Meet Joey Simmons | Producer & Southern Colorado Chair of WIFMCO

We had the good fortune of connecting with Joey Simmons and we’ve shared our conversation below.

Hi Joey, do you have some perspective or insight you can share with us on the question of when someone should give up versus when they should keep going?
Knowing whether to keep going or to give up is a deeply personal crossroads, and it’s rarely as simple as one being right and the other wrong. When I was laid off from my agency job after three years, it felt like the rug had been pulled out from under me. At first, there was that sting of loss, the uncertainty, and the question: What now? But almost immediately, I found myself hitting the ground running—diving into freelance producing with a kind of urgency and clarity I hadn’t expected.

In that in-between space, something unexpected happened. I was asked to step into a new role as Southern Colorado Chair on the board of directors for WIFMCO (Women in Film and Media Colorado). I was inspired to join the board by a deep passion for storytelling and a commitment to supporting the incredible talent across Colorado. It wasn’t just an honor—it was a moment of realignment. It reminded me that even in moments of perceived failure or setback, life might be quietly shifting us toward something bigger, something that fits better with who we’re becoming. In stepping into this position, I hope to uplift our production community in the southern cities by helping create more accessible connections and opportunities for growth, no matter what department someone finds themselves in.

So, how do you know whether to keep going or let go? You start by asking yourself why you started in the first place. For me, the desire to create, to tell stories, and to build community in film and media never disappeared—it just took on a new form. I realized that even though I hadn’t planned to freelance or lead in an organization, these paths were growing me in ways I hadn’t considered.

It’s also worth asking what the cost is. Pushing forward is brave, but only if it doesn’t drain you to the point of losing yourself. I had to evaluate whether my new roles were building me up or burning me out. The answer wasn’t always immediate, but taking stock of how I felt at the end of the day—fulfilled or depleted—became my compass.

Sometimes, when we’re in that decision space, it helps to visualize both futures: continuing down the current path, or choosing to pivot. Which one brings more peace? Which one feels more aligned with the person you’re becoming? When I imagined letting go of freelance and leadership opportunities, something inside me resisted—not from fear, but because it all still felt meaningful.

Ultimately, giving up isn’t failure, and persistence isn’t always strength. The true power lies in listening to what your life is telling you—sometimes through loss, sometimes through new doors quietly opening. What I’ve learned is that the hardest endings can also be unexpected beginnings, and when you’re aligned with purpose, even the hardest steps forward start to feel like home.

Alright, so let’s move onto what keeps you busy professionally?
My art lives at the intersection of storytelling, collaboration, and creating space for others to thrive. As a producer, I’m drawn to the puzzle of pulling all the creative and logistical pieces together to bring a project to life—whether it’s a short film, branded content, or a live event. I see producing not just as a job, but as an act of service to the story and to the people behind it.

What sets me apart is my ability to hold both vision and execution with equal care. I’ve learned how to lead with both heart and precision—balancing creativity with the practical realities of budget, time, and team dynamics. I’m most proud of the relationships I’ve built along the way, and the sense of trust and calm I bring into each production, especially when things inevitably get chaotic.

Professionally, the journey hasn’t been linear. I spent three years at an agency growing in structure, leadership, and strategy—until I was laid off. That moment, while tough, gave me the unexpected push into freelance producing. I hit the ground running and discovered a level of creative autonomy and resilience I hadn’t tapped into before.

It hasn’t been easy. Freelancing requires constant self-trust and reinvention. There are quiet seasons that test your confidence, and moments when the path forward isn’t clear. But every challenge has taught me something. I’ve learned to embrace uncertainty as a teacher, to lead with authenticity, and to never underestimate the power of community.

If there’s one thing I’d want the world to know about my story, it’s this: sometimes the doors that close are the ones that redirect you to exactly where you’re supposed to be. My brand isn’t about chasing perfection—it’s about showing up fully, making space for others, and building things that matter.

Let’s say your best friend was visiting the area and you wanted to show them the best time ever. Where would you take them? Give us a little itinerary – say it was a week long trip, where would you eat, drink, visit, hang out, etc.
If my best friend were visiting Colorado Springs for a week, we’d be packing in all the best vibes—epic views, cozy eats, quirky spots, and plenty of local flavor. Here’s how I’d show them the Springs I know and love:

Day 1 –
We’d kick things off with brunch at Urban Steam—best coffee, waffles, and chill vibes in town. Then we’d head to Garden of the Gods for an easy hike and jaw-dropping views (a must-see, no debate). Sunset drinks at Loyal Coffee downtown to watch the sky turn pink over Pikes Peak.

Day 2 –
We’d dive into local arts with a visit to the Colorado Springs Fine Arts Center and stroll through the sculpture garden. Lunch at Dos Santos Tacos (trust me, the street corn). Later, we’d hit CO.A.T.I.—a food hall meets social hub—for dinner, drinks, and maybe catch a local band or DJ set.

Day 3 –
Road trip day! We’d head up Pikes Peak Highway for those 14,000 ft views—bring snacks, a playlist, and layers. On the way back, we’d grab dinner in Manitou Springs at The Loop and wander through the artsy downtown, maybe duck into a crystal shop or try our luck at the penny arcade.

Day 4 –
We’d sleep in, then hit up Switchback Coffee Roasters to fuel up. Then we’d explore Old Colorado City—cute boutiques, galleries, and hidden gems. For dinner, Shuga’s is a must: dreamy lighting, global eats, and killer cocktails (get the lavender martini).

Day 5 –
We’d spend the morning hiking at Red Rock Canyon Open Space, a bit less touristy but just as stunning. Lunch at Salsa Brava for fresh, zesty flavors. In the afternoon, we’d visit Cheyenne Mountain Zoo—it’s on a mountainside! We’d wrap the night with dinner at The Rabbit Hole, a speakeasy-style spot that feels straight out of an Alice in Wonderland dream.

Day 6 –
We’d hit the road for a scenic drive to Cripple Creek—an old mining town with casinos, kitschy shops, and maybe even a ghost tour if we’re feeling brave. On the way back, we’d swing by The Broadmoor for a late dinner or nightcap. Bougie vibes, but totally worth it.

Day 7 –
For our last day, we’d keep it local and slow. Brunch at Over Easy, walk through Monument Valley Park, and check out any weekend events—maybe a local maker’s market or live music downtown. End the trip with a chill fire pit and Colorado craft brews at Westfax Springs Brewery, reminiscing on the week and already planning their return!

The Shoutout series is all about recognizing that our success and where we are in life is at least somewhat thanks to the efforts, support, mentorship, love and encouragement of others. So is there someone that you want to dedicate your shoutout to?
My former agency team – for three years of growth, collaboration, and the foundation that prepared me to thrive beyond the 9-to-5.

My freelance clients & collaborators – for trusting me with your visions and giving me space to stretch creatively and professionally.

WIFMCO (Women in Film and Media Colorado) – for welcoming me into a leadership role and supporting my passion for uplifting Southern Colorado’s creative community.

My circle of friends and family – for cheering me on during every pivot, late night, and leap of faith.

Website: https://joeycsimmons.com

Instagram: @joeyxcheyenne

Linkedin: https://Linkedin.com/in/joeycsimmons

Image Credits
Professional Headshot by Cate Robeson-Pickens