where the challenges of being an artist or creative force you to think about what it would be like to just have a regular job. When’s the last time you felt that way? Did you have any insights from the experience?
Taking the creative path is a huge risk. I recall upon deciding going to film school my father explained to me that my career path would be difficult. Of course I went ahead with my plan as the only thing I wanted to do in life at the time is be a film director. Going into college I soon found out that I had many creative passions. Music, DJ’ing, event producing, radio, and many others.
With that I realized that I wanted to expand upon my career path even further and work in music entertainment as well as video production. I had no idea how I was going to make that happen with each alone being so risky but I just chased my passion. Here I am today working both at a professional level.
I do wonder often if didn’t take the creative path and took a more conventional career path what my life would be like. Would I be happier? Would I be more stable? Would I have been less stressed? At the end of the day I chose my path because I love what I do and I found no love in anything else I ever explored.
I would trade stability and routine any day for creative freedom and adventure.

Awesome – so before we get into the rest of our questions, can you briefly introduce yourself to our readers.
I am currently a full-time Talent Buyer at Relentless Beats and an independent video producer/director. I am also a music manager.
Growing up I always loved movies and music. I was always moving frequently since my father was in the military. Going from elementary school in Germany, Kansas, and Korea to middle school back to Korea and high school in Hawaii I was always having to find myself navigating meeting new friends and getting aquatinted with a new home. So often times watching movies and listening to music was my way of keeping myself entertained.
After taking a video production class in middle school I knew I wanted to work in film. Like most young film enthusiast I wanted to be the next Scorsese or Tarantino. I continued to take film classes throughout high school and when I applied to attend the University of Arizona I knew I wanted to major in film. So I applied for the BFA program and was accepted.
It was in college where I began meeting other like minded filmmakers. Along with my film program I found love in music, DJ’ing, and radio after joining the college radio and hosting my own radio show called ‘Anything Goes’. It was an open format radio program where we would have fans and friends call in to talk about whatever was on our minds for the week. We even had celebrity guests such as the Los Lonely Boys and adult film star Bridget the Midget.
Through the radio station I also learned to DJ and from there ‘good’ should be something like ‘I got linked up’ with some people who started a brand called ‘Specto Entertainment’. Next thing you know I’m DJ’ing and hosting raves.
Shortly after graduating college in 2013 I stayed in Tucson to continue to grow our business all the while trying to pick up as much freelance work on the production side as I could. While all my peers left to LA I stayed behind in Tucson to see if I could make my business work along with being a video producer in a small market.
I can’t tell you how difficult it was for many years to frequently lose money on events while scarcely picking up whatever production work I could. Eventually I found my niche as a wedding videographer along with being a Production Assistant for mostly reality television productions that would come into town.
It wasn’t until my mid-twenties I had a small breakthrough in both career paths. On the music entertainment side I had Relentless Beats from Phoenix give me a call to be a partner in the market which was big for my team. Around the same time I was offered the opportunity to direct a new Youtube series focused on cannabis content.
The series went on to be a huge success and really gave me the stability I needed. All the while my company was growing as we began booking shows in Hawaii as well. Around this time I found a niche in music video production as well. I had the opportunity to work with such artists as Wiz Kahlifa, Roscoe Dash, Angelz, Austin Mahone & Codeko, R3hab & Icona Pop, Funtcase & Dia Frampton among others.
It wasn’t until post-COVID I was offered a full-time job to move up to Phoenix to work as a talent buyer at Relentless Beats. At that time I had been a director/producer for the Youtube series ‘Canna Cribs’ for nearly 5 years and it was time to move on.
Working as a talent buyer for a large scale company like Relentless Beats was the next step in my music entertainment career. I’ve been working here for the last 3 years. In these last few years I have booked an array of music artists in music venues, clubs, and even festivals in ABQ, Flagstaff, Tucson, Phoenix, El Paso, New Orleans, and Hawaii.
All the while I have been producing my own feature documentary for the last 4 years called ‘Going Postal: The Legacy Foretold’. The documentary chronicles the history of arguably the most controversial video game series of all time ‘Postal’.
Somehow I found time to also manage touring dubstep artists. I formerly managed Blankface and Decimate. I am currently not managing anyone on my roster but I’m sure I’ll be nosediving back into it when I least expect it.
With all this being said I have always chased my passion rather than money. To me nothing matters more than doing what you love every day. Being able to work in so many different creative fields is not ideal but when you have so many passions and a drive like mine it’s hard not to do so. The benefit though is I am able to take skills and knowledge I’ve obtained in other fields and utilize them to my advantage. The more you know never hurts.

What’s the most rewarding aspect of being a creative in your experience?
For me it’s being able to feel like I’m a kid every day. As a lifelong music and film enthusiast, I feel like I’m on a non-stop nostalgia binge. So many things have come full circle. Whether it’s working with properties, individuals, or brands that I grew up admiring or being able to express myself creatively

We often hear about learning lessons – but just as important is unlearning lessons. Have you ever had to unlearn a lesson?
I have been working on a freelance basis for nearly 10 years before I accepted a full-time job at Relentless Beats. Although I was very familiar working with my teams or other teams the difference was that I wasn’t making all the decisions anymore. I had to understand that working with my own small team where I had a hand in most things wouldn’t be the case anymore.
So when I started at Relentless Beats I had to learn to work with others in a different way. I had to completely rewire my brain to understand that we had departments to handle things I normally handled, and I had to be ok with letting go and trusting others more.
It’s a great experience being able to not only run your own company but being able to work for someone else’s company. Again, the more you know.
Contact Info:
- Website: https://www.jasonsikorsky.com
- Instagram: @jdsikorsky
- Facebook: https://www.facebook.com/jason.sikorsky/
- Linkedin: https://www.linkedin.com/in/jason-sikorsky-62120899
- Twitter: @jdsikorsky


