Show Notes
AI is rapidly changing how support and troubleshooting work—but how do you introduce it without losing trust? In this episode, Drew Wilde, Director of Product Management at GoDaddy, joins us to share how his team built an AI Troubleshooter inside managed hosting for WordPress. Together, we explore how AI can proactively detect, diagnose, and resolve issues like downtime, performance degradation, and common WordPress errors—while still keeping humans in the loop.
Drew also shares the product decisions behind balancing automation, control, reliability, and transparency. This episode offers practical lessons for WordPress product teams, hosting providers, plugin authors, and SaaS platforms looking to introduce AI-powered support responsibly—plus what surprised the team and what they’d do differently next time.
More from WP Product Talk
Should your WordPress product business expand to Shopify? For plugin and SaaS owners, Shopify can look like a compelling opportunity to reach a new market—but expanding to another ecosystem also brings new technical challenges, customers, competitors, marketplaces, and support demands.
Pricing is one of the biggest growth levers for a WordPress product business, yet it’s easy to get wrong. Price too low and you leave revenue on the table or attract customers who aren’t a great fit; price too high and you may limit the market you can reach. Jason Cohen, founder of WP Engine, returns to WP Product Talk with co-hosts Zack Katz and Katie Keith to explore how product businesses can use pricing strategically to drive sustainable growth.
Influencer marketing can be powerful for tech products, but the playbook isn’t quite the same as it is for fashion, lifestyle, or consumer brands. On September 30 at noon Eastern, Britt Celata of Automattic joins WP Product Talk with co-hosts Katie Keith and Matt Cromwell to take us behind the scenes of building an influencer marketing program for a tech product, using WordPress.com’s “Stories Worth Hosting” campaign as a real-world case study.
What does it actually take for a WordPress product company to grow year over year? In this special WP Product Talk panel, we’ll bring together product businesses that are successfully growing to unpack what’s working, what’s changed, and which strategies are driving their results.
Growth looks different for WordPress product businesses than it did a few years ago. Google organic search is becoming less dependable, AI is changing how people discover and build software, and simply adding more features isn’t necessarily translating into more sales. So what is working? In this special episode of WP Product Talk, Matt Cromwell, Katie Keith, Zack Katz, and Ian Misner dig into the real-world growth strategies behind three WordPress products that are growing right now: Nimesh Patel of Multidots, Mike McAlister of OllieWP, and Robin Pietersen of FooEvents.