In episode nine of "Connect the Dots," Chris hosts the web tech talk show solo, with special guest Jennifer He joining remotely from Shanghai. They dive into the world of web technology, focusing on content strategy and design thinking. Jennifer shares insights on leveraging AI in content generation and discusses the evolution of digital content strategies, highlighting the shift towards headless CMS platforms. Chris and Jennifer explore the importance of taxonomy and sitemaps in organizing content effectively for user experience. They also touch on future trends like AI-driven optimizations and iterative content migrations. The episode wraps up with a sneak peek of the next guest, Derek Vas, a UX expert set to join the show on April 9th.