Chuck Aikens is the Founder of Tymoo, a digital marketing collective that empowers brands and agencies to integrate AI into growth strategies for scalable, data‑driven outcomes. With over two decades of experience in SEO, content development, and automation, he previously built and led the agency Volume Nine before founding Tymoo in August 2022. Tymoo’s mission is to cut through AI hype and deliver practical, actionable AI marketing solutions that move the needle in real business settings.
About the Episode
AI is changing how people search, discover, and buy. However, most brands are still clinging to outdated SEO tactics. As search engines integrate generative models and buyers use tools like ChatGPT and Perplexity to make decisions, brands must shift their strategies or risk becoming irrelevant. Tyler Lane hosts Chuck Aikens for a bold and practical discussion about how to stay visible in this AI-first landscape by aligning with how people search and buy in 2025.
Key Moments
Rethinking Expertise in the AI Era
- Why no one is a true AI expert and the mindset required to learn in public [3:20]
- How Google’s algorithm changes taught marketers how to adapt to new paradigms [6:01]
From Keywords to Conversations
- Why optimizing for user behavior matters more than optimizing for LLMs [9:35]
- How the six-minute ChatGPT shopping session reveals more than traditional search data [18:38]
Training AI With Content That Converts
- Using synthetic personas to audit LLM recommendations and improve brand visibility [22:49]
- Why transparency around sourcing, reviews, and returns helps LLMs recommend your brand [28:37]
New Metrics for a New Search Landscape
- How traditional KPIs are breaking down and what to measure instead [37:12]
- Why sequential prompting outperforms complex one-shot prompts in AI workflows [43:26]
Top Insights
- Simulate AI shopping journeys using ChatGPT – Running real prompts as if you’re the shopper helps uncover why your brand is not recommended.
- Use synthetic personas to test product visibility – Testing across diverse personas reveals which audiences you’re truly resonating with and which you’re missing.
- Audit and update website content for transparency – Including clear details like sourcing, returns, and ethics helps train LLMs to recommend your brand.
- Monitor brand mentions and rankings in AI responses – Tracking your presence in LLM-generated answers provides new KPIs beyond impressions and clicks.
- Break large prompts into sequential steps – Structuring tasks into smaller prompts improves AI output quality and helps replicate consistent, high-performing results.
Notable Quotes
- “If they are an expert in AI, they don’t know what they don’t know. Exactly.”
- “You got to build to survive. I mean, this is going to be binary.”
- “ChatGPT will usually give you three solutions, so you’re either in the top three or you’re not.”
- “The thing that AI tells you to talk about is the thing you’ve been avoiding.”
- “You’re not evaluating ROI here. You’re really just paying tuition for your education.”
Resources
Industry Experts
Previous Episode
Companies and Platforms
AI Tools and Technologies
AI Visibility Starts With Better Strategy
The rules of SEO are changing fast. And if your brand isn’t visible in LLM conversations, you’re already behind. At Session Interactive, we help companies rethink their content strategy, performance tracking, and funnel design to align with how people search and buy today. Whether you’re aiming to train the model or convert more visitors, we can help you build smarter, faster.
For more insights on AI marketing, adaptive SEO, and customer journey strategy, subscribe to the Built to Convert podcast. Ready to future-proof your brand’s visibility? Contact Session Interactive to see how we can help.
