WP Product Talk

Your WordPress product website has a big job: it needs to build trust, explain your product, demonstrate its value, and ultimately convince visitors to buy. But what actually makes a product website work for a WordPress plugin or theme?

On September 2 at noon Eastern, Imran Siddiq of Web Squadron joins WP Product Talk with co-hosts Matt Cromwell and Zack Katz to share his perspective on product website strategy, drawing from his experience building websites, teaching Elementor, creating WordPress content, and working with agencies and product businesses. We’ll dig into how to showcase features without bloated design, when live sandbox demos make sense, how to structure Free vs. Pro offerings, and why transparency can matter more than flashy marketing. If you sell a WordPress plugin or theme, this is a practical look at how your website can turn more visitors into confident customers.

Before a single line of code is written, the most important product decisions have already been made. Join us on August 12th as Zack Katz and Ian Misner welcome Brad Griffith of Buckeye Innovation for a conversation about why so many digital projects fail long before development begins. From unclear goals and undefined workflows to misunderstood user needs, Brad shares practical lessons from building websites, applications, and digital tools for purpose-driven organizations.

Using a digital product strategy approach, Brad will explore how product teams can align strategy, design, and development to create solutions that solve real problems and deliver measurable outcomes. Whether you're launching a new WordPress product, planning a major feature, or evaluating your product roadmap, this episode will provide actionable insights to help you build the right thing before you start building anything at all.

Artificial intelligence is changing the role of software developers in ways that go far beyond code generation. On August 5, Katie Keith and Zack Katz welcome Ross Morsali to explore how AI research workflows are helping developers tackle problems that once seemed far outside their expertise, unlocking new opportunities for WordPress products and beyond.

Ross shares how AI-guided research helped him completely rethink the indexing architecture behind Search & Filter by borrowing ideas from enterprise search systems and adapting them for WordPress. From there, the conversation expands into an exciting look at what's possible when developers use AI to venture into unfamiliar territory, including speech-to-text systems, custom language models, and other ambitious projects that would have once required years of specialized experience. Instead of asking AI to help us build faster, we should ask how AI can help us build things we never thought we could.

Most WordPress product founders start by building a plugin from scratch. Blake Whittle took a different path. As the owner of a WordPress agency managing hundreds of client sites, he acquired Infinite Uploads and Big File Uploads, inheriting an established product, an existing customer base, and a rapidly approaching Black Friday season. On July 29, Matt Cromwell and Ian Misner sit down with Blake to discuss what it really takes to buy and grow a WordPress plugin business.

Blake shares lessons from evaluating the acquisition, navigating the critical first year of ownership, and balancing the demands of running both an agency and a product company. The conversation explores how an agency background can provide unique advantages when growing a software product, the challenges of taking over someone else's codebase and customers, and why acquisition may be a faster path to product ownership than building from the ground up. Whether you're an agency owner considering diversification or a product entrepreneur interested in acquisitions, this episode offers practical insights into buying, managing, and scaling an established WordPress plugin business.

What happens when you challenge one of the most established business models in WordPress? On July 22, Matt Cromwell and Zack Katz sit down with Rémi Corson, founder of SEOPress and creator of Milo, to discuss a different approach to plugin monetization: keeping the core product completely free while generating revenue through payments infrastructure and optional add-ons.

After more than a decade at WooCommerce, Rémi set out to build a subscriptions plugin that avoids traditional feature paywalls and annual licensing. In this conversation, he shares the thinking behind Milo's monetization strategy, the tradeoffs of monetizing transactions instead of features, and what WordPress product owners can learn from building sustainable businesses around free software. Whether you're evaluating your own pricing model, considering a freemium approach, or wondering where the paywall should live, this episode offers practical insights into alternative WordPress plugin monetization strategies.