What We Showed at the AI-Augmented Agency Webinar

Pressable recently joined WordPress VIP and WordPress.com for an Automattic for Agencies webinar on how AI is changing the way development teams and agencies work. Each team walked through a real workflow from their side of the WordPress ecosystem. Here’s a look at what Pressable brought to the session.

The scenario

Chris Miller, VP of Pressable Solutions, opened with a situation every agency owner has lived through. It’s 5:15 on a Friday, you’re heading home, and three client sites start messaging about issues at once. The biggest account is saying checkout has been up and down all day.

From the parking lot, Chris typed one sentence asking his AI to triage all three sites, pull the logs, and sort the real problem from the noise, using Pressable MCP and Claude Dispatch. By the time he got home, the answer was waiting: two sites had low-priority errors, one had an ongoing checkout incident.

The hidden problem

The client had only reported the checkout errors. The AI also found a second problem nobody knew about yet: a batch of requests were returning successful responses and charging cards, but the payment intent on file didn’t match what the gateway returned, meaning some customers were charged with no order ever created in WooCommerce.

From there, the demo walked through how the AI ruled out the obvious explanation (a Stripe plugin update), verified file checksums to confirm the plugin itself was untouched, found a clean backup from 54 minutes before the first error, and chose to restore it to a clone instead of production to avoid wiping legitimate orders placed since then. It closed by generating a spreadsheet of every mismatched payment intent and charge ID so the agency could reconcile directly against Stripe.

Why it matters for agencies

• Every action taken through MCP is logged and auditable, so agencies always know what the AI touched.
• The AI checked its own assumptions before acting instead of executing on the first explanation.

Pressable was one of the first managed WordPress hosts to support MCP, and it’s already live, free, and included on every plan. Getting started takes a few minutes: generate a token in My Pressable under Tools, then MCP, and connect it to whatever AI tool your team already uses with simple prompts.

Watch the full recording

The recording also covers how WordPress VIP builds AI workflows inside a client’s existing brand standards and permissions, and how WordPress.com is giving sites a memory of their own guidelines through built-in AI tools.

If you missed the live webinar, you can watch Chris walk through this whole scenario in real time, plus the full VIP and .com demos and the Q&A, here:

Watch the recording

Suzanne Kolpakov

Suzanne leads Product Marketing at Pressable, where she focuses on translating complex hosting technology into clear, empowering solutions for creators and businesses. Driven by a passion for the WordPress community, she strives to show how the right platform can be a catalyst for growth and innovation. Suzanne believes that great marketing starts with authentic storytelling and making high-performance tech feel accessible to everyone. She lives in the Metro Atlanta area with her two children and two cats. When she’s not scaling the Pressable brand, you’ll find her navigating the local trails or enjoying the vibrant energy of the South.