How One San Diego Exec Is Leading Company-Wide AI Training Offsites
Charlie, COO of DSS Games, shares how a company-wide AI workshop got 90% of staff using AI weekly, plus predictions for agentic AI in e-commerce.
By Antoine Screve, Host of The AI Weekly Brief
Charlie is the COO of DSS Games, a 20-person game and e-commerce company based in San Diego. When his company started exploring AI, he didn't just pilot it with a few power users - he ran a company-wide AI workshop that transformed how every team member works.
The results were dramatic: 90% of staff using AI weekly, 60% daily, and 25% using it nearly every hour. Here's how they did it.
How to Train an Entire Company on AI
DSS Games ran a full-day AI workshop that took a systematic approach: they started with a company-wide survey to understand AI concerns, directly addressed fears about environmental impact and brand voice with real data, taught prompt engineering best practices, and mapped AI opportunities to each department's RACI chart.
The key insight: addressing concerns before teaching tools leads to much higher adoption. When employees feel their concerns are heard, they're far more receptive to learning new tools.
AI Tools for E-commerce Operations
DSS Games uses enterprise ChatGPT for daily operations across HR, supply chain, and marketing. They test Claude and Gemini for different use cases, finding each model has distinct strengths. AI helps analyze complex invoices, generate marketing content, and streamline operational workflows that previously required hours of manual work.
For TikTok Shop and Amazon seller operations specifically, AI accelerates product research, listing optimization, and customer response workflows - all critical for competing in fast-moving e-commerce categories.
Agentic AI: The Next Frontier
Charlie predicts agentic AI - AI that takes autonomous actions like making shopping carts, scheduling calendar events, and executing multi-step workflows - will become a meaningful part of work life within the next year. Teams are already defaulting to asking "Can I use AI to move faster on this?" before starting any task.
Frequently Asked Questions
How do you train an entire company to use AI?
DSS Games ran a full-day AI workshop including a company-wide survey on AI concerns, addressed worries with real data, taught prompt engineering best practices, and mapped AI opportunities to each department. After the workshop, 90% of staff used AI weekly, 60% daily, and 25% nearly hourly.
What AI tools do e-commerce companies use?
E-commerce companies like DSS Games use enterprise ChatGPT for daily operations across HR, supply chain, and marketing. They also test Claude and Gemini for different use cases. AI helps with analyzing complex invoices, generating marketing content, and streamlining operational workflows.
What is agentic AI and when will it impact business?
Agentic AI refers to AI that can take autonomous actions like making shopping carts, scheduling calendar events, and executing multi-step workflows. Industry leaders predict it will become a meaningful part of work life within the next year.