Operator Feature - Dexter Da Silva

From Photography to Digital Product Mastery

Dexter Da Silva

In the ever-evolving landscape of DTC marketing, understanding the journey and insights of those who navigate its complexities can offer valuable lessons. Dexter Da Silva, Compound Studio’s head of Product Management, took an unconventional path from photographer to a prominent figure in the industry. 

We recently sat down and talked to Dexter about his unique career arc at Compound Studios, where he grew from editing images to managing a multiple 8-figure brand portfolio. His story illustrates how a mix of luck, perseverance, and adaptability can open unexpected doors. 

What is Compound Studio?

Compound is a Toronto-based design studio that specializes in building and growing DTC accessory brands. Founded in 2011, Compound operates two globally recognized jewelry brands, Vitaly and Clocks + Colours.

Today, Compound focuses on creating unique, head-turning products and building a strong sense of community among their loyal customers.

Early Career Shifts and Opportunities

Da Silva’s career took a significant turn during the COVID-19 pandemic when he transitioned from photography to his "first real job" in image retouching at Vitaly.  This role unexpectedly set the stage for his deeper involvement in product management.

"I started building little management systems on Notion and Airtable - anything that we had to help organize the creative team specifically.”  

The true turning point came when Da Silva took on the challenge of developing a product lifecycle management system after the company struggled with an existing project. “They were working on this for months, paying a lot to help us build it, and the version that ended up coming out, people found confusing and ended up not using it.” 

By proposing a fresh approach and building the system himself, Dexter created what would become the core framework for tracking product development within the company.

Transition to Digital Product Management

Da Silva's role continued to evolve as he addressed other areas needing improvement, like the company’s website. After the departure of the CMO, he saw an opportunity to step in. 

"I made a presentation and talked to the founder and said, 'Hey, I would love to take a stab at this.’” He notes, pointing out key issues in Compound’s digital presence at the time. His recommendations evolved into a successful overhaul of the website’s user experience. A significant boost in its performance led to his appointment as the director of digital products.

Insights on Agency vs. In-House Dynamics

Reflecting on the debate between using agencies and managing efforts in-house, Da Silva observes that while agencies bring robust systems and processes, there is tremendous value in brands understanding these mechanisms themselves. 

“Brands could really leverage learning from agencies in many ways, specifically around building efficient systems,” he suggests.

Looking to the future, Da Silva is keen on integrating more AI tools into DTC businesses, particularly for personalization and data security. The challenge, he notes, is more pronounced in merchandising for new traffic and anonymous users, areas still ripe for innovation. The post-iOS14 ecosystem continues to foreground user privacy over marketing efficiency, meaning DTC brands will need to find solutions to reach the right customer at the right time.  

Core Advice for DTC Brands

Da Silva advises DTC operators to focus on leadership and clear priorities to drive success. "Understand what is your North Star...like what are you really trying to do? With agencies, they come in with one focus, which is whatever they provide; with brands, because they have multiple different priorities, I feel what they can take from agencies is understanding what is the number one priority," he explains.

This strategic clarity, along with fostering a skilled and knowledgeable team, can significantly influence a brand's trajectory in the fast-paced DTC environment.

As Da Silva continues to influence the digital product space and expand his agency work, his story serves as an inspiring example for current and aspiring DTC professionals. 

Dexter’s journey highlights the importance of agility, the strategic application of technology, and the power of understanding both the broad trends and the minute details that drive the DTC industry forward.

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