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More OOH Insights from the Best of the Best: Meet Diego Gonzalez of OUTFRONT’s President’s Club

April 22, 2025

There’s a point of pride among out of home advertising professionals, and it’s this:

We succeed when our clients succeed.

That means that our account executives don’t just focus on selling the most out of home ad media but selling the right media. Identifying the best solutions to achieve our advertisers’ goals is the first step in creating long-term relationships with them.

So, what are the secrets to out of home success? For the answers, in the coming months, we’ll be showcasing the expertise of the OUTFRONT President’s Club class of 2025.

First up, allow us to introduce Diego Gonzalez.

Diego Gonzalez, Account executive at OUTFRONT, 2025 President’s Club Winner 
Hi Diego! Tell us a little about yourself!

Hi, I’m Diego Gonzalez, an Account Executive based in Houston. I joined OUTFRONT a little over three years ago, and it’s been an incredibly rewarding ride. From day one, I’ve leaned into resilience, consistent follow-up, and most importantly – building real, lasting relationships with my clients. I take pride in not just selling, but in solving problems, staying proactive, and being someone my clients can count on. Those values helped me earn a spot in President’s Club this year, a milestone that reflects not just results, but trust and dedication. I'm passionate about out of home because of its ability to connect brands to people in a powerful and visible way. Every campaign is an opportunity to make an impact, and I genuinely love being part of that.

What is your approach to selling OOH and why do you think that’s translated to President’s Club-level success?

My approach is all about being genuine and relentless in follow-up. I’m not here to simply sell space; I aim to understand each client’s goals and act as an extension of their team. I think what’s translated into success is being dependable, curious, and willing to go the extra mile, whether that’s getting creative with strategy or walking a location myself to get a better sense of what the brand will look like out in the world. It’s the little things that build trust and lead to big wins.

Digital urban panel campaign for Finish Line/JD Sports 
What is one lesson you’ve learned from a campaign that didn’t perform as expected?

One of the biggest lessons I’ve learned is the importance of setting clear expectations up front, especially when it comes to timelines, creative messaging, and location strategy. I had a campaign early on where the creative didn’t align with the audience, and the results fell short. That taught me the importance of being more consultative and not being afraid to push back when I know a better direction could lead to stronger outcomes.

What’s one OOH strategy or tactic that you wish more advertisers knew about and embraced?

I wish more advertisers fully understood the power of continuity and consistency in OOH. Many want to test for four weeks, but don’t realize that out of home works best as a sustained presence. I always remind clients that OOH is about repetition and trust-building. It’s not just a touchpoint, it’s a brand statement.

What’s the most common mistake you see advertisers make?

Focusing solely on location without considering the creative. A prime location can’t make up for unclear, cluttered, or overly wordy messaging. The most successful campaigns I’ve worked on paired strong placement with clear, bold creative that communicates quickly and memorably.

Why is it important to maintain ad spending in times of economic turbulence?

In tougher economic times, staying visible is more important than ever. Brands that continue to show up consistently while others go quiet – especially in a trusted, high-impact medium like OOH – tend to grow loyalty. It’s a smart way to not only maintain relevance but often to gain market share when competitors pull back.

What advice would you give to a startup with regard to out of home?

Start with your story and know your audience. OOH can do wonders for brand awareness, but it works best when your messaging is dialed in. Be bold, be clear, and think about placement that aligns with your target demographic’s habits. Also, don’t underestimate the power of a few well-placed boards in key areas. It’s not always about volume – but it’s always about being strategic.

These are all great OOH insights. But we’re all more than our jobs – so tell us something about yourself that’s not work-related.

I have a fraternal twin sister who lives in Chicago. Even though we’re in different cities, I’ve always felt a deep connection with her—it’s one of those things that’s hard to explain but incredibly special. Despite the distance, there’s this shared wavelength we’re always on, and it’s something I’ve always cherished.

celebrity cruises miami out of home advertising 
That’s all for this showcase – stay tuned for more insights from our superstar performers! Or tap into their expertise right now by contacting OUTFRONT today.

Author: Jay Fenster, Marketing Manager @ OUTFRONT

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