Celebrating Entrepreneurial Independence

Ron Watermon • July 5, 2021

Personal reflections on our story to help others own their story

St. Louis, MO – July 5, 2021 - Right before I walked out of Bill DeWitt III’s office in Busch Stadium on my last day with the St. Louis Cardinals, he told me I would look back at leaving the team as the best thing I’d done in my career.

While I had my doubts at the time, I now know he was right.

It was three years ago today that I formed this company to help others own their story is the same way the Cardinals own theirs.

I am celebrating my #entrepreneurialindependence by sharing some of my business story.

On July 5, 2018, after 18 amazing seasons with the St. Louis Cardinals, I dove into the deep waters of the St. Louis startup.

While I miss some of my baseball colleagues and will forever cherish my memories with the team, I wouldn’t want to go back to my old life. I wouldn’t trade the position I’m in now or the lessons I’ve learned over the last three years as a small business owner for my old job.

As time goes on such a trade would look even more lopsided than Brock for Broglio.

While I won’t predict that StorySMART LLC will end up in the Startup Hall of Fame, I am confident that we are on a trajectory that promises to revolutionize an industry while transforming how we connect with one another. Or at least we will die trying.

In the coming months, we will share details about how we will empower everyone to own their own story in ways they never imagined.

In the meantime, today I will share some reflections on our journey and details about what we are doing today.

They say that if you want to be success in business you need to be clear about your purpose.

That is crystal clear today: we believe everyone deserves to own their own story and have it told professionally because we should all be remembered.

StorySMART provides video storytelling as a service using a network of talented journalists. The reason we provide our service is because everyone matters and deserves to be remembered.

I will admit that three years ago I did not have that breviloquent mission fully formed in my sleep-deprived baseball-cluttered head. I was burnt out from working so hard for so long for someone else. Don’t get me wrong, I am grateful for the extraordinary opportunity that the Cardinals provided me to essentially build an entire startup within the structure of a storied brand.

I am grateful to Mark Lamping for hiring and mentoring me. I am grateful to Bill and Mo for their faith in me to lead. While I instigated our team’s modernization efforts by providing the vision and roadmap, it wouldn’t have happened without the hard work and contributions of a lot of people. I worked with some very talented people along the way that put their mark on the department.

As I am building my company today, I reflect often on the startup path I took within the team. The parallels with my journey now are uncanny.

The lessons I learned about video production, good storytelling, and myself while with the Cardinals were invaluable. I learned a lot. And not just from the success. I learned just as much or more from our failures. My failures.

I could write a book about it. And will.

But not until the story I’m writing now with StorySMART is further along. Those lessons and insights from that experience inform my approach today.

I recognize I thrive on discovery, informed experimentation and being hands on with everything. It is both a gift and, at times, a curse. I really want to understand everything. Almost to a fault.

I am not the sell it and then figure it out kind of entrepreneur. I am the figure out, then sell it kind of entrepreneur.

Trust me when I tell that over the last three years, there have been days that I wished I was the swashbuckling sweet-talking sales guy that could sell a ton of snow to an Eskimo. But I am not. I won’t sell you something you don’t really need.

I am the tortoise not the hare. I am what Malcolm Gladwell describes as an outlier. I look at the world in a different way than most people. It is my superpower. It is what drives my success.

Looking at the world in a fresh way is what makes most entrepreneurs a success. I don’t lack vision. But vision isn’t worth anything unless you make it a reality. I’ve demonstrated that startup skill throughout my life – the ability to turn an idea on paper into reality.

My Cardinals accomplishments stand out the most to others. While securing approval to build a new ballpark, helping develop the Cardinals Authentics business, building a new communications department and producing a TV show sound impressive, it is what I accomplished before and after I joined the team that allow me to see the pattern in myself.

That is important because if you don’t believe in yourself on this journey, then no one else will. The one thing that has carried me through when no one else believed in me has been me believing in me. I know that probably sounds like some silly Stuart Smiley stuff, but it is true. When you are taking on a new challenge it is helpful to remind yourself what you have accomplished or overcome in life.

As I reflect on my life, I’ve consistently demonstrated a successful start-up skillset bringing a variety of creative ideas to life. These include writing plays in grade school, producing films in high school, starting a Soviet Exchange Program in college, as well as developing a youth corps program and helping open a domestic violence shelter early in my career. Most recently, as a civic volunteer I was successful in creating Project #LightMySTL to improve safety in downtown St. Louis. All those experiences inform my work today.

While I do have the skills to make it happen, I am often slow to get going. That has been the case with my business. The first part of my journey as a small business owner can be best described as wandering in the woods . I lacked focus and urgency when I started.

I also made a few mistakes along the way that taught me some good lessons. Get a deposit up front before starting work. Pay yourself. Say no to work. Walk away from clients that don’t share your values. Build a strong and diverse team. Work with cool people.

Along the way I did some work that paid the bills but wasn’t what I wanted to do. I own those decisions and learned from them. The pandemic helped me focus on what truly matters not just with my business, but in life.

I turned the corner with the business in 2019 as my purpose came into focus. I invested significant dollars in the business anticipating that 2020 would be a big year.


The Pandemic Pivot & How The Pandemic Revealed Our Path

Going into 2020, I would have told you that it was going to a good year financially. Then the pandemic hit. We lost many of our clients. But we rebuilt, retooled and recruited new clients. We did the preverbal pandemic pivot. The 2020 business version of the Macarena.

While it was a challenging and turbulent year, in a strange way the pandemic allowed me to see a pathway I didn’t see before. It is a path that could profoundly change my life while helping so many others.

The pandemic allowed me to get past a bricks and mortar mindset that was holding me back. I had a vision in my head that was created by what I had done with the team.

The last project I completed before leaving the Cardinals was building a digital newsroom for our department, complete with fiber optics, connections for seven editing stations and a production suite. That capital investment had come on the heals of rapid growth in staffing and spending. That experience informed my thinking that the Cardinals Way had to be me my way too. I was so wrong.

There is a different way. One that doesn’t require an outlay of capital on buildings, gear and full-time staff. I’ve learned that there is a path that will allow you to scale your business nationally if you go about it differently.

When I left the Cardinals, I remember thinking if someone gave me a half a million dollars I’d buy a building in Grand Center or Downtown, invest in expensive production equipment and hire several of the best TV reporters in town. Then we would hang out our shingle to do video storytelling, disrupting the production paradigm in place today.

We are doing exactly that right now without all of that unnecessary infrastructure and expense.

Cameras and equipment are not as important as people. While the reporters themselves will worry a lot about what kind of camera they use on a story, it isn’t about the camera. It is about them. And the client. It is all about the story.

I am very grateful to all of the amazing reporters who have joined us on this journey.

Today, thanks to them, we help our clients own their story with a unique service that no one else offers. We help our clients tell their stories professionally, honestly and memorably by employing some of the best TV journalists in the business. While a trained professional TV reporter tells their story, our clients own the work – copyright and all – forever.

We are in the process of recruiting more reporters and expanding our client focus to help individuals and families. We are piloting that work in St. Louis now. We will be expanding it nationally soon.

In the meantime, we want you to know that we will help anyone who needs help telling an honest story memorably. We are grateful to our clients for the trust they place in us and appreciate those who will be investing in our work to bring storytelling to all .

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There are moments in your career that don’t feel particularly significant at the time, but years later, you realize they changed everything. The television show we started when I was with the St. Louis Cardinals, Cardinals Insider, is now heading into its 11th season. In an industry where most things don’t last, there’s something meaningful about building something that endures. While I've already shared the story of how the show almost didn’t happen, what’s been on my mind recently is what we were doing before it ever aired. For me the show was never the starting point, it was a destination on a journey that began seventeen years ago when I decided to fully commit to becoming a brand journalist. A Baseball Brand Journalist When I moved over to the Baseball Operations Department to work with our Media Relations team in September 2009, the media landscape looked very different than it does today. Social media was still in its infancy. We had exactly one platform we controlled, Twitter, and even that was a bit of a mess. Our account was @MLBstlcardinals, while Major League Baseball operated @stlcardinals out of New York. It was confusing for fans and limiting for us. But it also created an opportunity. Instead of waiting for others to tell our story, we decided to start telling it ourselves. Not as marketers, but as actual storytellers. More specifically, we adopted a mindset rooted in journalism. The fundamentals I learned years earlier in college—who, what, when, where, why, and how. The discipline of getting it right. The importance of clarity, structure, and credibility. We weren’t trying to spin the story. We were trying to tell it honestly, accurately, and from a clearly defined point of view. That point of view mattered. We made a promise to our audience: we would cover the team like journalists, but from the inside. We weren’t going to pretend to be something we weren’t. We were insiders. That was the advantage. And instead of hiding from it, we leaned into it. At the same time, we understood the responsibility that came with that position. We didn’t need to be first. We needed to be right. That meant establishing standards. It meant covering the good moments like the wins, the milestones, and the behind-the-scenes access fans couldn’t get anywhere else. But it also meant not ignoring the harder stories when they arose. Credibility was always at stake, and we treated it that way. I knew were building something. A system. A mindset. A way of approaching storytelling that went beyond promotion and into something far more durable. Over time, that approach evolved into a weekly TV show that’s still on the air more than a decade later. But none of that happens without what came first. The decision to think as brand journalists with a point of view. Brand Journalists with a Point of View What we were building in those early days didn’t look like much from the outside. There was no studio. No formal production schedule. No distribution strategy beyond posting to social media and linking out to photos and video. In fact, some of the earliest tools we used would feel almost laughable today.
By Ron Watermon April 2, 2026
St. Louis, April 1, 2026 - Last week I had one of those “ no shit, Sherlock ” moments where the obvious hits you all at once. I was thinking about Opening Day. Like I’ve done the past few years, I planned to share a throwback post from ten years ago. I dig into my photo archive, find a few cell phone images from seasons past, and put something out on social media. Posting doesn’t come naturally to me. I know that sounds ironic given what I do now, but I’ve never been particularly drawn to self-promotion or the performative nature of those platforms. After all, I’m a middle-aged introvert, not some Gen Z dude who grew up with social media and enjoys showing off. I hate shameless self-promotion and bragging. That said, I have a fellow Gen X friend who has been chirping at me for years to share more about my time with the St. Louis Cardinals. I headed her advice and started digging. What I found stopped me. As I worked my way through old photos, I realized that 2016 wasn’t just another season. It was the year we honored Lou Brock and the year we launched Cardinals Insider, the television show I developed and produced during my time with the club. That’s when it hit me. It has been a decade. And the show is not only still around— it’s thriving . I must tip my cap to my colleagues at the Cardinals as they have continued to invest in it, expand it, and build on the foundation we put in place back in 2016. It is truly remarkable. Seeing that now as I’ve transitioned my business into filmmaking, hit me in a profound way. It was literally an “aha” moment. Like a lot of entrepreneurs and creatives, I’ve wrestled with self-doubt. You question whether you’re on the right path. Whether the work you’re doing is building toward something. Realizing that this show that I fought to make happen has now run for more than a decade was affirming. Because the vision was never small. From the beginning, the goal was to build something self-sustaining that would continue to grow and evolve long after I was gone. And it has, big time. That realization couldn’t have happened form me at a better time.
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